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Guided group travel

Tuscany tours

Rustic agriturismi that serve legendary food and drink. Hilltop towns marked by soaring towers. Cultured cities replete with treasured landmarks. Our Tuscany tours take the measure of this beloved region, equal parts humble and haute.

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Tuscany Countryside

What to know before you go

POPULATION
One of Italy’s 20 regions, Tuscany tallies about 3.7 million residents. And though pastures and vineyards form its typical aesthetic, the area’s also sprinkled with buzzy hubs like Pisa, Lucca, and Siena. (Don’t worry: You’ll balance time in cities and the countryside on our Tuscany guided tours!)

CAPITAL
From the banks of the Arno River, Florence has long influenced local and global history: The Renaissance was born and flourished there, and the city’s 14th-century dialect provided the foundation of the modern Italian language. It even served as the young country’s capital from 1865-71.

CULTURAL QUICK TAKE
Mention Tuscany and the Renaissance springs to mind—for good reason. Florence, Siena, Pisa, and Lucca each spawned distinct styles of art before and during the period, and many of their masterpieces still exist. It comes as little surprise, then, that Tuscany boasts the highest concentration of Renaissance art and architecture in the world.

WHAT TO GO FOR
Sipping Chianti straight from the source. Gazing at era-defining artworks. Traveling from town to town, staring at towers that preserve the legacy of medieval families. There’s no lack of things to do in Tuscany, and with ample free time and optional outings built into each itinerary, you can shape your trip to your preferences.

UNIQUE EXPERIENCES ON TOUR
Learn the trick to rolling the perfect pici during a hands-on cooking class, examine Michelangelo’s legacy in modern-day Florence, follow the sloping streets that lace the hill town of Montepulciano, and more.

Plan your trip to Tuscany with a little help from the experts (that’s us!)

You could wait for inspiration to strike—or find some with our tried-and-true travel advice, sightseeing tips, and more.

5 charming cities, towns, and villages to visit in Tuscany

From wall-wrapped Lucca to campanile-studded San Gimignano, this article highlights five spots you simply have to see.

Tuscan wine guide: where to get the best glass

With 11 different DOCG-protected varietals, Chianti’s just the beginning. Prep for our wine tours in Tuscany with this handy reference.

Signature experiences for your memory vault. Why don’t you...

Enjoy the fruits of the Tuscan countryside

Follow a visit to Lucca with a tour of an agriturismo—and whet your appetite before an included lunch with an olive oil and wine tasting. Try it on our Food & Wine: Flavors of Tuscany & Umbria tour.

Find treasure in Tuscany’s famous hills

After a tour of Siena, make your way to San Gimignano—the Town of Five Towers seemingly plucked from medieval times. Try it on our Florence, Tuscany & the Italian Riviera tour.

Dig into the region’s viticultural heritage

Stroll through a Chianti vineyard, learning about the winemaking process before sitting down to a homemade dinner. (And yes, you’ll get to sip on some wines!) Try it on our Undiscovered Tuscany: Lucca, Siena & Maremma tour.

Dine like a prince at a storied villa

Enter the former residence of Niccolò Machiavelli—now a museum, as well as an operating olive grove and vineyard—for a dinner of regal proportions. Try it on our Florence, Tuscany & the Italian Riviera tour.

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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.

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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.

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What travelers are saying about our Tuscany tours

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5 out of 5 stars

Undiscovered Tuscany

1st-time traveler Julie-Anne

This was my first tour and it was a really great tour. The tour guide Barbara V did a fabulous job bringing Tuscany to life for all of us. We visited so many lovely villages and...

5 out of 5 stars

Undiscovered Tuscany

1st-time traveler Sherry

I would do this tour again!! The guide Mary D. was exceptionally knowledgeable about all the areas that we visited. I was solo on this trip. Met some wonderful people. I...

5 out of 5 stars

Undiscovered Tuscany

1st-time traveler Lisa

This tour was so enjoyable. From the small size friendly group to the special places we experienced,Italy keeps winning my heart. Our tour director, Barbara, was really fun and...

5 out of 5 stars

Undiscovered Tuscany tour

1st-time traveler Marvin

This was all we had hoped for and more. We came back more educated concerning the culture, history, and sites than we could have expected prior to the tour. The tour director...

5 out of 5 stars

Tuscany countryside

1st-time traveler Anonymous

Beautiful tour through the countryside of Tuscany. The tour exceeded our expectations! We had 11 people in our group which was the perfect size. Wide range of experiences...

5 out of 5 stars

Lovely Tuscany

5th-time traveler Ann

I returned home from the Go Ahead tour of Tuscany last week- and fortunately I have probably hundreds of photos of lovely places and beautiful scenery to make sure I have many...

5 out of 5 stars

Fantastic tour

1st-time traveler Jane

This tour covers so many towns in Tuscany. The group size is small so you get to know everyone on it and makes it easier to cover so much area. The tour guide Barbara was very...

5 out of 5 stars

Great Tour that exceeded our expectations

2nd-time traveler Barry

This is the 2nd GoAhead tour my wife and I have taken and like the first one, it exceeded our expectations. Mary, our tour guide, was very knowledgeable, caring, and...

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Andiamo—there’s more of Italy to see

Colossal Roman ruins, glimmering alpine lakes, sun-baked islands, and more await beyond Tuscany. Take it all in on the rest of our Italy tours.

Travel tips for Tuscany tours