City Breaks

48 Hours of Awesome: Your Ultimate City Break Bible!

Maximise Your Weekend, Maximise Your Fun!

Who needs two weeks when you can have the time of your life in just one weekend? A city break is the perfect holiday cocktail: a short, sharp, invigorating shot of culture, cuisine, and adventure, designed to reset your body and mind without eating up your annual leave. It’s about swapping your daily routine for the buzz of a new city, discovering hidden alleyways, tasting unforgettable food, and cramming a month's worth of memories into one glorious weekend. It’s proof that the best things really do come in small packages.

Black silhouette of city buildings.

Walk Until You Can't Walk Anymore

The absolute best way to discover a city’s secrets is on foot. So, pack your comfiest shoes and prepare to get wonderfully lost. Wandering through backstreets is how you’ll find the quirky independent shops, the hidden sun-drenched courtyards, and the authentic local cafes that aren't in the guidebooks. Every step is part of the adventure!

Black silhouette of city buildings.

Have One 'Must-Do', Then Go with the Flow

It’s great to have one main attraction you’re desperate to see – the Colosseum, the Eiffel Tower, the Brandenburg Gate. Book that in advance to skip the queues, but for the rest of your trip, try to resist a strict itinerary. The real magic of a city break lies in the spontaneous moments: stumbling upon a local market, lingering over a coffee, or just sitting on a bench and people-watching.

Black and white illustration of city buildings.

Live Near the Action

For a short trip, location is everything. Staying in a central, well-connected neighbourhood is the golden rule of city-breaking. It means you can easily pop back to your hotel to drop off shopping or have a quick rest, and you won’t waste precious hours commuting back and forth. You're there to explore the city, not its public transport system!

Colosseum in Rome under a bright blue sky. Stone structure with many arches.
Rome

Live La Dolce Vita for a Weekend!

Step into the world's greatest open-air museum, where ancient history crashes into vibrant street life on every corner. In one weekend you can be humbled by the Colosseum, throw a coin in the Trevi Fountain, and eat enough pasta, pizza, and gelato to keep you smiling for weeks. Rome isn’t just a city; it’s an unforgettable experience.

An open-air museum where every single street tells an epic story.

Krakow

History, Heart, and Incredible Value!

Prepare to be charmed by Krakow, a city that feels like it’s been plucked straight from a fairytale. From its vast, beautiful Main Market Square to the trendy cafes of the Kazimierz (Jewish Quarter), Krakow is steeped in history and soul. It’s also incredibly affordable, meaning your holiday money goes a whole lot further.

A city that's as beautiful on the eyes as it is gentle on the wallet.

St. Mary's Basilica in Kraków, Poland, red brick facade with two towers against a blue sky, crowded square.
Yellow and white trolley with advertising, on cobblestone street in front of a building with arches.
Lisbon

Ride the Yellow Tram to Trendy Paradise!

With its seven cinematic hills, rattling yellow trams, and soulful Fado music drifting from tiny taverns, Lisbon is effortlessly cool. Get lost in the pastel-coloured maze of the Alfama district, feast on fresh seafood at the Time Out Market, and don't you dare leave without trying at least one (or five) pastéis de nata.

Effortless cool, & a world-famous custard tart on every corner.

Prague

Step into a Real-Life Fairytale!

With a breathtaking castle looming over the city, a medieval astronomical clock, and the statue-lined Charles Bridge, Prague is pure magic. Spend your days wandering its cobbled lanes and your evenings sampling some of the best beer in the world. It’s a city so beautiful, you’ll feel like you’ve walked onto a film set.

Unbeatable romantic atmosphere and jaw-dropping beauty.

Charles Bridge in Prague, Czech Republic, crowded with people, view of Prague Castle at sunset.

Ready for Your Whirlwind Adventure?

We Plan, You Play.

A city break is a precious escape, and you don’t want to waste a single second on travel admin. Let Connoisseur Travel handle the hassle. We find the best-located hotels so you're right in the heart of the action, and we sort the flights that give you maximum time on the ground. All you need to do is pack your bag, grab your passport, and get ready to fall in love with a new city.