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Tuscany tours

Soak in picture-perfect landscapes, stroll through hilltop towns, visit one of Italy's most famous wine regions and so much more on our trips to Tuscany.

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Our Tuscany tours

21 tours with dates available through 2023

New
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Tuscany Adventure: Lucca, Siena & Maremma
12 days | 14 days with Florence extension
From 
$2,999*
 $2,849*
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What travelers say about their trips to Tuscany

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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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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Tips for planning a trip to Tuscany

What are the best areas to visit in Tuscany?

Tuscany is home to historic cities like Florence and Siena, charming hamlets like Montalcino and Cortona, and stunning coastlines. Some of the best places to visit on any tour to Tuscany include:

  • Montecatini, the largest and most famous of Tuscany’s spa towns
  • Florence, the city at the center of the Renaissance, and where Michelangelo, Machiavelli, and Galileo are buried
  • Lucca, a town famous for its Renaissance-era city walls, medieval churches, and awe-inspiring towers
  • Siena, where you can traverse the vineyards and farmlands of the Chianti region or explore the UNESCO-listed historic center
  • Cortona, a charming town with sweeping views of the Tuscan countryside
What are the best vineyards to visit in Tuscany?

If you’re planning to travel on one of our Tuscany tours, there’s a good chance you’re going to visit at least one winery. Our top vineyard in the Tuscany wine region is Casato Prime Donne. This is the first all-female Italian winery, and they age their wine in bottles to capture the fragrant fullness. Learn more about it on our list of the top Italian wineries to check off your bucket list.

If you’re looking for tours to Tuscany dedicated just to food and wine, check out our Flavors of Tuscany & Umbria trip.

When is the best time to visit Tuscany?

The best times to plan a trip to Tuscany are from late September to October or from April to May. These months are considered the off-season for travel in Europe, which means you’ll enjoy more comfortable temperatures and fewer crowds at major sites. 

What are some common dishes to order in Tuscany?

Travelers on our Tuscany tours love to get:

  • Pappa al pomodoro. This rich soup is made with stale Tuscan bread, tomatoes, garlic, and basil leaves. 
  • Crostini Toscani. This dish is similar to a baguette with chopped chicken liver sauce spread on top. 
  • Lampredotto sandwiches. The lampredotto is the fourth stomach of the cow. Tuscans cook it in broth and serve it with salsa verde on a bun—it’s a truly delicious experience. 
  • Fettunta. This isn’t really a full dish, but an appetizer. It’s the Tuscan version of bruschetta—a slice of bread with garlic and olive oil.
What to pack for a tour to Tuscany?

If you’re stumped for what to pack for a tour in Tuscany, the best advice we can give is that Italians tend to dress fairly conservatively and fashionably, so you’ll want to pack nicer tops and skip the shorts. We also recommend packing plenty of lightweight pants and tops for the summers, and lots of sweaters for winters. Tuscany can get pretty cold in the winter, so check the weather before you depart.

What advice do you have for planning for a Tuscany trip?

If you’re wondering what to know before visiting Tuscany, our best advice is to live like the locals do and slow down a little. Seek out the hidden gems, soak in the picture-perfect landscapes, and savor every bite, every step, and every moment. These tips for exploring Tuscany come directly from one of our Go Ahead team member, Adam, who traveled there on tour.

Why should I choose one of your Tuscany group tours?

The biggest benefit of choosing from our escorted tours of Tuscany is that we’ll take you to all of the best sites, so you don’t have to worry about any of the planning. Our Tuscany tour packages all have a good amount of free time built in, so you can explore on your own when you’re not on one of the guided tours. Nearly everyone who chooses our group tours to Tuscany comes home with a group of new friends, too.

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