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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
4.6 stars(240 reviews)
2026JunJulAugSepOct
2027MarAprMayJunJul...
12 days from
£2,299 pp
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ClassicClassic
Highlights of Tuscany
4.4 stars(279 reviews)
2026JunJulAugSepOct
2027AprMayJunAugSep...
10 days from
£1,999 pp
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ClassicClassic
Lisbon
4.2 stars(94 reviews)
2026JunAugSepOct
2027AprMayJunAugSepOct
15 days from
£3,399 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?

127 results matching: Cities & Sights Escorted Holidays

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DiscoveriesDiscoveries
DesenzanoDesenzanoDesenzanoDesenzanoDesenzano
4.2 stars(344 reviews)
2026JunJulAugSepOct
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
£1,649 pp
per person
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ClassicClassic
Highlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of Tuscany
4.4 stars(279 reviews)
2026JunJulAugSepOct
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
£1,999 pp
per person
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ClassicClassic
Taj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, AgraTaj Mahal, Agra
Save up to £500pp
4.8 stars(573 reviews)
2026SepOctNov
2027JanFebMarAprSep...

Follow in the footsteps of maharajas on our bestselling Indian tour, uncovering the gems of India's Golden Triangle and the former colonial retreat of Shimla. Embrace the many wonders of this mystical country on this unrivalled overland journey. Enjoy the bustle of Delhi's bazaars on a rickshaw ride, visit Shimla to uncover the former summer...

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Save up to £500pp
14 days from
£2,599 pp £2,299 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(250 reviews)
2026JunJulAugSepOct
2027AprMayJunJulAug...

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

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7 days from
£1,799 pp
per person
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ClassicClassic
Zell am SeeZell am SeeZell am SeeZell am SeeZell am See
4.2 stars(246 reviews)
2026MayJunJulAugSepOct
2027AprMayJunJulAug...

Explore the beautiful towns and landscapes of the Austrian Alps based in an all-inclusive hotel in the charming town of St Johann, with drinks included with dinner each evening. 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...

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9 days from
£1,799 pp
per person
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ClassicClassic
The Italian RivieraThe Italian RivieraThe Italian RivieraThe Italian RivieraThe Italian Riviera
2026JunJulAugSepOct
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
per person
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River CruiseRiver Cruise
BaselBaselBaselBaselBasel
4.4 stars(135 reviews)
2026JunJul
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
£1,699 pp
per person
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DiscoveriesDiscoveries
Nyhavn CanalNyhavn CanalNyhavn CanalNyhavn CanalNyhavn Canal
Save up to £500pp
4.3 stars(122 reviews)
2026JunJulAugSepOct
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 majestic Stockholm. In the Swedish capital we visit the tiny Old Town, Gamla Stan, one of the...

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Save up to £500pp
8 days from
£1,999 pp £1,799 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
Save up to £500pp
4.4 stars(191 reviews)
2026JunJulAugSepOct
2027AprMayJunJulAug...

Experience the beauty of Norway from its 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...

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Save up to £500pp
8 days from
£2,879 pp £2,679 pp
per person
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River CruiseRiver Cruise
Danube RiverDanube RiverDanube RiverDanube RiverDanube River
4.4 stars(30 reviews)
2026JunJulAug
2027JunJulSep

Journey down the blue Danube, where each bend in the river reveals a new tapestry of architectural wonders and culture. Delve into the history of the Ottoman and Habsburg empires and wander among inspiring architecture in Budapest and Vienna. Sail through the beautiful Wachau Valley to Dürnstein and captivating Melk Abbey. Discover the beauty of...

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11 days from
£2,699 pp
per person
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ClassicClassic
New England in the FallNew England in the FallNew England in the FallNew England in the FallNew England in the Fall
Save up to £500pp
2026SepOct
2027SepOct

On this new itinerary for 2026, experience scenic railways on an unforgettable tour of New England in the Fall. Travel through spectacular mountain scenery lit up with vivid colours on this autumn tour along America's scenic East Coast. Stay in Boston with time to explore its history and culture, then journey by boat to fascinating Salem. ...

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Save up to £500pp
10 days from
£3,599 pp £3,299 pp
per person
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River CruiseRiver Cruise
Schonbrunn Palace Gardens, ViennaSchonbrunn Palace Gardens, ViennaSchonbrunn Palace Gardens, ViennaSchonbrunn Palace Gardens, ViennaSchonbrunn Palace Gardens, Vienna
4.9 stars(50 reviews)
2026JunJulAug
2027JunJulSep

Fly to Munich for a luxurious cruise down the blue Danube, uncovering the beauty and culture of this scenic river. Delve into the rich history of the Ottoman and Habsburg empires and wander among inspiring architecture in Budapest and Vienna. Sail the beautiful Wachau Valley, visiting Dürnstein and historic Melk Abbey. Arriving in the Slovakian...

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8 days from
£1,799 pp
per person
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Our customers love our Cities & Sights tours
Simply Lake Garda
9/May
Matan Sowatskey
5 stars
“It was a very nice experience. The tour was very well managed the people were very nice and I had a great time.
Collected by Trustpilot
First-Class Carcassonne, Châteaux & Vineyards
8/May
Fenella
5 stars
“Excellent tour manager
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
Oslo, Stockholm & Copenhagen
22 Oct 2025
Mr Carter
5 stars
“The guide was excellent, as were the local guides. The trip was well organised with everything going to plan. The room we had in Stockholm was rather small and a little short on power sockets in convenient places. It would have been much better if we could have had a direct...
Collected by Trustpilot
The Romantic Rhine: Amsterdam to Basel
17 Aug 2025
Helen Antrichan
5 stars
“Everything was so well planned and organised. The ship was perfect and staff were wonderful.
Collected by Trustpilot
The Classic Blue Danube: Passau to Budapest - Fly
03 Aug 2025
Matt
5 stars
“Excellent tour from Great Rail Journeys. The river cruise itinerary was excellent. The Amadeus Imperial was fabulous. The value offered, including all the excursions, was exceptional. Really pleased with our holiday and will definitely travel with Great Rail Journeys again.
Collected by Trustpilot
The Classic Blue Danube: Passau to Budapest
31 Jul 2025
Old Bob
5 stars
“Excellent trip, well organised with top quality travel by trains and river boat
Collected by Trustpilot
Highlights of Norway’s Fjords & Cities
10/May
Nicola Bailey
4 stars
“Great week away, very well organised, especially by Phil the tour manager, he was great.
Collected by Trustpilot
Tuscany: Florence, San Gimignano & Pisa
7/May
David Fitzsimmons
4 stars
“Quality of travel and hotels excellent. Food mostly good. Places visited faultless - it was Tuscany for God’s sake. Some talks over descriptive. Found the length of guided walks exhausting. But this was of my own fault. I should have been younger and less infirmed. Hilary, our leader was near...
Collected by Trustpilot