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Chianti tours

Chianti tours

Hike through the vineyards and farmlands, admire sweeping views of the rolling Tuscan hillsides, and sample the area’s rich red wines on our trips to Chianti.

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Travel to Chianti on tour

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Showing 4 of 4 tours
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Tuscany Adventure: Lucca, Siena & Maremma
12 days | 14 days with Florence extension
From 
$3,219*
 $2,669*
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THROUGH MAY 23
Save up to $350 & lock in lowest prices
on 2022 and 2023 trips during our Traveler Favorites Sale!†

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What travelers are say about their trips to Chianti

Could not have been better.
05/09/19 by 3rd-time traveler Anthony
Just to set the stage, we were a father (70's) and son (40's) traveling together in Tuscany and the Ligurian Coast. As for the tour itself it is extraordinarily well planned giving the visitor the chance to see the lovely Tuscan cities/towns of Florence, Siena, San Gimingano and Lucca.
Florence, Tuscany & the Italian Riviera
Wonderful Walking Tuscany Tour
10/12/19 by 2nd-time traveler Daphne
The beauty of Tuscany was showcased in this wonderful walking tour. The accommodations in Montecatini were great as were the accommodations in Pienze. Both hotels were charming and steps from “downtown” areas.
Tuscany Walking Tour
Northern Italy is breathtaking
05/09/19 by 2nd-time traveler Elaine
This was my fourth trip to Italy but my first to the north. Its beauty is breathtaking and far less "touristee" than southern locations. Go Ahead picks great locations for your hotels so that you are able to walk to most anywhere you want to go and this is a big plus.
Florence, Tuscany & the Italian Riviera
Exploring Tuscany
05/09/19 by 1st-time traveler Pamela
This was our first GoAhead tour. It was even better than we expected. A perfect balance of walking tours and free time. Our tour guide, Bojan, was always professional and organized with the itinerary. His knowledge of the history of what we were seeing was very impressive.
Florence, Tuscany & the Italian Riviera
What's not to love about Italy!
09/07/19 by 2nd-time traveler Mary
This is my second Go Ahead tour to Italy. I wondered if it could be as amazing as my first trip...it was! I loved pulling away from the more well-known locations and out into the Tuscany countryside. Walks were very doable and included strolls through vineyards and olive orchards.
Tuscany Walking Tour

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Choose from 175+ tours all around the world. Need help narrowing down? Call our experts at 1-855-935-4674 to talk through how you like to travel.

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Sit back and get ready for your trip

Your tour includes hotels, breakfast daily and other select meals, comfortable transportation, an expert Tour Director, guided sightseeing, and more.

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Take off on an adventure, stress-free

Your local Tour Director will meet you and your group on the first day, and be your go-to for the best sites, flavors, and stories of the region.

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Travel inspiration

Find travel tips, trip planning advice & more from our team of travel experts!

Global cuisine
Spotlight on Italian food & wine

A long-time traveler favorite, Italy offers as many culinary delights as sightseeing highlights. Join Tour Director Claudia on a virtual trip to the vineyards of Tuscany, before taking a deep dive into the culinary customs and traditions of more of Italy's top food and wine regions.

Read more

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