TF's Peace of Mind Policy
- find out more
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
City Break
5 days / 4 nights

In some ways every visit to The Big Apple is like a first visit as this hyperactive metropolis is constantly rebuilding, improving and innovating – New Yorkers don’t like standing still. This classic city break will introduce you to some of the city’s many highlights.
Classic Rome City Break
City Break
4 days / 3 nights

Explore Rome’s historic streets and discover the ‘Eternal City’ brimming with magnificent architecture. Find operatic streets, grand piazzas and colourful neighbourhood markets. With a host of delicious restaurants, delight in the city’s acclaimed gastronomy on this exciting city break to the capital of Italy.
The Ultimate Stopover - Dubai
City Break
4 days / 3 nights

Las Vegas City Break
City Break
5 days / 4 nights

Huge glass hotels shaped as crescents, towers and pyramids glitter in the desert sun by day and are transformed by dancing neon at night. Home to luxurious hotel rooms and suites, cavernous casinos, amazing dining, great shopping, world-class performers and shows – there’s nowhere else quite like Las Vegas.
Madrid Foodie: Tapas & Wine
City Break
4 days / 3 nights

Home to an array of food markets and ancient plazas lined with atmospheric tapas bars, Spain’s capital city is brimming with flavour and style. Experience some of the country’s most famous delicacies whilst also learning a little about the history of this magnificent metropolis.
Classic Toronto
City Break
5 days / 4 nights

From its expansive waterfront to its varied neighbourhoods and chic shopping boutiques, friendly Toronto is the perfect city break. Adding to its allure, the thundering waters of Niagara Falls are only a short trip away, meaning it’s guaranteed to linger in your memory.
Classic Berlin City Break
City Break
4 days / 3 nights

From quirky architecture to its tangible history, emerging food scene and intense nightlife, Berlin is a multicultural metropolis waiting to be explored. At every corner discover a rich textured history on this enthralling trip to Germany’s capital.
Iceland's Classic Adventure
City Break
4 days / 3 nights

Whether visiting for a weekend or en route to North America as part of a longer holiday, Reykjavik offers the perfect base to explore the fascinating geothermal wonders Iceland has to offer. See geysers, hot springs and waterfalls along the Golden Circle, and relax in the rejuvenating waters of the iconic Blue Lagoon.


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!
Speak to a Travel Expert

We believe booking online is no substitute for one-on-one service. Between them our expert travel consultants have travelled to over 96% of the world's countries. As a result the service and advice they offer is second to none.

Our travel centres are currently closed
Our phone lines are open at the following times:-

Monday to Friday: 8am - 8pm (UK) : 9am-7pm (ROI)
Saturday & Bank Holidays: 9am - 6pm
Sunday: 10am - 6pm

For individual opening times please check your local travel centre

Submit an Enquiry Request a quote or appointment about this holiday and we call you back at a time that suits you Make an Appointment Make an Appointment to visit one of our travel centres alarm


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
Don't Miss Out

Sign up for our Email and be the first to hear about our Red Hot Offers and Travel Inspiration.

Order a Brochure

Our full range of 2020 brochures and the latest edition of the Trailfinder magazine are out now - get ahead of the rest and start planning your next escape.

Get In Touch
Submit An Enquiry

If you can provide a few more details we can look at the best available options before we call you.