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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(277 reviews)
2026AugSepOct
2027MarAprMayJunJul...
12 days from
£2,499 pp
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ClassicClassic
Highlights of Tuscany
4.4 stars(317 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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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(366 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...

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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(317 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(296 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(252 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
£2,399 pp
per person
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River CruiseRiver Cruise
Rhine GorgeRhine GorgeRhine GorgeRhine GorgeRhine Gorge
Save £300pp
4.5 stars(283 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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Niagara FallsNiagara FallsNiagara FallsNiagara FallsNiagara Falls
4.4 stars(52 reviews)
2026Sep
2027MayJunSep

Uncover Canada's most amazing landscapes on this incredible exploration of the country's contrasts from the Pacific to the Great Lakes. Beginning with a guided tour of Vancouver, the journey continues to the stunning Rocky Mountain town of Jasper. Here, admire awe-inspiring vistas, including the Maligne River valley. Embark on an epic...

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13 days from
£3,999 pp
per person
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DiscoveriesDiscoveries
Nyhavn CanalNyhavn CanalNyhavn CanalNyhavn CanalNyhavn Canal
4.4 stars(149 reviews)
2026SepOct
2027AprMayJunJulAug...

Discover evocative Scandinavian landscapes on picturesque rail journeys between the cultured capitals of Norway, Sweden and Denmark. Starting in Oslo, uncover its stylish modernity and thousand-year history on a guided tour, before travelling by rail to Stockholm. In the Swedish capital, visit the colourful Gamla Stan, one of the best-preserved...

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8 days from
£2,199 pp
per person
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ClassicClassic
Senate Square, HelsinkiSenate Square, HelsinkiSenate Square, HelsinkiSenate Square, HelsinkiSenate Square, Helsinki
2026AugSep
2027MayJunJulAugSep

Discover the architecture, culture and history of three beautiful cities on the shores of the Baltic Sea. Beginning in modern, innovative Helsinki, enjoy a guided tour of the city's architectural marvels and a cruise around the beautiful archipelago. Travel by train to charming Tallinn and wander the fairytale streets of Estonia's timeless...

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8 days from
£2,099 pp
per person
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ClassicClassic
Jasper National ParkJasper National ParkJasper National ParkJasper National ParkJasper National Park
Free upgrade
2026AugSep
2027AprMayJunJulAug...

Embark on a spectacular overland journey that showcases the beautiful and varied landscapes the world's second-largest country is famed for. Landing in Vancouver, explore the west coast's jaw-dropping Rocky Mountains, rushing rivers, glacial lakes and pristine forests before boarding VIA Rail's Canadian for a three-night journey across the plains...

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Free upgrade
19 days from
£5,999 pp
per person
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ClassicClassic
Jungfrau ExpressJungfrau ExpressJungfrau ExpressJungfrau ExpressJungfrau Express
4.6 stars(239 reviews)
2026AugSepOct
2027MayJunJulAugSepOct

Experience the beauty of Switzerland, spending six nights in a beautiful Belle Époque hotel in Interlaken, an idyllic town renowned as the gateway to the Swiss Alps. From this refined base, explore the highlights of the beloved Bernese Oberland, including the Schynige Platte Botanical Alpine Garden and Grindelwald First. Journey to the...

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8 days from
£3,599 pp
per person
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Our customers love our Cities & Sights tours
Classic Austrian Alps
21/Jul
MISS LYNDA LEVIS
5 stars
“A wonderful holiday. Excellent organisation at every stage. Relaxing journeys by train, a varied itinerary which was not rushed. Stunning scenery, a very comfortable hotel with excellent food and good value for money. Enhanced by a brilliant tour manager - thank you, Elizabeth.
Collected by Trustpilot
Oslo, Stockholm & Copenhagen
21/Jul
Andrew
5 stars
“Very well organised tour even though our group was quite large.
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
The Majestic Rhine: Basel to Amsterdam
19/Jul
Becky
5 stars
“Excellent trip. Food outstanding & plenty of it. Staff very helpfull & friendly. Ship very clean. All in all excellent trip in the extrene heat
Collected by Trustpilot
Simply Lake Garda
18/Jul
RICHARD MEDLICOTT
5 stars
“Great holiday company, looked after very well
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
Tuscany: Florence, San Gimignano & Pisa
13/Jul
Mr Brian Smith
5 stars
“Great trip, with an excellent tour manager. Despite the reigning heatwave (38C) the whole thing was well organised, and the quality of hotels and transport was excellent.
Collected by Trustpilot
Classic Five-Star Top of Europe
6/Jul
Hugh Sillitoe
5 stars
“Really enjoyable visit to the Top of Europe. Well organised and managed.
Collected by Trustpilot
Canada, Niagara Falls & the Rocky Mountains
15/Jun
Daphne
5 stars
“A fantastic holiday! It was the journey of a lifetime - Vancouver island, coach trip through the Rockies, three day train ride to Toronto, and finally the Niagara Falls! As a solo traveller I was looked after so well by both the tour guide and the other travellers....
Collected by Trustpilot