A view of Bangkok's skyline and Lumpini Park

Boasting incredible sightseeing, shopping and cultural experiences, our hand-picked selection of city breaks encapsulates the excitement of exploring a new metropolis.

From far-flung holidays to Hong Kong or Singapore, to getaways closer to home in Dubai or New York, city breaks can take you all over the world. A short, whimsical weekend break to somewhere new is utterly enticing, or you could treat city life as a starting point for a longer holiday. Whichever you choose, our team are ready to tailor-make your trip for you.

Why Tropical Sky?
Award Winning
We're award winning Our awards reflect our dedication to delivering incredible tailor-made holidays.
Why Tropical Sky?
Protected
Your money is safe We safeguard your money with CAR protection and have membership to codes of best conduct.
Why Tropical Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond within hours to emails.
Why Tropical Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

Inspired travel with our expertise

City Breaks Overview

With everything you need right on your doorstep, a city break is brimming with possibilities. That’s why we’ve chosen hotels that are nestled in the heart of their city, with world-class shopping, gourmet food and swanky bars just a few steps away from your glamorous suite. Having explored the length and breadth of many city skylines, our travel experts have the know-how for where to see and be seen.

A city break can take you anywhere in the world. If you fancy combining city and beach, you’ll love Dubai’s extravagant 5* resorts and jaw-dropping architecture, whilst bustling Bangkok mixes rich culture with ultra-modern skyrises and rooftop bars. Cape Town is ideal for a more unique city visit, with its amazing backdrop of mountain and coastline, whilst Cuba is brimming with fascinating tradition and a colourful lifestyle. Each has its own personality, and our team can help you pick the right one for you.

Maybe you’re hoping to visit an iconic city as part of an epic tour, or perhaps you want to combine a few days in a city with a week on a sun-soaked beach. No matter which way you decide to explore the world’s impressive cities, our team can create the perfect multi-centre or tour for you. Lavish Abu Dhabi works well with the barefoot luxury of the Maldives, whilst Bangkok’s lively streets serve the perfect juxtaposition to Koh Samui’s quiet beaches. There are endless ideas for memorable multi-centres, and we can plan those extra little details to make your holiday special.

City Breaks Inspiration
Copyright Instagram @low843 / @ellugarmasfamosodecuba

Top 10 most Insta-worthy cities in the world

We visit 10 of the world’s most geo-tagged cities, all of which are guaranteed to fuel your wanderlust, fill your feed with creative hashtags, impress your followers, and rack up your likes.

Read more
Blossom in Kyoto

16 of the world's most walkable cities

When visiting a new city, it may be tempting to rent a car or use public transportation to squeeze in as many possible sites in the time that you have, but some of the most memorable trips include exploring on foot.

Read more
Vertigo & Moon Bar at Banyan Tree, Bangkok

Top 10 rooftop bars in the world

Experience a city's sparkling towers from a bird's eye view with a drink in hand. Our top 10 rooftop bars explore the urban secrets of some of the world's most breathtaking bars.

Read more

Recommended holidays

Call our travel experts now
01 6649999 Call us Mon-Sun 9am-9pm