
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 5579 verified traveler reviews.
I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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The trip was amazing all around. Incredible. The service and itinerary were perfect. We highly recommend Zicasso's travel company.
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Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.
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It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.
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My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.
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The trip was absolutely beautiful and well planned. Zicasso's travel expert did a fantastic job and she was on top of everything. She texted me every night with the next day's plans. The only negative aspect of the trip was that the Sorrento hotel had no air conditioning. The rooms and lobby were extremely hot, hovering around 80° day and night.
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