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City Breaks & Stopovers

City Breaks & Stopovers

Explore the great cities of the world with Trailfinders.

Our wide range of hotels, apartments, day tours and attraction tickets enables you to complete the picture and create a city break that is unique to you.

However, below we’ve already done the hard work for you and created a selection of top selling city breaks including attractions. Some are classics, ideal for the first time visitor, others include upgraded hotels and high end experiences, ideal for those celebrating significant anniversaries or special occasions.

For expert advice and help organising your city break, talk to our experienced Travel Consultants.
We’ll help you:
• Find the hotel to suit your budget and requirements
• Choose the right room type and meal plan
• Organise the best value flights from your chosen airport, whether you choose to fly Economy, Premium Economy, Business or First Class
• Complete your holiday with our unmissable experiences


New York City Break
5 days / 4 nights
from £767
  • Central Park
  • Cruise around Manhattan
  • TV & Movie Sites tour
  • Shopping
  • SoHo

  • Classic Rome City Break
    4 days / 3 nights
    from £399
  • Rome
  • Colosseum
  • Trevi Fountain
  • St Peter's Basilica

  • The Ultimate Stopover - Dubai
    4 days / 3 nights
    from £639
  • Downtown Dubai’s iconic landmarks
  • Unforgettable helicopter flight
  • Atlantis Aquaventure waterpark
  • Classic 1950s Land Rover dune drive
  • Overnight desert stay
  • Emirati hospitality & entertainment

  • Las Vegas City Break
    5 days / 4 nights
    from £295
  • Las Vegas Strip
  • Helicopter Flightseeing
  • Shopping
  • Casino-Hotels

  • Madrid Foodie: Tapas & Wine
    4 days / 3 nights
    from £379
  • Sample delicious tapas
  • Experience local food markets
  • Visit impressive sights

  • Classic Toronto
    5 days / 4 nights
    from £494
  • CN Tower
  • Niagara Falls

  • Classic Berlin City Break
    4 days / 3 nights
    from £229
  • Brandenburg Gate
  • Checkpoint Charlie
  • East Side Gallery

  • Iceland's Classic Adventure
    4 days / 3 nights
    from £845
  • Reykjavik
  • Blue Lagoon
  • Golden Circle

  • Discover Chernobyl
    4 days / 3 nights
    from £315
  • Enter the Chernobyl Exclusion Zone
  • Abandoned city of Pripyat
  • Fast evolving Kiev


    Short Breaks with a Twist
    Only have a few days for a holiday but want to escape the ordinary and experience the extraordinary? Then take a look at our selection of inspiring Short Breaks with a Twist.
    Europe City Breaks
    So close it’s almost easy to overlook in favour of more far flung city breaks; but so varied in culture, rich in history and blessed with wonderful cuisine you’d be foolish to do so. From Reykjavik in the north, to Athens in the south, and as far east as Istanbul, straddling the Bosphorus at the start of Asia, and everything in between.
    USA City Breaks & Stopovers
    From the great cities of the northeast seaboard - New York, Boston, Washington, Philadelphia - to Chicago, perched on the shores of glittering Lake Michigan; onto the neon pleasure-oasis that is Las Vegas and sun-kissed Miami. All of these fabulous city break destinations are easily accessed from the UK on direct flights.
    Canada City Breaks & Stopovers
    Enjoy Quebecois hospitality and over 100 festivals a year in Montreal. Roam through Toronto’s varied neighbourhoods and indulge yourself in chic shopping districts before a day tour to Niagara Falls. And for something truly unique, 4 days in Calgary during the annual Stampede is sure to be an unforgettable city break.
    Middle East City Breaks & Stopovers
    In the 1970s, Dubai was just a little fishing village, today it soars above the desert, a global destination boasting wide beaches, theme parks, amazing dining and some of the most opulent hotels in the world. Nearby Abu Dhabi has witnessed an equally prodigious evolution and matches its beautiful hotels with major cultural openings such as Louvre Abu Dhabi.
    South East Asia City Breaks & Stopovers
    Explore some of Asia’s bustling cities, admire the towering skyscrapers, shop ‘til you drop in enticing malls or energetic markets and find your favourite cuisine in exquisite restaurants or authentic street food stalls. From the temples and palaces of Bangkok, street hawkers of Hong Kong, sleek and shiny streets of Singapore to the iconic Petronas Towers of Kuala Lumpur there is an Asian city break or stopover to tickle everyone’s fancy.
    Africa City Breaks & Stopovers
    From cosmopolitan Cape Town, home to iconic Table Mountain and the bustling V&A Waterfront, to historic and fascinating Johannesburg in the north east, South Africa boasts fabulous cities, stunning beaches and a vast history. Fancy some souks, medinas and riad stays? Charming Marrakech in Morocco offers rich culture, flavourful food and beautiful architecture. Or opt for bustling Cairo to glimpse the Ancient Pyramids of Giza. With the added bonus of no jet lag, there is no excuse not to explore this stunning part of the world!
    Trailfinders is Trustpilot’s No.1 rated travel company


    Our free Viewtrail App stores your essential travel information in one secure place, ensuring we are with you from start to finish.
    • View your travel plans on or offline, wherever and whenever you wish
    • Live flight notifications - real time information as you travel
    • Online check-in links and pre-tour notifications
    • Luggage allowance
    • Mapped places of interest - restaurants, shops, stations...plus route guidance back to your hotel
    • View e-vouchers and export them to your Apple wallet
    • Secure access to booking history, profile and insurance contact information
    • One touch emergency contact 365/24/7
    • Add to calendar function
    • Countdown to travel
    • Local time, weather, translator and exchange rate calculator
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