City Breaks

From spontaneous long-weekend escapes to immersive cultural experiences, our City Break packages put you right in the heart of the action. Enjoy instant access to iconic landmarks, world-class dining, and vibrant shopping districts. Wander through historic streets, soak up the local culture in museums and galleries, and experience a nightlife scene that never sleeps. Whether you’re after romantic getaways, family adventures, or solo explorations, our city breaks are designed to help you make the most of every moment, creating unforgettable memories in some of the world’s most exciting cities.

Booking your trip

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  • Chicago

Chicago isn’t just a city, it’s an experience. Nestled on the shores of Lake Michigan, the Windy City offers a dynamic blend of iconic architecture, world-class museums, and an unmistakable […]

4 Nights from £1,540pp
  • New Orleans

Discover the vibrant charm of New Orleans, one of the world’s most captivating cities. Renowned for its unique blend of cultures, cuisine, and music, it offers a rich history and […]

5 Nights from £1,739pp
  • Nashville

This short break is the perfect choice for a first-time visitor to Nashville, allowing ample time to explore this incredible city and its wealth of attractions, from the Country Music […]

5 Nights from £1,995pp
  • Toronto

Take a short break to one of the most cosmopolitan cities in Canada. Toronto brims with energy and excitement whilst offering spots of peace and tranquillity – such as its […]

5 Nights from £1,269pp
  • Dallas

Experience the heart of Texas with a three-night Dallas city break. Immerse yourself in history at Dealey Plaza, explore world-class museums, and savour diverse cuisines. From vibrant neighbourhoods to upscale […]

3 Nights from £1,189pp
  • Memphis

Memphis is renowned as the home of the Blues and the birthplace of Rock ‘n’ Roll, but perhaps Memphis’ most fabled residency is Graceland, Elvis’ long time home which serves […]

5 Nights from £1,695pp
  • Philadelphia

Fabulous Philadelphia remains something of a well-kept secret. This scintillating city is one of the oldest in the United States and the nation’s fifth-largest. The heart of Philadelphia is home […]

5 Nights from £1,519pp
  • Ottawa

This short break provides an ideal opportunity to explore the sights and sounds of this vibrant, cosmopolitan, and ever-popular city. Round trip scheduled flights Accommodations as stated Three sightseeing tours: […]

1 Night from £1,215pp
  • Washington, D.C.

One of the most enjoyable cities on the East Coast, Washington DC affords numerous neighbourhoods each with its own unique charm. Renowned museums, famous monuments, a booming food scene, diverse […]

5 Nights from £1,349pp
  • Portland

This coastal city, known as ‘The City of Roses’, is where concert halls and museums sit alongside quaint coffee shops, scenic bicycle paths, beautiful Japanese Gardens and not to mention […]

4 Nights from £1,499pp
  • New York

Enjoy the attractions, shopping, nightlife and atmosphere of bustling New York on our five night city break. This short break includes: Scheduled flights from Heathrow to New York 5 nights […]

5 Nights from £1,459pp
  • Boston

Immerse yourself in one of America’s oldest cities, by taking a fabulous short break to Boston. You’ll have the chance to enjoy leisurely walks along Beacon Hill’s quaint streets, savour […]

4 Nights from £1,370pp
Reasons to book

Explore the big city

City breaks are the ultimate antidote to the everyday routine, offering a perfect blend of convenience and immersion. Over a short weekend, you can delve deep into a new culture, trading in your usual scenery for world-class museums, iconic architecture, and vibrant local life that unfolds on every corner. They offer an instant change of pace, are easy to fit around a busy schedule without using up all your annual leave, and provide endless opportunities for a variety of experiences, from culinary adventures to exciting nightlife, all within an easily accessible urban hub.

Staff recommendations

Here’s what our team says:

Need a thrilling change of scenery without the week-long commitment? Our City Break holidays are your passport to instant immersion. Swap the mundane for the magnetic energy of the world’s greatest urban hubs, where you can pack a lifetime of culture, cuisine, and history into a single, unforgettable long weekend. From discovering hidden rooftop bars to ticking off legendary landmarks, we handle the logistics so you can focus entirely on soaking up the unique pulse of your chosen destination.

Jenny Baum
Senior Travel Consultant (Agency Sales)
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5 Sep 2025
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Our holiday was truly amazing, and the service from Wendy…
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10 Jul 2025