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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

Grand Imperial Cities

(210 reviews)

2025AugSepOct

2026MarAprMayJunAug...

12 days from

£2,499 pp

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Classic

Save £100pp

Tuscany: Florence, San Gimignano & Pisa

(239 reviews)

2025AugSepOct

2026AprMayJunJulAug...

10 days from

£2,399 pp £2,299 pp

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Classic

Save £100pp

Portugal, Spain & the Douro

(89 reviews)

2025AugSep

2026AprMayJunAugSepOct

15 days from

£3,699 pp £3,599 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

First-Class Grand Alpine Explorer

31/Jul

Joan Joyce

“Exactly as it says on the tin. A lot of walking, but a fantastic holiday with a brilliant tour manager.

Collected by Trustpilot

The Classic Blue Danube: Passau to Budapest

31/Jul

Old Bob

“Excellent trip, well organised with top quality travel by trains and river boat

Collected by Trustpilot

Simply Lake Garda

31/Jul

Mr Savvas Kyprianou

“The trip was fantastic

Collected by Trustpilot

The Romantic Rhine: Amsterdam to Basel

30/Jul

Mrs Sue Ragdale

“Excellent staff. Excellent food.

Collected by Trustpilot

Oslo, Stockholm & Copenhagen

30/Jul

John Venables

“The tour was well organised and led by excellent tour guide, Karen who had stepped into the role at the last minute. Each of the Cities has its own unique character with Stockholm being outstanding. The train journeys were well organised although scenery was not as interesting as I expected.

Collected by Trustpilot

Norway, Lofoten & Arctic Cruise

29/Jul

P Warren

“It was a most enjoyable holiday, made more so by the calm kindliness and efficiency of Carolyn our tour manager.The hotels were good, particularly the Clarion in Oslo with its superb breakfast buffet. The Havila Polaris was a very comfortable ship with friendly and attentive staff and good food. The...

Collected by Trustpilot

The Classic Blue Danube: Passau to Budapest - Fly

29/Jul

Marion

“The Classic Blue Danube is a truly wonderful river trip to take. Great Rail showed such care and attention to detail in all aspects of this sparkling holiday that it could not have been bettered by anyone else.

Collected by Trustpilot

Highlights of Norway’s Fjords & Cities

29/Jul

Customer Davies

“An excellent trip overseen by a top rated tour guide

Collected by Trustpilot

The Majestic Rhine: Basel to Amsterdam

28/Jul

A Drysdale

“The holiday was excellent . When things didnt go quite to plan the support from the guides, especially Alexis, was brilliant. Had an issue with the smoking policy on board ship in that smokers could smoke anywhere on deck. Managed to get that resolved to some extent....

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

121 results matching: Cities & Sights Escorted Holidays