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Top Culture Trips to See the World's Coolest Cities and Towns

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Uncover the best bars, restaurants and cultural happenings on these insider-led small-group trips through your favourite cities.

What makes a city cool? Is it the food scene and reliable watering holes? The hip vibes or the steady stream of new openings that even keeps the locals on their toes? We think it’s all of the above, and then some. From the buzzy markets of Mexico City to the trend-setting restaurants of Tokyo, these top Culture Trip adventures will show you the world’s coolest cities and towns, with Local Insiders as your guide.

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Two men carrying shields and spears stand in front of Al-Khazneh temple in Petra

Discover Jordan

Get to know Jordan’s past and present with this eight-day trip. Amman has its share of ancient sites, but wandering the streets for food stalls, hole-in-the-wall bars and buzzing markets will give you a taste of what today’s locals love. The pink Nabataean city of Petra is a lovely contrast. It may be 2,000 years old and have a dearth of residents, but crowds still flock to its carved monastery in droves. Luckily for you, you’ll be trekking through the Wadi Ghurab mountains up to Petra’s hush-hush back door.

From US$2396.15 Next available from 26th Apr 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Tirana, Albania
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ENDS AT Dubrovnik, Croatia
DURATION 11
GROUP SIZE 16
PHYSICAL RATING
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STYLE
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Neon signs, Kabukicho, Shinjuku, Tokyo, Japan, Asia

Japan by Train: The Grand Tour

Japan’s contrasts are writ large between its densely populated, neon-lit cities and the peaceful beauty of the country’s rural areas, where you can spot wildlife, visit bamboo forests and tick off ancient temples. Want to experience both sides? Culture Trip’s 12-day Rail Trip starts in the large port city of Osaka and finishes in Tokyo. Along the way, you’ll stay in traditional ryokan inns with on-site onsen (hot springs), marvel at Mount Fuji from Lake Ashi and visit the Fushimi Inari shrine.

From US$4557.52 Next available from 2nd Mar 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Osaka, Japan
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ENDS AT Tokyo, Japan
DURATION 12
GROUP SIZE 16
PHYSICAL RATING
Moderate info icon
STYLE
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Vietnamese street vendor carrying buckets passes through the Japanese Covered Bridge in Hoi An Old Quarter

Vibrant Vietnam

Vietnam is a country bookended by two megawatt cities: Ho Chi Minh and Hanoi. But it’s worth making time to explore the more rural areas, too, where you’ll discover unspoilt highlands, mountains interspersed with rice paddies and welcoming communities. See the best of both sides with this 12-day Vietnam adventure, which takes you from the bustling night markets of Hanoi, through the rural valley of Mai Cau to the seascapes of Lan Ha Bay, and down to the dreamy, lantern-lit streets of Hoi An.

From US$1614.15 Next available from 8th Mar 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Ho Chi Minh City, Vietnam
arrow pointing to the right
ENDS AT Hanoi, Vietnam
DURATION 10
GROUP SIZE 16
PHYSICAL RATING
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STYLE
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Mandi Keighran and Gethin Morgan contributed additional reporting to this article.

If you click on a link in this story, we may earn affiliate revenue. All recommendations have been independently sourced by Culture Trip.
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