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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

ClassicClassic
Grand Imperial Cities
Save £100pp
4.6 stars(249 reviews)
2026JulAugSepOct
2027MarAprMayJunJul...
12 days from
£2,399 pp £2,299 pp
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ClassicClassic
Highlights of Tuscany
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4.4 stars(293 reviews)
2026JulAugSepOct
2027AprMayJunAugSep...
10 days from
£1,999 pp £1,899 pp
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ClassicClassic
Lisbon
4.3 stars(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.

Why travel with us?

126 results matching: Cities & Sights Escorted Holidays

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ClassicClassic
Taj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, Agra
Half price upgrade
4.8 stars(573 reviews)
2026SepOctNov
2027JanFebMarAprSep...

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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Half price upgrade
14 days from
£2,699 pp
per person
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ClassicClassic
Highlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of Tuscany
Save £100pp
4.4 stars(293 reviews)
2026JulAugSepOct
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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Save £100pp
10 days from
£1,999 pp £1,899 pp
per person
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DiscoveriesDiscoveries
DesenzanoDesenzanoDesenzanoDesenzanoDesenzano
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4.2 stars(355 reviews)
2026JulAugSepOct
2027MarAprMayJunJul...

A family-run hotel in the lakeside town of Desenzano is our charming base. With a panoramic terrace providing beautiful views of the lake, the hotel is perfectly positioned near to the characterful Old Town and train station. This holiday includes a cruise to enchanting Isola del Garda to explore the renowned Venetian Villa Borghese-Cavazza and...

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10 days from
£1,699 pp £1,599 pp
per person
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ClassicClassic
St Johann St Johann St Johann St Johann St Johann
4.2 stars(255 reviews)
2026JulAugSepOct
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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The Italian RivieraThe Italian RivieraThe Italian RivieraThe Italian RivieraThe Italian Riviera
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2026JulAugSepOct
2027AprMayJunJulAug...

Discover the towns and villages of the Italian Riviera which sparkle beside the Mediterranean Sea, as we explore the Cinque Terre and the harbour town of Portofino. Explore the pastel-hued fishing village of Camogli, a hidden gem, and relax in Sestri Levante - a town between two bays. Sail to San Fruttuoso abbey, set in a secluded cove and only...

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10 days from
£1,999 pp £1,899 pp
per person
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Carcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du MidiCarcassonne & the Canal du Midi
4.3 stars(274 reviews)
2026JulAugSepOct
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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River CruiseRiver Cruise
BaselBaselBaselBaselBasel
4.4 stars(156 reviews)
2026Jul
2027MayJunJul

Experience the breathtaking beauty of the Netherlands to Switzerland on a luxury river cruise. Sail through four countries, admiring stunning forested valleys, charming half-timbered towns and historic cities lining the picturesque banks of this incredible river. Marvel at the spectacular scenery of the Rhine Gorge, a UNESCO World Heritage site...

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8 days from
£2,199 pp
per person
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DiscoveriesDiscoveries
PortoPortoPortoPortoPorto
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3.9 stars(67 reviews)
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
£1,399 pp £1,299 pp
per person
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River CruiseRiver Cruise
Trier, GermanyTrier, GermanyTrier, GermanyTrier, GermanyTrier, Germany
Save £300pp
4.7 stars(63 reviews)
2026Oct
2027AugSepOct

Join us as we uncover the Moselle and Rhine, where every bend of the river reveals breathtaking autumnal hues and every port beckons a new discovery. Ancient castles and Roman ruins sprinkle the red, gold, and orange landscape on this leisurely cruise as we sail by sloped vineyards and rolling hills ready for harvest. Visit charming towns like...

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Save £300pp
8 days from
£1,899 pp £1,599 pp
per person
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Puglia & BasilicataPuglia & BasilicataPuglia & BasilicataPuglia & BasilicataPuglia & Basilicata
Save £100pp
2026SepOct
2027AprMayJunAugSepOct

Enjoy stays in two scenic bases, both perfectly located for relaxing and uncovering this unspoilt region of Italy. Travel by First Class rail to admire the iconic sites of ancient Rome before exploring the unique dwellings and UNESCO World Heritage sites of Puglia and Basilicata. Marvel at the otherworldly sassi caves of cliffside Matera and...

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Save £100pp
11-12 days from
£1,699 pp £1,599 pp
per person
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Discovering JapanDiscovering JapanDiscovering JapanDiscovering JapanDiscovering Japan
Half price upgrade
4.4 stars(144 reviews)
2026SepOct
2027MarAprMaySepOct

Discover the contrasting culture, superb landscapes and hidden stories of Japan with expert local guides, enjoying a variety of experiences - from unique cuisine and zen tea ceremonies to futuristic cities and serene island shrines. Experience the buzzing metropolis of Tokyo, where ornate wooden temples are illuminated by flashing neon billboards...

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Half price upgrade
14 days from
£5,299 pp
per person
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Grand Tour of ChinaGrand Tour of ChinaGrand Tour of ChinaGrand Tour of ChinaGrand Tour of China
Half price upgrade
4.6 stars(42 reviews)
2026AugSepOctNov
2027MarAprMaySepOctNov

Uncover an incredible blend of breathtaking modernism and beautiful imperial history on a tour of China's ancient and modern wonders. Step into history during visits to the iconic Forbidden City, Temple of Heaven and the Great Wall of China while in Beijing. Travelling by high-speed rail, explore ancient Xi'an and its astonishing Terracotta Army...

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Half price upgrade
15 days from
£4,099 pp
per person
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Our customers love our Cities & Sights tours
The Romantic Rhine: Amsterdam to Basel
11/Jun
Ruth T
5 stars
“A really enjoyable trip, well-organised with a good balance of excursions and time to relax on board a very well-appointed ship.
Collected by Trustpilot
Jewels of Japan by Rail
11/Jun
James
5 stars
“Highly recommend. Well managed. Great itinerary. An enjoyable holiday.
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
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
Simply Lake Garda
11/Jun
S Collins
4 stars
“Overall, excellent. Jennifer particularly good. Minor niggles re hotel - menu not suited to hot weather, trip hazard to bathroom, unable to open shower door with bath mat on floor - but otherwise superb in all aspects except its location. The climb back up 1/2 a mile of steepish...
Collected by Trustpilot
Lisbon, Porto & the Douro Valley
11/Jun
Jillian Luttin
4 stars
“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
4 stars
“Very enjoyable experience.
Collected by Trustpilot
Treasures of China & Yangtze River Cruise
9/Jun
David
4 stars
“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
4 stars
“Excellent holiday apart from problems with the German trains going and returning
Collected by Trustpilot