Landscape in Tuscany, Italy
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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