
These city breaks with a difference go beyond the usual two-night escape
Put the guidebooks away – our pick of captivating city escapes come with classical musical shows, luxurious train journeys and more
City breaks are exciting, whether spending a weekend in Paris, taking a splurgy shopping trip to New York, or not venturing far at all and dedicating a little time to get to know York or Manchester.
It's easy to book your flights and two nights at a hotel, and then wing the activities when you get there, but for 2025 we're championing the city break with a difference. We're talking about visiting a city for its extraordinary experiences and once-in-a-lifetime events for unforgettable holiday.
Going beyond the usual two nights, our pick of exciting city escapes to the likes of Maastricht, Venice and Edinburgh include thrilling journeys on iconic sleeper trains, classical music concerts with legendary artists and more.
So if you're mulling over ideas to make your next city break extra special, you'll want to browse our pick of amazing trips. Whether you'd like to witness the spectacle of the Royal Edinburgh Military Tattoo in Scotland's capital city or take a journey on the Venice Simplon-Orient-Express, these are our favourite city breaks with a difference...


19 best Italian Airbnbs to book now

6 of the best expedition cruise lines

‘I tried a sleep retreat at a 5-star spa hotel’

The 9 best river cruises for a floating city break