Tailor Your City Break to What You Love: A Business Traveller’s Guide to Getting It Right

Andrea Thompson

ByAndrea Thompson

August 15, 2025

Bleisure is no longer a buzzword – it’s a mindset. When your business trip offers a window for a city break, the key to making it memorable is tailoring it to what you genuinely love.

Whether you’re drawn to design districts, culinary corners, or quiet cultural enclaves, here’s how to curate a city escape that feels personal, purposeful, and perfectly timed.

Picking the Right Destination

Start with what excites you. Are you a museum wanderer, a coffee connoisseur, or someone who finds clarity on coastal trails? Let your interests lead. Then layer in practicalities: how long do you have, and what’s within reach? A two-night break might suit a compact city like Porto or Copenhagen, while a long weekend could justify hopping to Istanbul or Montreal.

Time of year matters. Shoulder seasons often offer the best of both worlds—fewer crowds and richer experiences. Think cherry blossoms in Seoul come April, or golden light in Stockholm during September. Check for local events too: art fairs, food festivals, or even niche happenings like Okinawa’s Karate Day in October can add unexpected depth to your itinerary.

Transport: Getting There Smoothly

Flight duration is your first filter. For short breaks, aim for under four hours in the air. Then consider timing: early flights maximise your first day, but only if you’re not arriving bleary-eyed. Late departures can be ideal if you’re wrapping up meetings and want a seamless transition into leisure mode.

Airlines matter too. If you’re flying low-cost, check baggage allowances—especially if you’re packing for both boardroom and brunch.  Don’t overlook airport proximity. A city with a central hub (hello, Zurich or Vienna) means less time in transit and more time exploring. If your destination’s airport is a trek, factor in rail links or reliable transfers.

What Ticks Your Boxes?

This is where the magic happens. If you love food, choose cities with vibrant markets or chef-led tasting menus. If design is your thing, seek out architecture walks or boutique hotels with a story. Prefer solitude? Opt for destinations with easy access to nature—think pine-scented trails in Gothenburg or lakeside calm in Geneva.

And don’t forget the rhythm of the city. Some places pulse with energy late into the night, while others shine in the early morning. Match your own pace to the city’s heartbeat.

A tailored city break isn’t about doing it all—it’s about doing what matters to you. With a little planning and a lot of intention, even a short escape can feel like a deep breath. And when business blends seamlessly with pleasure, you return not just with deals closed, but with stories worth telling.

Andrea Thompson

ByAndrea Thompson

Andrea can be found either in the Travelling For Business office or around the globe enjoying a city break, visiting new locations or sampling some of the best restaurants all work related of course!