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Book your way into the backdoor of a city – discover the heart of a place as only the locals can show you.

The streets of every city hold secrets that only the locals are wise to. Vibrant neighbourhoods on the outskirts of the skyscrapers and hole-in-the-wall local haunts overshadowed by corporate chains give you a more intimate offering of the city’s history, culture, and everyday life. Even if you know a city like the back of your hand, there’s always more to explore beneath the surface. These top trips for discovering a city inside out will give you a deep dive into the world’s coolest cities.

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Springtime on a street in the historic Higashiyama distirct of Kyoto during sunset with cherry blossoms

Japan by Train: The Grand Tour

Each year, millions of tourists visit Japan for a glimpse of its mountain-dotted landscapes and tucked-away onsens. To catch all of the region’s highlights, however, your best bet is following an expert-curated itinerary. On our Japan Rail Trip, you’ll see the deer on Miyajima Island, for example, which – according to folklore – are considered sacred messengers from the gods. You’ll also experience the city lights of Osaka, Hiroshima, Kyoto and Tokyo, watching sumo wrestlers train and learning how to make sushi in the capital. Not to mention many an hour spent in neon-lit karaoke bars.

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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Abanotubani in Tbilisi with castle atop a hill and domed structures in the square

Georgia and the Caucasus

Georgia’s capital, Tbilisi, has a rich and fascinating history. At the crossroads of Europe and Asia, it’s characterised by an eclectic mix of architectural styles and cultural influences. You’ll get under the skin of the city with our Local Insider by your side on this nine-day trip, which includes a guided walking tour of Tbilisi’s old quarter, a hearty lunch of khachapuri (traditional cheese-filled bread), and a visit to the Museum of Georgia. At the Dezerter Bazaar, Georgia’s largest food market, you’ll purchase fresh ingredients to use in a Georgian cooking class.

From US$1359.2 Next available from 26th Apr 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Tbilisi, Georgia
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ENDS AT Tbilisi, Georgia
DURATION 9
GROUP SIZE 16
PHYSICAL RATING
Moderate info icon
STYLE
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Gethin Morgan, Nick Dauk, Emma Gibbins and Grace Beard contributed 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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