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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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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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Aerial view of Christ and Botafogo Bay from high angle.

Dazzling Brazil

Get a feel for the samba spirit on our nine-day epic in Brazil, starting and ending in two of the world’s liveliest cities. First is the giant metropolis of Sao Paulo, where our Local Insider will show you the trendy, street-art-filled neighbourhoods in the shadow of the city’s skyscrapers. Learn about Oscar Niemeyer numerous architectural masterpieces across the city, before shooting off to the countryside for a few days. After some beach therapy in Paraty Bay we’ll return to the thrill of city life – and it doesn’t get more thrilling than Rio de Janeiro. You’ll have four days in Rio, visiting Christ the Redeemer and sipping cocktails atop Sugarloaf Mountain, learning samba moves at a Carnaval experience and having plenty of time to work on your volleyball skills at the beach.

From US$1205.55 Next available from 3rd Feb 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Rio de Janeiro, Brazil
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ENDS AT Buenos Aires, Argentina
DURATION 9
GROUP SIZE 16
PHYSICAL RATING
Easy 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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