Landscape in Tuscany, Italy
29,000+ Verified Traveler Reviews

Tuscany Tours & Vacations

The emerald rolling hills and expansive rustic landscapes of Tuscany have captured and inspired imaginations for millennia. Discover grandiose castles and medieval abbeys nestled in the hidden countryside. Explore the timeless and classic influences of the Renaissance, which sparked a cultural movement that forever changed the world.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Tuscan landcape with green rolling hills, cypress trees and poppies

8 Day Trip IdeaFrom $3,700

Extraordinary Tuscany Vacation: Countryside, Riviera & More

Carrara,  Lucca,  Pisa,  Cinque Terre,   Florence +1 more
Sunest view of Florence from the Giardino delle Rose

14 Day Trip IdeaFrom $13,700

A Perfect Private Tour of Tuscany in 2 Weeks

Florence, Siena, Pisa, Lucca, San Galgano +11 more
Tuscan pecorino cheese on display in Tuscany, Italy

8 Day Trip IdeaFrom $3,600

A Foodie's Slow Tour of Tuscany

Rome, Montepulciano, Pienza, Castellina in Chianti, Greve in Chianti +4 more
Vernazza, one of the five centuries-old landmarks where car traffic is prohibited, Cinque Terre National Park, Italy

13 Day Trip IdeaFrom $5,900

Tuscany & Cinque Terre Tour

Tuscany, Cinque Terre 
Salumi al Banco, Norcia, Umbria, Italy

10 Day Trip IdeaFrom $7,000

10-Day Umbria and Tuscany Exploration Tour

Norcia, Montalcino, Florence 
Piazza del Campo with gothic town hall building and tower in Siena, Italy

8 Day Trip IdeaFrom $3,600

Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

Siena, Cortona, San Gimignano, Volterra, Grosseto +1 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Vineyard in Tuscany, Italy

9 Day Trip IdeaFrom $4,100

Culture of Tuscan Wine & Cuisine Tour

Florence, Carmignano, Chianti, San Gimignano, Volterra +5 more
Vineyards in Piedmont with snow capped mountains in the background

9 Day Trip IdeaFrom $4,100

An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

Barolo, Barbaresco, Alba, Greve in Chianti, Radda in Chianti +1 more
Medieval town of Cortona in Tuscany, Italy

8 Day Trip IdeaFrom $3,600

Tuscany Tour of Medieval Cities & Renaissance Preserves

Florence, Pisa, Lucca, Cortona, Arezzo +3 more
The ruins of the Roman Forum, Rome, Italy

16 Day Trip IdeaFrom $7,200

Tour of Italy: Milan, Lake Como, Venice, Tuscany & Rome

Milan, Venice, Lake Como, Florence, Chianti +7 more
Woman raising a glass of wine, enjoying the view at sunset in Tuscany

10 Day Trip IdeaFrom $4,500

Finest Wines of Tuscany & Central Italy Tour

Italy, Tuscany, Rome, Umbria, Pisa +9 more
Photo courtesy of: Hotel Castello di Casole © Belmond.

7 Day Trip IdeaFrom $3,200

One Week in the Tuscan Countryside Tour

Rome, Tuscany, Montepulciano, Pienza, Montalcino +5 more

4.9

Reviews of Zicasso's Tuscany Tours & Vacations

Based on 6206 verified traveler reviews.

Tracy S.
Italy Trip Review: Bike Tour, 5 Nights

It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.

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Judy B.
Italy Trip Review: Rome, Milan, Venice, Lake Como, 1 Week

Everything went perfectly. We had such a good time. All our tour guides were expert historians. All the car pick-ups and trains went smoothly. We added a last-minute tour in another city and Zicasso's travel specialists were so accommodating. I highly recommend them.

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Michael W.
Italy Vacation Review: Florence, Tuscany, Umbria, Local Cuisine, Museums, 14-Day Trip

My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us. It was a two-month process of back and forth, but no matter what we asked of her, she delivered several options.

We had a perfect mix of historical Florence and its museums, and wonderful restaurants, and the Tuscany and Umbria countryside experience. And on our first day, when our flight into Florence got diverted to Milan, we had the peace of mind that our travel specialist was there to help with her much appreciated support.

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Jess G.
Italy Tour Review: Mount Etna, Ravello, Wine Tasting, ATV Tour, Local Cuisine, 1 Week

Working with Zicasso’s travel specialist and the team was easy and wonderful. Our group enjoyed all of our excursions and tours. The drivers and guides were all wonderful, kind, and informative. Our arrangements for staying were clean, accessible, in great locations, and with incredibly friendly staff. The daily reminders were perfect and the few times we had questions, the response was timely and helpful.

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Richard S.
Italy Tour Review: Florence, Montepulciano, Tuscany, Pompeii, Cooking Class, Wine Tasting, Olive Oil Experience, 11 Nights

From start to finish, this was an amazing trip! All the accommodations were excellent, the tour guides were knowledgeable and engaging, our drivers were friendly and helpful, and the experiences (walking food tours, cooking class, wine tastings) were just what we wanted! We are extremely happy with the help we received from Zicasso's travel specialists, all the arrangements that were made, the communication throughout our stay—the entire trip!

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Sarah K.
Italy Travel Review: Local Cuisine, 3 Weeks

We loved our itinerary! We gave the locations we wanted to visit to Zicasso’s tour operator and they fit everything in. They were with us every step of the way and listened to feedback about any adjustments, and stayed within budget.

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