Landscape in Tuscany, Italy
30,000+ 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 6221 verified traveler reviews.

Italy Travel Review: Rome, Florence, Tuscany, Food Tour, Wine Tasting, 9-Day Trip

Zicasso’s travel company did a great job and was very responsive. The guides and drivers were excellent. It was a wonderful family trip.

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Italy Travel Review: Sicily, Taormina, Valley of the Temples, 5-Day Trip

Aside from the delay because of the time change, working with Zicasso’s travel specialist was great. She took care of all arrangements in Sicily once our decisions were made. She confirmed with every hotel, driver, and guide, making sure our travel was effortless.

The guides were great, adding so much historical information to our attractions. Our drivers were friendly, providing us with clean, comfortable vehicles, safe driving, and interesting conversation about modern life in Italy. Our hotels were high-end, in city centers, with amazing breakfast buffets and professional, kind staff.

We used a reputable tour group for our first week of mainland Italy travel, but our experience with this travel specialist far surpassed the tour group experience and our expectations. I would not hesitate to use her again for any travel plans in Italy. She checked in with us pre-, mid-, and post-travel. There wasn’t one hiccup with the plans she made for us.

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Italy Vacation Review: Rome, Florence, Vatican, Colosseum, Roman Forum, Trastevere, Private Guide, Food Tour, 7-Day Trip

Zicasso’s travel company helped us plan a trip that exceeded our expectations. From the hotels to the guides to the scheduling of events, things could not have gone smoother. We visited all the sites and did all the things we wanted to do, and still had free time to roam on our own. This team is top-notch and we highly recommend them.

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Italy Vacation Review: Venice, 1 Week

The trip was fantastic. Zicasso’s travel specialist was so helpful every step of the way. She made sure even the smallest details were perfect. I would definitely use her again.

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Italy Tour Review: Rome, Florence, Venice, Private Tours, 12 Nights

Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.

What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.

The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.

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Italy Travel Review: Verona, Bolzano, Food Tour, Wine Tasting, 1-Week Trip

Zicasso’s travel company was amazing to work with! They really took care of every detail for a worry-free experience! They were very responsive during planning and the trip. All of the locations and accommodations were exactly what I wanted. I cannot recommend them enough!

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