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Escorted City Breaks & Sightseeing Holidays by Rail

Across Europe and the UK, there's a magnificent wealth of cities to lose yourself in, each brimming with unique culture and unforgettable sights. Join us on an enticing city break and we'll take you to the cultural heart of each city, with carefully-planned itineraries that combine visits to must-see attractions with authentic local experiences, as well as free time to explore in a way that suits you.

See how historic cities have developed into modern hubs while maintaining their one-of-a-kind charms, or step back in time in ancient cities seemingly unchanged in centuries; the best part of Europe is its rich diversity. Our holidays take you to your chosen city in the best way possible, with an efficient and comfortable rail journey that takes you straight into the centre of the action - and gives you the chance to admire some of Europe's stunning stations, often landmarks in themselves.

With us, you'll be expertly guided by our knowledgeable tour managers, who bring these amazing cities to life with their local insights and engaging stories. Whether you're a first-time visitor or a seasoned traveller, we'll show you a side of these cities that you've never seen before, and create memories that will last a lifetime.

Our recommended Cities & Sights holidays

Classic

Save £100pp

Grand Imperial Cities

(248 reviews)

2026JulAugSepOct

2027MarAprMayJunJul...

12 days from

£2,399 pp £2,299 pp

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Classic

Save £100pp

Tuscany: Florence, San Gimignano & Pisa

(292 reviews)

2026JulAugSepOct

2027AprMayJunAugSep...

10 days from

£1,999 pp £1,899 pp

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Classic

Portugal, Spain & the Douro

(97 reviews)

2026AugSepOct

2027AprMayJunAugSepOct

15 days from

£3,999 pp

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City break ideas from our blog

From what to get up to if you find yourself in Amsterdam for the day to the world's most beautiful railway stations, head over to the Journey Blog and let us inspire you with our unique city insights.

Hidden Europe: unique experiences in Europe's citiesRead more

24 hours in AmsterdamRead more

World's most famous streetsRead more

Top Ten Railway Stations around the WorldRead more

Why travel with us?

Everything in your itinerary is included

Travel with us, and everything in your itinerary is included; all travel, delicious meals, hand-picked accommodation, local guided tours, and immersive excursions that showcase what makes each destination so special. You can relax in the knowledge that your holiday has been planned by a passionate destination expert who knows how to get you to the heart of each place you visit.

Flexible and relaxed itineraries

We want you to have the best holiday possible, so we make sure our itineraries are flexible and relaxed. We combine insightful guided tours and unique excursions with free time to explore the city for yourself. So, you can stroll down enticing side streets, hunt out that off-the-grid restaurant, revisit your favourite iconic landmark, or relax at your hotel - all at your own pace.

Authentic experiences

The best part of our holidays is the authentic local experiences we include in each itinerary. Discover hidden Rome on a tour of its lesser-known neighbourhoods, sit down to cake and coffee at Vienna's Schönbrunn Palace, or enjoy an unforgettable classical music concert in Salzburg. We want you to leave feeling that you've soaked up the best of the unique culture of your destination.

Our customers love our Cities & Sights tours

Jewels of Japan by Rail

10/Jun

“Great trip well organised and the ideal way to see as much as Japan as possible in 14 days

Collected by Trustpilot

The Romantic Rhine: Amsterdam to Basel

9/Jun

Mrs Dunstone

“A floating many stars hotel with changing views. Excellent food, comfortable lounge & restaurant. Daily puzzles and evening entertainment. The Cruise Director & Manager kept us updated with information on where we were, describing the castles and the towns visited. The first evening dinner invitation to the 'singles' meant we...

Collected by Trustpilot

Simply Lake Garda

7/Jun

Mackichan Christine

“We had a great holiday and our group were very friendly. Our guide Jen was very helpful and sent us lots of information. The organised trips were well organised and we especially enjoyed Venice. The private boat and local guide made it special.

Collected by Trustpilot

India’s Golden Triangle, Tigers & Shimla

7/May

Rupert Lavers

“Fantastic trip, enjoyed shimla most, followed by the national park and jaipur. Alot packed into 2 weeks, accommodation excellent

Collected by Trustpilot

Autumnal Colours of the Moselle & Rhine

05 Nov 2025

John Wood

“A fantastic holiday. Cannot fault it but the highlights were excellent food, friendly, efficient staff and well run, interesting excursions.

Collected by Trustpilot

Lisbon, Porto & the Douro Valley

11/Jun

Jillian Luttin

“Our tour director was very good. Accomodation excellent I would have preferred a bit more structure to the tour. Our two guided tours were in the afternoon -we were tired from travelling/mornings would be better.

Collected by Trustpilot

First-Class Carcassonne, Châteaux & Vineyards

10/Jun

David Altham

“Very enjoyable experience.

Collected by Trustpilot

Treasures of China & Yangtze River Cruise

9/Jun

David

“The crew were exceptional, the public areas good and the food was plentiful and varied. However, the cabins let it down a bit as they were on the small side and the en-suites were looking shabby.

Collected by Trustpilot

Classic Austrian Alps

7/Jun

Mr R Halliwell

“Excellent holiday apart from problems with the German trains going and returning

Collected by Trustpilot

Escorted City Breaks & Sightseeing Holidays by Rail

Our recommended Cities & Sights holidays

City break ideas from our blog

Why travel with us?

Everything in your itinerary is included

Flexible and relaxed itineraries

Authentic experiences

126 results matching: Cities & Sights Escorted Holidays