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14 Day Tuscany Itineraries & Tour Packages

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<p>Fourteen-day Tuscany itineraries immerse you in the splendor of rolling emerald hills, terraced vineyards, and the quintessential medieval towns that construct the picture-perfect ambiance of Italy. Whether exploring the grand visions of the Medici in Florence or sipping wine in Montalcino accompanied by a panoramic view, visiting the home of Leonardo da Vinci or discovering a charming coastal village, the wonders of history and passion for daily life will emerge in every moment. Zicasso Italy travel specialists have planned thousands of personalized trips and can design your dream Italian vacation with local expertise and recommendations.</p>

Fourteen-day Tuscany itineraries immerse you in the splendor of rolling emerald...

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Fourteen-day Tuscany itineraries immerse you in the splendor of rolling emerald hills, terraced vineyards, and the quintessential medieval towns that construct the picture-perfect ambiance of Italy. Whether exploring the grand visions of the Medici in Florence or sipping wine in Montalcino accompanied by a panoramic view, visiting the home of Leonardo da Vinci or discovering a charming coastal village, the wonders of history and passion for daily life will emerge in every moment. Zicasso Italy travel specialists have planned thousands of personalized trips and can design your dream Italian vacation with local expertise and recommendations.

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    Trips curated by the world’s top destination experts

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    Concierge-level service leading up to and during your trip

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    Unique, exclusive experiences and insider access

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Ratings of Zicasso's Service
Sunest view of Florence from the Giardino delle Rose

A Perfect Private Tour of Tuscany in 2 Weeks

Places Visited: Florence, Siena +14 more
Places Visited: Florence, Siena, Pisa, Lucca, San Galgano +11 more

14 Day Custom Tour

From $13,700

View of Capri Island from Mount Solaro in Italy

Iconic Italy: Fast-Paced Exploration from Venice to Sicily

Places Visited: Venice, Milan +7 more
Places Visited: Venice, Milan, Sorrento, Chianti, Amalfi Coast +4 more

14 Day Custom Tour

From $6,200

The village of Montefioralle is one of the most beautiful in the Chianti Valley, Tuscany

All Star Italy Luxury Tour: Milan, Como, Tuscany & Amalfi

Places Visited: Milan, Lake Como +3 more
Places Visited: Milan, Lake Como, Amalfi Coast, Florence, Siena 

14 Day Custom Tour

From $13,700

Vernazza, one of the five centuries-old landmarks where car traffic is prohibited, Cinque Terre National Park, Italy

Tuscany & Cinque Terre Tour

Places Visited: Tuscany, Cinque Terre 
Places Visited: Tuscany, Cinque Terre 

13 Day Custom Tour

From $5,900

Positano on Italy's Amalfi Coast

Treasures of Italy Tour: Venice, Florence, Rome & Positano

Places Visited: Venice, Florence +2 more
Places Visited: Venice, Florence, Rome, Amalfi Coast 

13 Day Custom Tour

From $5,900

Trod the paths that were once walked by Cicero and Caesar during a visit to the Roman Forum

Best of Italy in Autumn: 14-Day Romantic Tour

Places Visited: Turin, Florence +3 more
Places Visited: Turin, Florence, Rome, Stresa, Vatican City 

14 Day Custom Tour

From $6,300

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Help Me Plan My Trip

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Help Me Plan My Trip

Zicasso in the News

New York TimesWall Street JournalTravel + LeisureCNN

Reviews of Zicasso's Referral Service

4.9 stars based on 5841 reviews.

Luxury Italy Vacation Review: Venice, Rome, Milan, Florence,...

"...you cannot go wrong with this agent by your side! The knowledge, ease and convenience she brings to the holiday is most definitely worth it!"

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Reviewed By Barbara K.

Review: Luxury Italy Vacation, Milan, Lake Como, Cinque...

"Our agent worked carefully with us from the beginning to get the right mix of independent travel and guided travel during our trip."

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Reviewed By Larry H.

Italy Travel Review: Rome, Cinque Terre, Venice, Florence,...

"Our travel agency made the planning process very smooth."

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Reviewed By Peter B.

Italy Tour Review: Rome, Florence, Tuscany, Cinque Terre,...

"In general, the trip was fantastic! I worked with a Zicasso tour operator to create a trip and she came through with a terrific itinerary."

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Reviewed By Thomas B.

Italy Tour Review: Milan, Venice, Florence, Rome, Tuscany,...

"This Italy travel agency is a top notch tour company."

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Reviewed By Brian K.

Travel Review: Luxury Italy Tour, Rome, Florence, Venice,...

"... the service and attention that my family received was exceptional."

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