Cypress tree lined, winding road through the hills of Tuscany, Italy.
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Ten Day Tuscany Itineraries

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Tuscany offers a perfect experience of Italy, and a 10-day itinerary is a great length of trip to enjoy it all. Medieval towns crown the iconic rolling hills, artistic mastery spreads from famous museums, and history comes alive among ancient vineyards and traditional cuisine. Zicasso travel specialists use their local knowledge and regional expertise to plan Italy vacations personalized to every traveler. Embrace the splendors of Tuscany and use our sample itineraries for inspiration before connecting with a travel specialist to plan your trip.

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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Woman raising a glass of wine, enjoying the view at sunset in Tuscany
Finest Wines of Tuscany & Central Italy Tour

10 Day Custom Tour

Dynamic pricing from $3,575

On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.

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City view and Arco della Pace at Piazza Sempione, Milan, Italy
The Great Escape to Tuscany Tour

8 Day Custom Tour

Dynamic pricing from $2,859

This is a land of gentle rises and fecund meadows, where grapes grow fat in the summer sun and Italian nobles retire to enjoy the countryside. It’s a place of fine art and delectable food, cosmopolitan cities and entrancing towns, timeless history and endless culture. It’s a region of untrammeled natural beauty and unbounded imagination, the home to some of the great minds and great landscapes in the world. This is Tuscany, and there’s nowhere else quite like it.

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Gondolas on Venice canal at sunset
Rome, Tuscany & Venice Vacation Tour for Families

9 Day Custom Tour

Dynamic pricing from $7,015

Give the gift of togetherness on a handcrafted family vacation tour to Rome, Tuscany, and Venice. The kids will delight in following in the footsteps of Roman emperors onto the grounds of the mighty Colosseum. The family will bond together mixing flour and eggs to create traditional Tuscan pasta. The scent of pizza and melted cheese drifts from hidden trattoria doorways. You can marvel at priceless art emblematic of masterpieces, from the David to the La Primavera. Introduce the kids to unparalleled culture and indulge in the distinctive splendor of Italy.

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Romantic sunset gondola ride, Italy, Venice

Italy overflows with gorgeous vineyards and enchanting palaces, captivating artistry and fantastic cuisine, a land of secluded piazzas and stolen kisses, modern luxuries, and historical opulence. Bask in the endless romance of Venice and Florence during your custom tailored tour that will allow you to discover the charismatic frescoes and chambers once used by the powerful aristocracy. Stroll along medieval Tuscan cobblestone streets and glide down the Grand Canal on a private gondola ride. Witness the allure of where the past meets the present, in the ambiance of enduring majesty.

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Church of San Biagio in Montepulciano, Italy
Historical Immersion Tour of Stunning Tuscany

10 Day Custom Tour

Dynamic pricing from $3,575

Your customizable 10-day historical tour of Tuscany will lead you from Florence to Siena and from Chianti to the Val d’Orcia. This tour immerses you in celebrated artworks, notable grape varietals, antique defensive walls, and dramatic cathedral facades. Discover the authentic beauty of the countryside among rows of cypress trees and uncover the secrets of crafting handmade pasta.

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Morning view of the Ponte Vecchio bridge in Florence, Italy.
Spirit of Tuscany Tour: Highlights of Florence and Siena

10 Day Custom Tour

Dynamic pricing from $3,575

Indulge in this immersive Italy tour that highlights the splendors of Tuscany. Authentic comforts and traditions emerge through delicious wine-tasting tours, a private cooking class, and the exceptional artwork that has been etched into the churches and displayed in museums. Whether basking in the magnificent design of Michelangelo’s David or indulging in tranquil views from the top of antique walls, you can find authentic beauty in the best of Tuscany.

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Reviews of Zicasso's Referral Service

4.89 stars based on 4408 reviews.

Italy Vacation Review: Venice, Florence, Tuscany, Rome,...
"Our travel company did an amazing job of suggesting different...

Reviewed By Jean L.

Italy Travel Review: Venice, Florence, Rome, Tuscany, Vatican,...
"Darya planned an amazing trip for us in Venice, Florence,...

Reviewed By Elissa T.

Italy Mother/Son Travel Review: Rome, Sorrento, Capri, Florence,...
"...this travel company did a phenomenal job listening to...

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Italy Travel Agent Review: Tuscany, Amalfi Coast, Rome,...
"Alessandra was very nice and easy to work with"

Reviewed By Neha P.

Italy Tour Review: Venice, Pisa, Florence, Rome, Architecture,...
"Nicoletta planned a wonderful for trip for us. She paid...

Reviewed By Jean D.

Luxury Italy Family Vacation Review: Florence, Tuscany,...
"It was a magical trip for our family and Diana/team provided...

Reviewed By Tom O.