Skip to main content
logo
1-800-590-1161Help & contactEarn free travel
logo1-800-590-1161
Home
Tours
Chianti tours
GUIDED GROUP TRAVEL

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.

June 2024

June
2024
SuMoTuWeThFrSa
Showing 3 of 3 tours
Undiscovered Tuscany: Lucca, Siena & Maremma
12 days | 14 days with Florence extension

4.8 out of 5 stars

20
From 
$3,779*
 $3,629*
View tour
View tour
Seasons of Travel Flash Sale
Save up to 20% by 6/18
Top deals are on fall and spring Europe trips for 2024 and 2025.†
Back to browse all tours →

Get paired with your perfect tour

Answer six questions and we’ll narrow down our 175+ tours to just a few that are made for you.

Take the quiz

Already booked? Add excursions!

Add handpicked experiences to dive deeper into culture, and stay longer on the tour extension.

Combine your Club Go credits

If you have an account, you’re part of Club Go—and you earn rewards after every trip.

Group travel made easy


Pick your perfect trip

We offer 200+ immersive, guided tours around the world. Wherever you choose to go, you’ll enjoy lots of advantages that make traveling with us different.


Put just $99 down

That’s all it takes to secure a spot on one of our group tours when you sign up for AutoPay. Plus, you can pay in interest-free, monthly installments.


Prep your packing list

While you’re deciding what to take, we’ll be busy arranging your hotels, meals, tickets, and more tour essentials. That’s what going guided is all about.


Go far (and get rewarded)

Take off on your big adventure—
but why stop there? Every trip you book
with us earns rewards that you can
use to keep expanding your horizons.

Not sure which tour is right for you?
We're here to help.

departure board
Chat online

Chat instantly with us during our normal hours, or leave a message and we’ll get back to you ASAP.

Chat now


departure board
Schedule a call

Let us know your preferred time to chat and a travel expert will reach out.

Schedule now


departure board
Call us

We’re available every day from our offices in Boston and Denver at 1-855-590-1161

Call now


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

Travel inspiration

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

See the latest from our travelers @goaheadtours

Find us on Instagram