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Escorted City Breaks & Sightseeing Holidays by Rail Rail Tours & Holidays

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

ClassicClassic
Grand Imperial Cities
4.6 stars(278 reviews)
2026AugSepOct
2027MarAprMayJunJul...
12 days from
£2,499 pp
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ClassicClassic
Highlights of Tuscany
4.4 stars(322 reviews)
2026AugSepOct
2027AprMayJunAugSep...
10 days from
£2,499 pp
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ClassicClassic
Lisbon
4.3 stars(105 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.

Why travel with us?

125 results matching: Cities & Sights Escorted Holidays

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ClassicClassic
Taj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, Agra
No Single Supplement
4.8 stars(580 reviews)
2026SepOctNov
2027JanFebMarAprSep...
2028JanFebMarAprSep...

Follow in the footsteps of maharajas on our bestselling Indian holiday, uncovering the gems of northern India and visiting Shimla - the only tour operator to combine the Golden Triangle and the former summer capital of the British Raj. Embrace the many wonders of this mystical country on this unrivalled overland journey. Enjoy the bustle of...

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No Single Supplement
14 days from
£2,499 pp
per person
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DiscoveriesDiscoveries
DesenzanoDesenzanoDesenzanoDesenzanoDesenzano
4.3 stars(367 reviews)
2026AugSepOct
2027MarAprMayJunJul...

Cruise across the sparkling waters of Lake Garda to discover picturesque islands, medieval towns and elegant villas from a family-run hotel in charming Desenzano, the perfect base for exploring the beauty of Lake Garda. Visit enchanting Isola del Garda, where you explore the renowned Venetian Villa Borghese-Cavazza and its magnificent hanging...

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10 days from
£1,799 pp
per person
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ClassicClassic
Highlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of Tuscany
4.4 stars(322 reviews)
2026AugSepOct
2027AprMayJunAugSep...

Savour the glorious colours, aromas and flavours of Tuscany on a holiday highlighting the true beauty of this beloved region. Discover the great Renaissance city of Florence, visit a historic family estate for a tour and dinner, and marvel at the iconic monuments of Pisa, including the Leaning Tower. Explore the stunning sights of Siena, the...

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10 days from
£2,499 pp
per person
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ClassicClassic
St Johann St Johann St Johann St Johann St Johann
4.2 stars(302 reviews)
2026AugSepOct
2027AprMayJunJulAug...

Explore the beautiful towns and landscapes of the Austrian Alps from your base in the charming town of St Johann, surrounded by rolling peaks and lush valleys. Marvel at views of Austria's tallest mountain on a journey across the Hochtor Pass on the Grossglockner High Alpine Road, viewing glaciers and gold-mining towns, before discovering the...

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9 days from
£2,199 pp
per person
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ClassicClassic
Carcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du Midi
4.3 stars(290 reviews)
2026AugSepOct
2027AprMayJunJulAug...

Embark on an indulgent French holiday based in a riverside hotel in stunning Carcassonne, discovering the myths of hilltop Cathar castles and indulge in the region's renowned flavours. Stroll through Carcassonne's walled fortress on a guided tour of the city's medieval sights and uncover the mysterious history of the four hillside Châteaux de...

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7 days from
£1,999 pp
per person
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DiscoveriesDiscoveries
Fjords of Norway rail tourFjords of Norway rail tourFjords of Norway rail tourFjords of Norway rail tourFjords of Norway rail tour
4.5 stars(253 reviews)
2026AugSepOct
2027AprMayJunJulAug...

Experience the beauty of Norway, from natural wonders to charming cities, on this tour across stunning landscapes. Journey through an impressive wilderness of plateaus and waterfalls on two of the world's most famous train journeys: the spectacular Bergen Railway and the cherished Flåm Railway. Marvel at towering cliff faces on a sensational...

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8 days from
£2,299 pp
per person
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River CruiseRiver Cruise
Rhine GorgeRhine GorgeRhine GorgeRhine GorgeRhine Gorge
Save £300pp
4.5 stars(292 reviews)
2027MayJunJul

Embark on a scenic river cruise from Switzerland to the Netherlands, uncovering enchanting landscapes throughout your journey. Discover the joys of a luxury Rhine cruise while drifting beside forested valleys and charming riverside villages. Soak up idyllic views of the UNESCO-listed Rhine Gorge, adorned with stunning castles, forests and...

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Save £300pp
8 days from
£2,499 pp
per person
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River CruiseRiver Cruise
Trier, GermanyTrier, GermanyTrier, GermanyTrier, GermanyTrier, Germany
Save £400pp
4.7 stars(65 reviews)
2026Oct
2027AugSepOct

Uncover the Moselle and Rhine rivers on this luxurious cruise, where every bend reveals the beauty of autumn. Admire the season's changes while sailing from Strasbourg to Cologne, surrounded by vineyards heavy with ripe grapes ready for harvest, and enjoy an on-board wine presentation by Master of Wine Conal Gregory. Experience Alsace...

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Save £400pp
8 days from
£1,999 pp £1,599 pp
per person
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ClassicClassic
Agra Fort IndiaAgra Fort IndiaAgra Fort IndiaAgra Fort IndiaAgra Fort India
4.8 stars(128 reviews)
2026SepOctNov
2027JanFebMarAprSep...
2028JanFebMarAprSep...

Embrace the spirit of northern India on a journey around majestic Rajasthan and the magical Golden Triangle. Experience the bustling bazaars of Delhi on a rickshaw ride, marvel at Agra's iconic Taj Mahal, visit the spellbinding Chand Baori stepwell and uncover Jaipur's ethereal Amber Fort by Jeep. In the untamed wilderness of Ranthambore National...

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10 days from
£1,799 pp
per person
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ClassicClassic
Glacier Bay National ParkGlacier Bay National ParkGlacier Bay National ParkGlacier Bay National ParkGlacier Bay National Park
Free upgrade
4.7 stars(73 reviews)
2026Sep
2027MayJunJulAug

A spectacular discovery of natural wonders awaits on this exploration by land and sea. From the mountain town of Banff in the Canadian Rockies, we marvel at the spellbinding beauty of Lake Louise before boarding the iconic Rocky Mountaineer. This fantastic rail journey transports us to Vancouver, where we set sail on an unforgettable cruise. ...

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Free upgrade
16 days from
£6,299 pp
per person
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DiscoveriesDiscoveries
BoppardBoppardBoppardBoppardBoppard
4.3 stars(53 reviews)
2026AugSepOct
2027AprMayAugOct

Enjoy a holiday in one of Europe's most beautiful regions, Germany's Rhine Valley - a UNESCO World Heritage site brimming with idyllic towns and verdant landscapes.     From a base in the picturesque town of Boppard, huddled beside Germany's Rhine River, set sail for a scenic cruise into the picturesque Rhine Gorge. Discover the area's legends...

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7 days from
£1,299 pp
per person
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DiscoveriesDiscoveries
PortoPortoPortoPortoPorto
2026SepOct
2027AprMayJunSepOct

Join us on this holiday, carefully crafted to showcase the best of Portugal. Immerse yourself in the rich history, diverse culture and beautiful landscapes of the country, from its cities to its verdant valleys. Discover the country's historic capital, Lisbon, to explore its stunning viewpoints, hilltop castle and magnificent squares. Experience...

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8 days from
£1,599 pp
per person
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Our customers love our Cities & Sights tours
Tuscany: Florence, San Gimignano & Pisa
28/Jul
Kirsty
5 stars
“We've had a fantastic trip with Great Rail Journeys. Excellent tour manager and the group had a great time together. We would do this again but when it is not so hot (July 36 - 40 degrees). For those that were able to, climbing the various towers for...
Collected by Trustpilot
Simply Lake Garda
28/Jul
John Pinhorn
5 stars
“good holiday, excellent tour manager Chris, good balance of organised trips and free time, hotels and transport all good, hotel in desenzano quite a walk from the lake side, this wasn't a problem for us but could be for less mobile people, but there was a local bus available. Local...
Collected by Trustpilot
Highlights of Norway’s Fjords & Cities
19/Jul
Victoria Crump
5 stars
“Very well organized, great tour guide and a fantastic country
Collected by Trustpilot
First-Class Carcassonne, Châteaux & Vineyards
16/Jul
Mandy
5 stars
“We had a great trip. The hotel was lovely - beautiful view of Carcassonne. We enjoyed all of the trips, they were a nice mix, although we did feel that the Mirepoix trip could have been organised differently. The journey back took over 2 hours, and whilst it was nice...
Collected by Trustpilot
India’s Golden Triangle, Tigers & Shimla
7/May
Rupert Lavers
5 stars
“Fantastic trip, enjoyed shimla most, followed by the national park and jaipur. Alot packed into 2 weeks, accommodation excellent
Collected by Trustpilot
Discover India’s Golden Triangle & Tigers
6/May
Alison
5 stars
“Excellent holiday. Well planned and executed. Would recommend it
Collected by Trustpilot
Autumnal Colours of the Moselle & Rhine
05 Nov 2025
John Wood
5 stars
“A fantastic holiday. Cannot fault it but the highlights were excellent food, friendly, efficient staff and well run, interesting excursions.
Collected by Trustpilot
The Majestic Rhine: Basel to Amsterdam
28/Jul
Dave Cooper
4 stars
“Unfortunately we missed the first day of our cruise due to an incident in the Channel tunnel, but went on to throughly enjoy the rest of the week
Collected by Trustpilot
Classic Austrian Alps
24/Jul
amanda strazds
4 stars
“Elizabeth the tour guide was brilliant. She kept 29 of us very well informed . The trip itself was very good although the initial travelling to get to Austria was very tiring.
Collected by Trustpilot