Kategorie: Destinations

Escape This Fall Without Quitting Your Job: 8 Early-Autumn European Getaways for Busy Professionals

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It was early July and I found myself hunched over my laptop at 11 pm, scrolling through photos of sunlit European plazas while finishing a project. During a long summer of covering for colleagues on vacation, I was itching for a break. A friend texted me about using our credit card points for a spontaneous trip. We debated: Madrid or London? An NFL game was happening in London in October(because nothing says vacation like watching Vikings fans take over a British pub on a Sunday). When we discovered a Hyatt hotel* in London’s East End for €240 total each for two nights, breakfast included, our decision was made. We booked a Saturday 6 a.m. flight and a Monday 9 p.m. return. By 10 a.m. Saturday we were in central London dropping our bags, caffeinated, and ready to explore – and yes, we even caught that Vikings game with the local fan club over pints. That long weekend scratched the travel itch without derailing our work or emptying our wallets. I was back at my desk Tuesday, a bit jet-lagged but very satisfied. 😏

Sound familiar? If you’re a full-time professional (30s, 40s, drowning in emails but daydreaming of faraway places), this post is for you. Contrary to popular belief, you can travel more without writing a resignation letter or burning all your PTO in one go. The secret weapon? Shoulder season – specifically early autumn (Late August to ealry October) in Europe. Below, I’ll share the best European destinations to visit in early fall, each perfect for a quick escape or a “bleisure” stint (business + leisure). Expect fewer crowds, cheaper flights, gorgeous weather, and even a chance to rack up or spend those travel reward points you’ve been hoarding. Let’s dive in!

Why Early Autumn is the Perfect Time to Travel

We all know about summer vacations (crowded and pricey) and winter holidays (cold, often wet and limited daylight in Europe). But early autumn? It’s the unsung hero of travel seasons. In the travel industry, September–October (and I like to include late August in this) is called shoulder season, a Goldilocks period right after peak summer but before the late fall slowdown.

Here’s why this timeframe rocks for working travelers:

Fewer crowds and shorter lines! The hordes of summer tourists have gone home. You can wander a nearly empty medieval alley or actually snap a photo without 50 selfie sticks in the frame. Travel expert Katy Nastro calls shoulder season “a magic time when you can experience [Europe’s] splendor with fewer people, temperate weather, and less sticker shock”.

Imagine walking into the Vatican Museums with no line, whereas in July the queue wraps around the block!

Great weather, no melting in suits! Early fall in Europe brings mild, comfortable temperatures. Think “light jacket in the morning, T-shirt by afternoon” kind of weather. In many southern European spots, it’s still warm enough to feel like summer (Lisbon in late September averages 24–26°C (75–79°F), and the French Riviera stays balmy in the mid-70s °F well into October). But it’s not so hot that you’re sweating through your dress shirt during a Zoom call. Plus, cooler evenings are perfect for relaxing with a glass of wine on a terrace after a day of remote work.

Lower prices and off-peak deals! This is wallet-friendly travel. Flights and hotels drop their prices compared to early August. You’ll often find sales or “stay 3 nights, pay 2” promos as Europe’s high season winds down. Even using points becomes a better deal – many loyalty programs charge fewer points for off-peak dates. (For example, British Airways Avios awards require significantly fewer points in late Sept/early Oct, which is largely off-peak.) In other words, your hard-earned Amex, Hilton, or Marriott points stretch further this time of year, and you’re more likely to actually find award availability for that dream flight or hotel.

Upgrade potential and perks: Fewer travelers means more chances you’ll snag an upgrade. Ever wished for a business class seat or a hotel suite? In shoulder season, airlines have more empty seats to fill, and hotels aren’t at full capacity – meaning your elite status or friendly upgrade request stands a better chance. I’ve had hotels proactively put me on the club floor in October, just because they could. Plus, travel service is often more attentive when staff aren’t overwhelmed.

Shoulder season travelers often enjoy little extras, like the rental car company giving you a better model because they ran out of compacts (true story).

Local events and autumn charm! Fall in Europe brings its own special vibe. Think harvest festivals, fall foliage, and cultural events. Munich has Oktoberfest (late Sept – early Oct) and cities like Vienna or Prague glow with autumn colors and food fairs. In Tuscany, it’s grape and olive harvest season – fewer tourists, but lots of local festivity around wine and food. Traveling now, you get to enjoy these seasonal perks without the high-season chaos.

In short, early autumn in Europe is a sweet spot: You’ll enjoy many of the benefits of summer travel (long daylight, good weather, open attractions) without the downsides (crowds, peak pricing, 100°F heatwaves while you’re trying to look professional on client calls). It’s ideal for those of us balancing work with wanderlust.

Now, let’s get specific. Here are 8 fantastic European destinations to consider for a September or early October trip. I’ve mixed some classic cities with a few offbeat gems, so whether you’re into famous landmarks or bragging rights for discovering somewhere new, I’ve got you covered. For each, I’ll highlight why it’s great in early fall, how to enjoy it as a solo traveler, and even suggest some bleisure-friendly hotels (yes, places where you can get Wi-Fi and a massage, maybe even in the same day). Buckle up your carry-on – here we go!

1. Lisbon, Portugal – Sunshine & Startup Vibes by the Sea

There’s a reason Lisbon has been having a moment lately. This coastal capital offers golden sunshine, colorful neighborhoods, and a laid-back vibe that’s perfect for a workcation. Early autumn is prime time here: summer’s scorching temps mellow out to comfy 24° C (around mid 70s°F) days, and the summer throngs have thinned. You’ll wander the steep Alfama streets alongside locals instead of tour groups, and maybe even snag a seat at that famous pastel de nata bakery with minimal wait.

Why go in early fall:

Lisbon’s shoulder season runs September through early November – you’ll find fantastic flight deals and be able to finally score a reservation at popular spots that were jammed in summer. The city feels lively but not chaotic. Enjoy sunset views from Castelo de São Jorge without elbowing through a crowd, and catch the last of the beach weather on the nearby coastline (the Atlantic beaches are still pleasant for a dip in September). Plus, Lisbon often hosts fall events like the Web Summit tech conference in early November – if you’re around in late October you’ll feel that techy buzz (and maybe justify your trip as “professional development” 😉).

Solo-friendly logistics:

Lisbon is incredibly welcoming for solo travelers. English is widely spoken, public transit (trams, metro, buses) is easy, and the city is safe – you’ll see plenty of other solo wanderers snapping photos from Miradouro viewpoints. It’s a walkable city (if you don’t mind hills = free workout!). For getting work done, Lisbon has no shortage of cafes and coworking spaces, thanks to its growing digital nomad scene. You can pop into a café in Chiado, sip a galão (latte), and answer emails, or try a dedicated cowork spot like Second Home in Mercado da Ribeira – a chic space often filled with remote workers.

Bleisure-friendly stay:

Consider the new Hyatt Regency Lisbon in the Belém district – a 5-star hotel that gets business travelers. It has an on-site spa and a 24-hour fitness center for unwinding, and notably features coworking spaces right in the hotel (so you can take that conference call in a quiet lounge area, then reward yourself with a Pastéis de Belém pastry next door). You can book it with World of Hyatt points; since it’s shoulder season, award availability tends to be better and you might even snag off-peak point rates. Another great option is Selina Secret Garden Lisbon, a trendy hostel-hotel hybrid that specifically caters to digital nomads – there’s a coworking room, communal kitchen, and rooftop deck. It’s budget-friendly and super social, if you prefer a more casual vibe (and maybe some impromptu group outings with fellow travelers after work hours).

Maximize your points:

Flights to Lisbon can be booked with Avios (British Airways/Iberia) – off-peak dates in fall cost fewer points and taxes. For instance, you could transfer Amex Membership Rewards or Chase points to Avios and get a round-trip from NYC or London for a song.

Hotels: Lisbon has Marriott properties (like the cool Moxy Lisbon City for Marriott Bonvoy fans) and Hiltons (the Emerald House Lisbon, Curio Collection by Hilton is a boutique-style pick). Use those Hilton Honors points or free night certificates now; off-peak means standard rooms are easier to find on points. And if you have the Amex Platinum card, check the Fine Hotels & Resorts listings – sometimes you’ll get an amazing shoulder-season rate at a luxury hotel plus perks like free breakfast and late checkout (perfect when you’re squeezing in a morning sightseeing before catching your flight home).

2. Barcelona, Spain – Culture, Co-Working & Tapas on Tap

Barcelona hardly needs an introduction – it’s a world-class city that blends beach, architecture, food, and nightlife. In summer it’s almost too popular (and sweltering). But come September and October, Barcelona truly shines for busy travelers. The weather is still warm enough to swim (early September highs around 26°C/79°F, cooling to low 70s°F by mid-October), and you get blue-sky days ideal for both sightseeing and remote working from a rooftop. The best part? It’s shoulder season, so while the city is far from empty, you’ll find it much easier to breathe – and to get into Sagrada Família without feeling like a sardine.

Why go in early fall:

Barcelona’s shoulder season (Sept–Oct) means warm temperatures with fewer crowds. You won’t have to jostle as much to admire Gaudí’s Casa Milà or Park Güell. In fact, you might even get photos of the Gothic Quarter’s charming alleys people-free if you go early in the day. Attractions that were mobbed in summer become manageable – for example, you can actually snag short-notice tickets to the Picasso Museum or a last-minute table at that hip tapas bar. Also, early fall is festival time: September 24th is La Mercè, Barcelona’s huge city festival, featuring fireworks, parades, concerts – a fantastic cultural experience if you time it right. And sports fans, take note: FC Barcelona’s season is in full swing, so catching a football (soccer) match at Camp Nou on a mild autumn evening is bucket-list worthy.

Solo-friendly logistics:

Barcelona is a big city but generally safe and well-suited to solo travelers – just watch out for pickpockets in crowded spots (that’s true year-round). The city’s walkable, and the metro and buses can get you everywhere fast if you’re running from a client call at the hotel to a Gaudí tour you booked. There’s a sizable expat and remote worker community here, so if you want to meet people, check out weekly meetups or co-working events (places like Cloudworks or OneCoWork host networking happy hours). Language-wise, knowing a few Spanish or Catalan basics helps, but you’ll be fine with English in most hotels and central areas.

Bleisure-friendly stay:

Barcelona has no shortage of stylish hotels, but for a work-meets-play trip I suggest staying central (to cut commute time to fun after work). The W Barcelona is iconic – that sail-shaped building on the beach – and has reliable Wi-Fi, a gorgeous rooftop bar for post-work relaxation, and even a coworking-like lounge area. As a Marriott Bonvoy property, you could use points or free night awards here (though it’s a splurge). For a more boutique experience, Cotton House Hotel, Autograph Collection (also Marriott) offers elegant interiors and a library lounge perfect for sending emails in style. It’s in Eixample, walkable to many sights. If you’re loyal to Hilton, Hilton Diagonal Mar Barcelona is in a newer business district with a co-working space in the lobby and easy metro access; plus in shoulder season they often have rooms available entirely on points.

Fun fact: Barcelona is cracking down on vacation rentals to protect housing for locals, so hotels are the way to go here. Whichever you choose, look for amenities like a gym or spa (to unwind from work stress), a good breakfast (you’ll need fuel for those afternoon sightseeing sprints between meetings), and maybe a nice view to inspire you during Zoom calls (just angle your laptop to capture that panorama of La Sagrada Família… no one has to know it’s real!).

Maximize your points:

Consider using Iberia Avios for flights into Barcelona – Iberia (a Oneworld partner) flies from many cities and often has off-peak award deals in fall. If you have Amex or Chase points, you can transfer to Avios and book in business class for a treat (fewer people travel then, so more award seats open up). Once in Spain, Avios are also handy for short hops – like if you decide to take a side trip to Madrid or the Balearic Islands, you can redeem Avios on Iberia’s flights cheaply. Hotel-wise, Marriott Bonvoy is king in Barcelona; use those points you’ve racked up on work trips to treat yourself here.

Pro-tip: in shoulder season, Marriott’s dynamic pricing often drops, so that Category 6 hotel might cost fewer points in October than it did in July. And if you have a Hilton Honors credit card free night certificate, the Hilton Barcelona (in uptown, near Diagonal) could be nearly free – and Gold/Diamond members get free breakfast, a perk that’s especially valuable when you’re heading to a morning meeting or tour.

3. Nice, France – Riviera Luxury Without the Crowds

Fancy a bit of la dolce vita on the French Riviera, minus the summer madness? Nice in early autumn is calling your name. This Mediterranean seaside city combines old-world glamour with easy logistics, making it perfect for a short bleisure getaway. In September/October, Nice offers luxury on sale: the yachts are still bobbing in the harbor, the beach chairs are out, but you’re not paying July prices and you won’t sit in a traffic jam of tour buses on the Promenade des Anglais.

Why go in early fall:

During shoulder season, Nice lets you have that European seaside getaway for less. September is actually one of the best times here – the sea is warm from the summer (often around 23°C/73°F), and daytime highs hover in the pleasant low-to-mid 20s°C (70s°F). By early October it’s a tad cooler but still very comfortable for outdoor dining, coastal walks, even a swim on a sunny day. Crucially, the crowds thin out: those “hordes” of travelers who make Nice packed in summer? Gone. You’ll find space to breathe on the pebble beach and stroll Old Town’s colorful lanes without constantly sidestepping selfie-takers. Also, early fall brings wine harvest festivals in the surrounding Provence region – you could take a weekend drive to vineyards or attend local food fairs (think truffles, cheese, and wine – très délicieux 🍷🧀).

Solo-friendly logistics:

Nice is extremely easy to navigate solo. The airport is just 15–20 minutes from downtown (and there’s even a tram connecting to the city for €1.50 – no expensive cab needed). The city itself is walkable; you can wander from the waterfront into the historic Old Town in minutes. There’s a great public bus and train network that can take you to Monaco, Cannes, or charming hill villages if you want day trips on your downtime. Safety-wise, Nice is generally safe – just usual city precautions at night. As a solo traveler you’ll enjoy the café culture here: sit at a terrace on Place Massena with a café crème and people-watch in between tasks. And if you want to socialize, many hostels and hotels organize group activities or you can join a local cooking class or a wine tasting tour (fun way to meet others).

Bleisure-friendly stay:

Treat yourself in Nice – this is the land of grand hotels. The Hyatt Regency Nice Palais de la Méditerranée is a top pick: it’s right on the Promenade with ocean views, has a gorgeous art deco facade, plus all the amenities a working traveler could need (fast Wi-Fi, business center, and a 24-hour gym to keep those endorphins up). Hyatt loyalists can use World of Hyatt points here (and off-peak dates might save you some). Another excellent option: Hotel Le Negresco*, a historic five-star hotel and basically a living museum of art. While not part of a major points program, it does offer an old-school luxury experience – and if you have Visa or Amex hotel credits, booking through their luxury hotel collection could snag you free breakfast or upgrades (and shoulder season is when those upgrades often clear). For a modern vibe, AC Hotel Nice by Marriott has a rooftop pool and is a bit more affordable; you can use Marriott points and enjoy the convenience of a known brand with a cool, contemporary style. It’s also a short walk from the beach and has a reputation for being accommodating to remote workers (find a quiet corner in their lobby or rooftop to log on).

Maximize your points:

Flying into Nice is easy with points. Use Delta Skymiles or Air France/KLM Flying Blue (transfer from Amex/Chase) to fly into Nice via Paris or Amsterdam. September often has Flying Blue Promo Awards, meaning discounted mileage rates. If you’re coming from within Europe or UK, Avios can also be used on British Airways or Iberia to Nice (with a connection). Once here, if you have the Chase Sapphire Reserve, its travel portal might get you 1.5x value on hotels – I’ve seen some fancy Riviera hotels bookable via the portal which effectively “pays” you back in points. Also, shoulder season is a good time to use those free night certificates before they expire; properties like the JW Marriott Cannes (just a train ride away) might fit under the category cap in off-peak times. Lastly, don’t forget any elite status perks – if you have Hilton Gold or Marriott Platinum, use that free breakfast and room upgrade benefit.

In a less crowded season, properties in Nice are more likely to upgrade you to that sea-view room or suite for free – bon voyage to that! 😎

4. Rome, Italy – History, Gelato, and “Out of Office” Mornings

Rome in early autumn is the stuff of dreams. The Eternal City’s marble monuments and piazzas take on a special glow in the softer fall sunlight, and you can actually linger at the Trevi Fountain without being elbowed by a million tourists. Even though it’s still crowded. For the busy professional, Rome offers a perfect mix of inspiration and convenience. After all, what better way to start your day than an espresso at a café where locals stop before work, and end it with a twilight stroll past the Colosseum? All while still keeping up with your own work (thank you, Wi-Fi and flexible hours).

Why go in early fall:

Simply put, October is one of the best times to visit Rome. Early fall weather is chef’s kiss: often still t-shirt warm even into October (we’re talking mid-70s°F, ~24°C in early fall, gradually cooling later in October). The summer humidity is gone, and sightseeing becomes enjoyable rather than exhausting. Crucially, the summer crowds dissipate. Yes, Rome will always have tourists, but in September–October the difference is huge – for example, you might walk straight into St. Peter’s Basilica or the Vatican Museums with minimal wait, whereas in July those lines are legendary. You’ll also find that many smaller restaurants and shops (which sometimes close during the August heat) have reopened, eager for business and giving great service.

Fun fact: October 4-10 is usually “Settimana della Cultura” (Culture Week) in Italy when state museums are free or discounted – a bonus if you’re around then. And if you’re a foodie, fall is harvest season: Rome hosts food festivals celebrating everything from truffles to chocolate (the Rome Chocolate Festival is often in October – treat yourself between Zoom calls!).

Solo-friendly logistics:

Rome might seem chaotic, but it’s quite navigable once you get the hang of it. As a solo traveler, you’ll love just wandering with gelato in hand. Public transport (buses, metro) is okay, though sometimes crowded – but with reduced tourists, it’s better in fall. Taxis and ride-shares are available if you need to zip to a meeting. Safety-wise, Rome is generally safe; just mind your belongings in busy areas (like Termini Station or crowded buses). Romans are friendly and many speak some English, especially younger folks and anyone in hospitality. If you get tired of dining alone, consider joining a group walking tour or a cooking class – making pasta with strangers is a fantastic way to make new friends.

One more tip: time-zone-wise, if you’re working U.S. hours, you’ll have your mornings free to explore (since it’ll be the middle of the night back home). Imagine having the Roman Forum nearly to yourself at 8 a.m., then being back at your hotel by lunchtime to log on. It’s doable and magical.

Bleisure-friendly stay:

Rome has plenty of hotels with business amenities, but let’s pick ones that enhance the dolce vita. For Hilton fans, Rome Cavalieri, A Waldorf Astoria Resort is a dream – it’s perched on a hill with a view of the city’s skyline (hello, St. Peter’s dome!). It boasts a fabulous spa and even its own art collection. Importantly, it has a dedicated business center and lots of quiet nooks. You could answer emails from a lounge chair by the garden pool if you wanted. Hilton Honors points can cover this, and in off-peak fall, you might find award nights more available. Marriott loyalists might consider The St. Regis Rome (if you have a pile of Bonvoy points – it’s pricey but an ultra-luxurious experience with butler service, etc.) or the more attainable Le Méridien Visconti Rome, which has a modern design, a rooftop terrace, and a reputation for being friendly to business travelers (fast Wi-Fi, desks in rooms). It’s also walking distance from the Vatican, which is a nice perk for off-hours exploring.

Looking for a hotel with coworking flair? The Hoxton*, Rome (though not a points hotel) is a trendy option where the lobby feels like a co-working space – you’ll see folks with laptops sipping cappuccinos at all hours. It has a creative vibe and is in the Salario neighborhood, slightly off tourist track but still central. They offer free printing and have meeting rooms, in case you need to, say, pitch a client from Italy.

Lastly, if you prefer apartments but want hotel comfort, Rome in fall has abundant availability on platforms like Airbnb or Booking – you can get a lovely apartment with strong Wi-Fi (always check reviews for that!) in neighborhoods like Prati or Monti, which lets you “live like a local” while working.

Maximize your points:

Glying to Rome? Use those Amex Membership Rewards with transfer partners: Air France/KLM often have Promo Awards to Rome via Paris/Amsterdam, or try transferring to Delta for a direct flight if you’re in the U.S. (shoulder season = more award seats open). If you have a Chase Sapphire Reserve, consider using the Pay Yourself Back feature for travel expenses (through Sep 2025 it might still cover travel at 1.25x, check current promos) – you can essentially erase some trip costs with points. Also, Marriott Bonvoy has many properties in Rome; in off-peak times some top-tier hotels might cost slightly fewer points due to dynamic pricing. Keep an eye out for Marriott’s off-peak dates (often mid-week in shoulder season) to book luxury for less. And here’s a hack: if you have the Hilton Aspire (Amex) or Marriott Brilliant credit cards, they give you automatic elite status (Diamond and Platinum, respectively). Use it! In Rome, that could mean free breakfast daily (hello, cappuccino and cornetto) and even a suite upgrade at a Hilton, simply because fewer elites were traveling in October and there were rooms to spare. That’s the beauty of shoulder season: your loyalty gets you even more.

5. Budapest, Hungary – Thermal Baths & Budget-Friendly Bliss

Craving something a bit different? Budapest is an ideal early autumn destination, especially for professionals who want a vibrant city that’s kind to the wallet. The Hungarian capital blends Old World charm with modern conveniences, and in fall it’s downright enchanting. Imagine logging off work and heading straight to a 19th-century thermal bath, steam rising into the cool evening air… talk about stress relief! 😌

Why go in early fall:

Budapest in September and October hits that sweet spot of beautiful weather, fewer tourists, and tons of cultural events. I visited one October and found it perfect – the fall foliage was in full swing, with leaves changing colors along the Danube and in the city parks. Daytime highs in early October reach ~18°C (mid-60s°F), dropping to crisp sweater weather in the evenings. It’s cool enough to justify a soak in the famous Széchenyi or Gellért thermal baths, but not so cold that walking around is uncomfortable. In fact, autumn is considered harvest season in Hungary’s wine regions, so you’ll find wine festivals and food markets almost every weekend. Budapest loves its festivals – from early September’s Budapest Wine Festival at Buda Castle to October’s Pálinka (fruit brandy) Festival and as a visitor you get to partake in these fun local events.

Another reason to come now: cheaper prices. Budapest is already much more affordable than Western Europe, and in off-peak season, hotels and tours often offer discounts. You might snag a Danube river cruise or a guided tour for a bargain.

Solo-friendly logistics:

Budapest is known as one of Europe’s top solo traveler hubs. It’s safe, easy to get around, and packed with backpackers, remote workers, and expats who create a friendly atmosphere. The city is split into Buda (historic hills) and Pest (flat, main city) by the Danube River. Pest side is where you’ll likely stay. It’s lively and where most coworking spaces, cafes, and nightlife are.

Public transport is excellent: you have trams, metro lines, and buses that are timely and cheap. If you fly into Budapest, you can take a simple bus or taxi into town. Language? Hungarian is tricky, but young people and anyone in tourism speak decent English, so you’ll get by fine. One thing I love: the café culture here is strong (much like Vienna’s, but without the price tag). You can easily spend an afternoon working from a beautiful coffeehouse like New York Café (a palace-like café) or at one of the many trendy new wave coffee spots with free Wi-Fi. And if you need a change of scenery, join a free walking tour – they run daily and are tip-based, a great way to sightsee a bit during your lunch “break”.

Bleisure-friendly stay:

Budapest has some awesome accommodation choices for those mixing work and play. If you want to use points, Budapest Marriott Hotel is a standout. It’s right on the Danube Promenade – every room has a river view (imagine waking up to the sight of Castle Hill and the Chain Bridge). It has a great fitness center and an executive lounge where I once happily tapped away on my laptop while enjoying free snacks. Because Budapest is cheaper, the Marriott often costs fewer points than equivalent hotels elsewhere, so it’s a points bargain. Also, Hilton Budapest up in the historic Castle District offers views to die for (overlooking the Parliament building across the river). It’s a quieter locale (good for focus), and as a Hilton Honors member you’d get free breakfast in their stunning terrace restaurant if you have status.

For a more boutique feel, Párisi Udvar Hotel Budapest (part of Hyatt’s Unbound Collection) is pure eye-candy – it’s an Art Nouveau shopping arcade turned hotel. The lobby looks like a cathedral with stained glass and mosaic tiles. They have a spa and solid Wi-Fi, plus since it’s Hyatt, you can use or earn points. Even if you don’t stay there, drop by for a coffee – the setting is inspiring. Lastly, for the ultra-bleisure experience, consider an apartment hotel like K+K Hotel Opera* or one of the many Airbnb Plus apartments in downtown – you’ll get a kitchen and living space (great if you have extended work to do), but also hotel-like services.

Many digital nomads base here for a reason: it’s comfortable living.

Maximize your points:

Getting to Budapest on points is fairly easy via major European hubs. You can use United MileagePlus (Star Alliance) to fly into Budapest on partners like Lufthansa or LOT Polish (which often have award seats and are transfer partners via Chase UR). If you’re coming from Europe, budget airlines are cheap in fall, but you can also use Avios on Iberia (via Madrid) or BA (via London) to redeem short flights.

For hotels, Hilton Honors is a gem here. Hilton often has sales where you can snag 5th night free on points stays, and since cash rates are lower, sometimes using points yields great value (or consider just paying cash if rates are like $100/night – save points for pricier cities).

The World of Hyatt program, if you have some Chase points to transfer, can land you a night at Parisi Udvar for a reasonable rate in points, considering its cash price. Also, if you carry a Capital One Venture card, you could use your miles to “erase” travel costs in Budapest (like tours, smaller hotels, or even that thermal bath entry fee), a nice hack to save money.

And don’t forget: in shoulder season, you might find your status perks go further. I was given late checkout and a room upgrade without even asking at the Marriott, because they had the space available. This meant I could work in my room until 4 pm before heading to the airport – priceless convenience, at no extra cost.

Oh, and one more thing: thermal baths like Széchenyi accept the Budapest City Card (tourist pass) which is often discounted in fall – something to consider if you plan to sightseeing heavily on your off hours. It covers transit too, which saves even more money.

All in all, Budapest proves you don’t need to spend a fortune to live the good life while working abroad.

6. Dubrovnik, Croatia – Adriatic Views with Off-Peak Peace

For an offbeat twist, let’s head to the Dalmatian Coast. Dubrovnik, often called the “Pearl of the Adriatic,” is a medieval walled city dramatically perched above crystal-clear waters. In summer it’s become super popular (thanks Game of Thrones for that), but early autumn is a whole different story. If you’ve dreamed of exploring its cobbled streets and sea-view fortresses without the cruise ship chaos: this is your window.

Why go in early fall:

Many travelers (and Croatians themselves) will tell you September is the best month in Croatia. The weather is still gorgeous – think sunny skies and around 25°C (77°F) in early September, gently cooling to about 19–22°C (mid-60s to low 70s°F) by mid-October. The sea remains warm enough for swimming even into October. But crucially, by late September the peak season crowds have dissipated. The difference is striking: “There’s no way you’ll see everything if you visit in July or August” one local expert said, but in September “you get all the perks of summer but with fewer crowds, lower costs, and less stifling heat”.

Really, the massive cruise ships that inundate Dubrovnik in summer scale back in autumn, meaning you can actually walk the famous city walls without feeling like you’re in a conga line. Prices for lodging drop significantly from their summer peak (sometimes by 30-50%). And locals, who may have been overwhelmed in high season, are much more relaxed and chatty. You’ll get better service and maybe even some heartfelt conversations about how peaceful the town is now.

Early fall also brings truffle season in nearby Istria and wine harvests in Pelješac – if you’re a foodie, the menus in Dubrovnik’s restaurants feature fresh seasonal delights (truffle pasta and Ston oysters, anyone?).

Solo-friendly logistics:

Dubrovnik is a bit smaller and doesn’t have the extensive public transit of a big city, but it’s straightforward for a solo traveler. You’ll likely stay in or near the Old Town (which is pedestrian-only, no cars). Everything in Old Town is walkable – you can cross it end-to-end in 15 minutes. If you land at Dubrovnik Airport, there are shuttle buses timed to flights that drop you right at the gates of Old Town. As a solo visitor, you’ll appreciate that Dubrovnik is very safe – the town is used to tourists, and even at night, the worst you might encounter is a rowdy group of travelers enjoying the bars. English is widely spoken (Croatians learn it young, and the tourist economy ensures most folks you meet – waiters, guides, shopkeepers – speak at least basic English).

One thing to note: if you’re working U.S. hours remotely, you’ll have your days free but evenings filled – that’s actually fine because Dubrovnik’s nightlife is lively. You can flip your schedule: enjoy the beach or island hopping to Lokrum Island during the day, then do your work in the evening when things quiet down (the town pretty much empties after the dinner hour once day-trippers leave). Reliable Wi-Fi can be found at many cafes and hotel lobbies (just avoid the peak of day when a cruise ship is in port, as networks can slow a tad with all the usage).

Pro tip: take your laptop to a café by the Old Harbor – a coffee with that view makes writing emails way more tolerable.

Bleisure-friendly stay:

While Dubrovnik has fewer big chain hotels, it does have some gems that cater to working travelers. The Hilton Imperial Dubrovnik stands out – it’s just outside Pile Gate (the main entrance to Old Town), so a two-minute walk gets you into the action. The Hilton has a beautiful historic facade but modern rooms, a fitness center, and even an executive lounge. If you have Hilton Honors points or status, this is the spot to use them. The lounge offers all-day drinks and snacks – perfect for a working session or a quick bite between calls. I’ve also found Hilton’s Wi-Fi and business services to be reliable here.

Another option: Hotel Excelsior* Dubrovnik, a five-star right on the water about a 10-minute walk from Old Town. It has incredible Adriatic views (you can see the Old Town walls from the seaside terrace), a spa, and conference rooms that double as great workspaces. No points here, but if you have, say, the Chase Sapphire Reserve, you could book it through the Chase portal for 1.5x point value or use the $300 travel credit. Excelsior’s off-season rates in fall can be half of what they charge in July, so it becomes much more reasonable for the luxury you get.

If you’re more into the idea of an apartment (so you can pretend you actually moved to Croatia for a bit)which I recommend, Dubrovnik has plenty of apartments with stellar views and good Wi-Fi. Many are used to housing digital nomads in fall and spring. Check sites like Airbnb for places with a dedicated workspace and strong reviews for internet. It’s common here to find a cute studio carved into the city walls or a modern apartment on the hills above town with a balcony overlooking the sea – at a fraction of summer cost.

Maximize your points:

Getting to Dubrovnik might require a connection, as not all airlines fly direct off-season. Use Avios points on Iberia or British Airways to connect via Spain or London; Dubrovnik flights drop in price (cash and points) after summer. In fact, from Sept 16 onwards, Avios redemptions on Iberia to Dubrovnik often switch to off-peak pricing, costing fewer points. If you’re already in Europe, consider using a small amount of points on Turkish Airlines via Istanbul – they often have award seats and flying via IST adds an exotic stopover if you want (plus lounge access if you’re Star Alliance Gold).

For accommodations, there’s that Hilton – likely the best use of points in town. Off-peak, I’ve seen standard rooms for around 50,000 Hilton points or less, which is decent value especially if cash rates are $250+. If you have a Marriott Bonvoy free night certificate, note that Marriott doesn’t have properties in Old Town, but they do on surrounding islands (like the Sheraton in Župa Dubrovačka, a short drive away). That could be interesting if you want a resort vibe; shoulder season means those resorts are quieter and you might get upgraded to a sea-view room simply because many rooms sit empty.

Finally, take advantage of shoulder season perks: many tour companies offer discounts in fall. You could use a site like Viator (covered by Chase’s Pay Yourself Back for travel perhaps) to book a day trip to Montenegro or Mostar (Bosnia), tours are cheaper and less crowded now. Some even end up semi-private if not enough people book. It’s a great way to see another country on your free weekend days. And trust me, a weekend trip without needing extra PTO, thanks to being already in the region working remotely, will make you feel like you’ve beat the system! 🎉

7. Bremen, Germany – Fairy Tales, Cozy Cafés & Low-Key Luxury

Okay, hear me out: Bremen might just be Germany’s most underrated city for the fall. It’s like someone took a storybook, added Wi-Fi, sprinkled in a few Michelin stars, and said, “Let’s make this a vibe.” It’s walkable, whimsical, wallet-friendly, and packed with the kind of charm that makes solo travel feel magical and romantic without needing, well… a romance.

Why go in early fall:

Bremen in September and October is basically a Pinterest board come to life. The summer tourists are gone, the autumn leaves are turning golden in Bürgerpark, and the medieval Old Town gets that perfect soft light that makes your phone camera work overtime (no filter needed).

It’s also cozy season in full swing: think steamy cappuccinos in atmospheric cafés, hearty local food, and crisp riverside walks along the Weser. Plus, shoulder season means better hotel prices, easy restaurant reservations, and fewer crowds clogging the narrow cobblestone lanes of the Schnoorviertel. Bremen’s famously tiny, twisty fairy-tale neighborhood.

Solo-friendly logistics:

Bremen is good for solo explorers, if you watch where you’re staying. The airport is just 15 minutes from the city center (yes, seriously), and the public transport is German-level reliable.

But honestly? You can visit a lot of Bremen on foot. The city is relatively safe (especially the old town), extremely photogenic, and very welcoming, especially in fall, when locals are more relaxed and events are more community-focused.

Want to romanticize your lunch break? Grab a Flammkuchen and sit by the river. Want to do a little journaling? The cafés around Viertel or Domshof are made for it. And did I mention everyone speaks English? You won’t feel lost – unless it’s in a good, “ooh a bookstore I didn’t plan on” kind of way.

Bleisure-friendly stay:

If you’re mixing work and wanderlust, Bremen has some seriously cool hotels that understand the assignment. My top pick? The Atlantic Grand Hotel Bremen – it’s modern, central (2 minutes from the Roland statue), and has a full wellness floor with a sauna and gym, plus quiet workspaces that are ideal for knocking out a few emails before heading to a wine tasting. You can book it with Amex Travel and potentially stack those sweet Fine Hotels & Resorts perks like breakfast and late checkout. Plus, its location majes it perfect for solo travelers.

Another great option? The Courtyard by Marriott Bremen, housed in a gorgeous historic building right next to the train station – ideal if you’re doing a combo trip with Hamburg or Berlin (just 1–4 hours away). Use your Marriott Bonvoy points or free night certificate here. They’ve got comfy work desks, fast Wi-Fi, and a lobby that looks straight out of a Wes Anderson film. I don’t recommend it for solo travelers if you want to check out the night life.

Maximize your points:

Flying into Bremen? Fly in with Lufthansa via Frankfurt or Munich, KLM via Amsterdam or chose a budget flight from London.

Once in Germany, use your Amex or Chase points for hotel bookings via the travel portals – Bremen often has 4-star hotels for under €120/night in October, and with points that’s basically a steal.

Bonus tip: if you have the Amex Platinum, check for hotel offers in Bremen’s boutique properties – I once scored a free upgrade and champagne welcome just by booking through Amex Travel. Danke schön, indeed. 🥂

WTF moment you’ll love: There’s an actual statue of four animals standing on top of each other, and yes, it’s as cute as it sounds. The Bremen Town Musicians – a donkey, dog, cat, and rooster – are the city’s beloved mascots (from the Brothers Grimm story), and rubbing their legs for luck is basically a rite of passage.

8. Munich, Germany – Beer, Business, and Autumn Gemütlichkeit

Rounding out our list is a classic that shines in early autumn: Munich.

This Bavarian city may be famous for its late September Oktoberfest revelry, but even after the beer tents fold up, Munich remains a fantastic fall destination. For professionals, Munich offers German efficiency (great infrastructure, punctual everything) wrapped in a cozy, historic setting. It’s the kind of place where you can attend a morning virtual meeting from your hotel, then spend your afternoon in a beer garden under golden-hued chestnut trees, enjoying that crisp autumn air.

Why go in early fall:

Munich straddles late September and early October with big events and then big savings. If you time it during Oktoberfest (usually the last two weeks of Sept into the first weekend of Oct), you’ll get the energy of the world’s largest beer festival – which can be a blast if you’re up for it (just imagine telling your coworkers you had to reschedule a call because you’re in a tent clinking liter mugs with new friends 🍻). However, hotel prices skyrocket and the city is packed then.

The real sweet spot is just after Oktoberfest – mid-October onwards. As Travel + Leisure notes, if you visit after the crowds depart, you’ll find the best deals. Indeed, starting around October 4th or so, Munich’s hotel rates drop significantly, and you can suddenly book tables at popular restaurants again. The weather in early October is generally pleasant: around 15–18°C (60s°F) during the day, cooler at night – sweater and maybe light jacket weather, perfect for walking tours or sitting outside with a warm pretzel. Plus, late October brings the first hints of fall foliage in the city’s many parks (the Englischer Garten in autumn is stunning).

Solo-friendly logistics:

Munich is one of the easiest cities to navigate. The airport is one of the best in Europe and connects to downtown via train in ~40 minutes. Once in the city, the U-Bahn and S-Bahn (subway and suburban rail) plus trams and buses can get you anywhere, efficiently and safely. If you’re working U.S. hours remotely, note that Munich is a great base because you can comfortably sightsee 9–5 local time (when the U.S. is asleep) then work 5pm–midnight local. Germans eat dinner early-ish, so you can grab a meal around 6pm before diving into work in the evening, and perhaps take a break at 9pm for a quick beer (there’s always time for one more beer in Bavaria). Safety is very high; as a solo traveler, you’ll feel comfortable on public transit at all hours. I know that I did.

The city has a very international vibe too (lots of expats and students), so joining an English-language tour or meetup is easy if you want company. Pro tip: check out Munich’s co-working spaces like Impact Hub or Mindspace – they often have day passes and are full of international remote workers. It could be a nice way to have a productive work environment and meet people.

Bleisure-friendly stay:

Munich has some excellent hotels geared towards business travelers that don’t skimp on leisure amenities. One prime example is the Andaz Munich Schwabinger Tor (Hyatt). It’s a newer five-star lifestyle hotel in the trendy Schwabing area, with a coworking-friendly lobby, super fast Wi-Fi, and even soundproof pods you can use for calls. After hours, enjoy its rooftop bar with Alps views or the spa with pool and sauna – very bleisure. Using World of Hyatt points here can be great value, especially as rates fall in shoulder season. If you prefer to be right in the city center, Le Méridien Munich (Marriott) is across from the main train station – convenient if you plan day trips. It has a nice courtyard, an indoor pool, and solid workspaces; Bonvoy points or certificates could cover it.

For Hilton fans, Hilton Munich City is directly above the Rosenheimer Platz S-Bahn station (talk about convenience – there’s literally a train from the airport to your hotel’s basement). It’s modern, has an executive lounge (free snacks and drinks for Honors Elites, great for working quietly), and you can walk to Marienplatz (heart of the city) in 15 minutes along the Isar river. In October, I’ve found this Hilton often has rooms available on points that were blacked out during Oktoberfest.

If boutique is more your style, 25hours Hotel The Royal Bavarian* near the station is funky and fun, with a co-working table in each room and playful decor – though it’s part of Accor’s loyalty program, it’s worth mentioning for its vibe. They even provide free MINI car rentals for guests – handy if you want to zip out to Neuschwanstein Castle on the weekend.

Maximize your points:

Munich being a major business hub means lots of options to use airline miles. If you have United miles or other Star Alliance points, Munich is served by Lufthansa (and partners) extensively – and because October is off-peak, award seats in economy and business are easier to find. I’ve flown to Munich in November for a snag.

Also, consider Delta SkyMiles if you find a sweet deal or Virgin Atlantic Flying Club (they can book Delta flights, sometimes at better rates). For flights within Europe, Avios on BA can get you from London to Munich cheaply; just avoid the few post-Oktoberfest peak dates.

As for hotels, Marriott Bonvoy might be your best friend here – Munich has many Marriott options from budget (Moxy) to luxury (The Westin Grand, etc.), and Bonvoy’s off-peak pricing could make a difference. Check if mid-October dates show off-peak rates in points; sometimes you can save 5k-10k points/night that way.

With Hilton Honors, remember you get the 5th night free on award stays – if you can swing a 5-night stay, one night’s points cost drops off. And given Munich’s central location, you might be tempted to do side trips (Salzburg, Austria is 1.5 hours by train, for example).

Look into the Bayern Ticket – a discounted train day-pass for regional travel in Bavaria, valid after 9am on weekdays (which is fine since you’ll be working mornings). It’s an off-peak special that encourages exploration and is perfect for an extended lunch break trip or a weekend adventure without taking more leave.

Lastly, Munich’s shoulder season might also mean easier access to airport lounges if you have Amex Platinum or Priority Pass – summer travel can make them crowded, but in autumn I’ve strolled into Munich’s lounges with no wait. Nice little perk to start or end your trip smoothly, cappuccino in hand.

Alright, those are our seven stellar early-autumn destinations in Europe! From sipping Port in sunny Lisbon to soaking in Budapest’s hot springs, you’ve got options galore. Now, before we wrap up, let’s tackle a few FAQs I often hear from professionals looking to travel more while keeping their day job secure.

Frequently Asked Questions (FAQs)

Q: Is it safe to travel solo in these places, especially as a woman?

A: Generally, yes! All the destinations listed – Lisbon, Barcelona, Nice, Rome, Budapest, Dubrovnik, Bremen, Munich are well-trodden by solo travelers and have good safety records. Petty theft can happen in big cities (Barcelona and Rome, for instance, are known for pickpockets in tourist areas and Bremen has more dangerous quarters), so follow the usual precautions: keep an eye on your belongings, stay in well-reviewed accommodations, and be aware of your surroundings at night.

Locals are friendly and many speak English, and you’ll often find other solo travelers around. For extra reassurance, research the specific neighborhood you plan to stay in; for example, in Lisbon, Baixa/Chiado or the Avenida Liberdade area are very safe and central. In Budapest, districts V and VI are popular and secure. In Bremen don’t stay in Huchting or Steintor). Trust your instincts – if a street looks sketchy, choose another route. But overall, these cities are solo-traveler approved. I have walked around Munich and Dubrovnik at 10 pm and felt completely at ease. And if you ever need help, don’t hesitate to approach a shop owner or a family – people are generally glad to assist.

Q: What if I only have a long weekend? Can I still make a Europe trip worthwhile?

A: Absolutely! In fact, that’s the whole idea of these shoulder-season jaunts – you can pack a lot into a 3-4 day weekend thanks to overnight flights and efficient planning. For example, if you’re on the East Coast of the US, you can take a Thursday night flight, arrive in Europe Friday morning, and be back by Monday evening (maybe taking that Monday off or working remotely that day).

Early autumn has the advantage of many airlines running summer schedules through October, so you’ll find direct flights that maximize your time.

If you only have a weekend, pick a city with good flight connections (London, Paris, Madrid, etc., then a short hop to your destination). Keep your itinerary focused: don’t try to cover a whole country. Stick to one city or region and really enjoy it. Also, leverage your time: use Friday to see sights, maybe work remotely if needed (since you’re likely taking at least one weekday), enjoy the full Saturday and Sunday, and if flying back Monday, maybe schedule an evening flight so you get Monday day as a bonus (taking an overnight Monday flight if needed and going straight to work Tuesday – done that, survived with enough coffee!).

One more hack for long weekends: check if any public holidays align. For instance, some European countries have late September holidays – if your office is closed (or your clients are), that’s your chance. Even a Friday night to Monday night trip can recharge you – think of it as a “microcation.” I’ve done a Friday flight to Munich, two days of city fun, and back Sunday evening – yes, it’s whirlwind, but man, it was memorable!

Q: How can I maximize my credit card points and travel perks for these trips?

A: This is a great question. Making the most of points is key to affordable travel.

First, plan ahead and book flights with points during off-peak dates. Use tools like Point.me or reward program calendars to find when flights are cheapest in points (as mentioned, late Sept/Oct often avoids peak surcharges). Transfer flexible points (Amex, Chase, etc.) to airline partners for better value.

Second, use hotel points or certificates for your stay. Off-peak means standard award rooms are more likely to be available. That Hilton free weekend night certificate that’s been sitting idle? Use it in Dubrovnik or Nice when it’s not blacked out. Marriott Bonvoy points can often get you a 5-star hotel in Budapest for the price of a 3-star in Paris, for instance. Also consider using your travel credit cards’ perks: the Amex Platinum’s $200 airline fee credit can cover a checked bag or seat selection fees. Its hotel status upgrades (Hilton Gold, Marriott Gold) will get you free breakfast and possible upgrades – which in slower seasons are more readily given. If you have Priority Pass lounge access (via cards like Chase Sapphire Reserve or Amex), use it during layovers to grab a meal – saves money and time. Also, some credit cards like Capital One Venture let you redeem miles for any travel expense – think tours, trains, even that spa booking at the hotel, so charge those, then erase with miles.

Shoulder season often has deals (like hotels offering discount spa packages), so stack that with your points and credits. Lastly, keep an eye on airline and hotel promotions. In fall, programs often run promos because it’s back-to-business time. For example, Hilton might do double points, or airlines might have flash sales in points. Register for those promotions; even if you only do a long weekend, you could come back with enough points from bonus offers to already fuel your next trip!

Q: How can I convince my boss to let me work remotely while traveling?

A: Ah, the delicate art of negotiation! The key is to present it professionally and assure productivity. Outline how you plan to handle your tasks and time zones. For instance: “I’d like to work from [destination] for a week; I will adjust my working hours to overlap with our team sufficiently (e.g., working afternoons into late evening local time to match U.S. mornings). I have checked that I’ll have reliable high-speed internet (mention you’ve verified your hotel’s Wi-Fi or have a backup plan like a mobile hotspot). All meetings can be attended virtually, and I will remain reachable via Slack/Email during your 9-5.”

Essentially, preempt any concerns. It helps if you time it when things are lighter at work or after you’ve hit a big milestone (hard for a boss to say no when you just delivered something great). Or during a lull between projects. You could also frame it as a way to refresh and prevent burnout, which benefits the company – many forward-thinking employers understand that happy employees = productive employees.

Start perhaps with a partial ask: “Can I work remotely 2-3 days attached to a weekend trip? I won’t miss any deliverables.” Once you prove it’s seamless, next time a full week might be fine. And of course, make sure to follow through! Get your work done, be responsive, maybe even slightly over-communicate when remote so they see you’re not slacking off from a beach (even if you answer that email from a beach café, they don’t need to know that!). Often, delivering a small piece of work early during your trip can be a nice way to show, “Look, I’m on top of it.” Finally, each company is different – some are super cool with remote work, others less so. If yours is old-school and won’t allow it, consider using those vacation days strategically around weekends or even exploring if they have a sabbatical program. But generally, post-2020, many employers are more lenient with remote flexibility, you might be surprised with a “sure, go for it” if you simply ask professionally.

Q: What should I pack for a shoulder-season Europe trip?

A: Pack layers! Early autumn weather can swing from warm afternoons to crisp nights. Think in terms of versatile pieces: a light jacket or blazer that looks good on Zoom and works for cooler evenings, a sweater or cardigan for layering, comfortable jeans or chinos, and a mix of short and long-sleeve shirts. Don’t forget a scarf – it’s stylish, keeps you warm, and in a pinch can dress up a simple outfit (Europeans love their scarves in fall). Comfortable walking shoes are a must (you’ll likely explore on foot a lot). I’d also pack a small umbrella or a travel rain jacket because fall can have rain showers. For work gear: noise-cancelling headphones (to take calls from cafés or co-working spaces without distraction), a travel adapter for your electronics (universal adapter covers all countries) and maybe a lightweight laptop stand if you’ll be working from random tables (save your neck!).

One more pro tip: bring a swimsuit. Many hotels have pools/spas, and places like Budapest have thermal baths. It’s off-peak, so you might get to enjoy these without crowds. And those travel point credit cards we talked about? Make sure you have them in your wallet: lounge access cards, hotel loyalty cards, etc., so you can fully leverage your perks on the road.

Conclusion

Ready to Pack Your Bags? By now, I hope you’re feeling inspired (and empowered) to use that shoulder season magic to your advantage. The reality is, you don’t need to quit your job or wait for the elusive sabbatical to enjoy frequent, fulfilling travel. Early autumn in Europe offers a golden opportunity to explore with great weather, manageable crowds, and budget-friendly options that make those quick getaways or work-abroad weeks not just possible, but downright practical.

So, what’s stopping you? The next step is to take action, even if it’s a small one. Maybe start by pricing out a flight or checking how many points you’d need for that dream destination. Block off a long weekend on your calendar (go on, you deserve it!). Imagine yourself sipping cappuccino in Rome on a Monday morning, or logging off at 3 pm in Lisbon and heading straight to the beach. These experiences are within reach, and they’ll likely make you better at your job too: refreshed, globally savvy you is a productive you!

If you found this guide helpful, be sure to subscribe to my newsletter for more travel hacks, point tips, and destination inspiration. I regularly share itineraries and insider info tailored for busy professionals who refuse to give up their travel dreams. 💌

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And don’t hesitate to drop a comment or send me a message with your own shoulder season stories or questions – I love hearing from our community.

Lastly, check out our related articles for more tips about your shoulder season destination: “Discover Dubrovnik: Your Dream European Summer Escape” and “7 Mid-Budget Travel Hacks I Swear By as a Full-Time Worker”. These will set you up for success on your upcoming adventures.

Happy travels – see you out there in the world (I’ll be the one with a laptop in one hand and a local delicacy in the other, living that work-travel balance 🍷💻)! Safe journey, and remember: the world is your office in shoulder season. 🌍✈️