14 Day Tuscany Itineraries & Tour Packages
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.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience
14 Day Trip IdeaFrom $13,700
A Perfect Private Tour of Tuscany in 2 Weeks
14 Day Trip IdeaFrom $6,200
Iconic Italy: Fast-Paced Exploration from Venice to Sicily
14 Day Trip IdeaFrom $13,700
All Star Italy Luxury Tour: Milan, Como, Tuscany & Amalfi
13 Day Trip IdeaFrom $5,900
Treasures of Italy Tour: Venice, Florence, Rome & Positano
14 Day Trip IdeaFrom $6,300
Best of Italy in Autumn: 14-Day Romantic Tour
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.
Reviews of Zicasso's 14 Day Tuscany Itineraries & Tour Packages
Based on 6126 verified traveler reviews.
First time to the Olympics and an add-on to Switzerland! Zicasso’s travel specialist was great at listening to our needs and putting together an itinerary.
Our trip to Livigno was fantastic! The location to the two Olympic venues was ideal.
All of the details were covered and when we had a change in one of our day tours due to potential avalanches, the team at the travel company was extremely responsive and was able to adjust.
All of our transportation was well organized and on time. We also had to pivot when our flights home to the US were changed due to weather and the team quickly helped with adjustments to our schedule.
We loved the train from Italy to Switzerland.
We highly recommend this travel specialist and the travel company!
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We had great hotel and tour picks.
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Our experience with Zicasso’s travel company was simply outstanding! Our travel specialists provided top-notch service, from the initial planning to the entirety of the trip.
They were able to secure housing for us in Livigno during the Olympics when no one else was able to do so. Responsiveness to our inquiries during the planning process was always prompt and thorough. Communication regarding the next day's agenda throughout the trip was excellent, including the contact information for our drivers and tour guides, tickets for events, and links to Google Maps, with directions, when needed. If we could give them more than five stars, we would!
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We had a great trip. It was logistically perfect. The hotels were great and the guides were exceptional.
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We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.
For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.
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In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.
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