Discover our luxurious Tuscany travel experiences

EMBRACE RENAISSANCE SPLENDOR

The city of Florence welcomes with marble statues and narrow lanes. You can stand before the Duomo or cross the Ponte Vecchio as private guides lead you beyond the main crowds and into quiet studios where master craftspeople still practice centuries-old techniques.

EPICUREAN DELIGHTS AND VINEYARDS

Savor the robust flavors of a perfectly aged Italian wine. The landscape offers more than just scenery. Enjoy a sensory journey through olive groves and cellars where tradition meets the glass. Get lost in the rhythm of the harvest and the warmth of local hospitality.

EXPLORE MEDIEVAL TUSCAN TOWNS

San Gimignano and Siena tell stories of ancient power and prestige. Climb towering stone structures or sit in a sun-soaked piazza while the world passes by in a blur of terracotta and gold. Every alleyway holds a secret from a bygone era in Italy’s long history.

Expert advice for your Tuscany trip

STRATEGIC TIMING

Choosing the right season for your tour

Spring brings vibrant wildflowers and mild days, while fall offers the drama of the harvest. Each month provides a distinct flavor of the region.

  • Visit in May for lush greenery and comfortable walking temperatures in Tuscany.
  • October brings the grape harvest and spectacular foliage for your Tuscan trip.
  • Travel in the winter months for quiet museums and cozy, truffle-focused dinners. 

SEAMLESS LOGISTICS

Effortless travel in the Tuscan countryside

Let our local specialists handle the details so you can focus entirely on your private experience exploring the breathtaking Tuscan countryside.

  • Travel comfortably around Tuscany as our specialists arrange expert private drivers.
  • Enjoy seamless door-to-door access between Tuscany’s historic wine estates.
  • Benefit from local knowledge as our specialists navigate the logistics of your trip.
Design My Tuscany TripDesign My Tuscany Trip

Art is the heartbeat of this legendary city. You can explore the Uffizi Gallery with an expert historian and witness the dawn of modern creativity. The evening air fills with the aroma of fresh pasta and the sound of distant bells.

Explore Florence

FLORENCE

FLORENCE

Rolling hills define this iconic wine region. You will find farmhouses tucked between cypress trees and endless vineyards that produce celebrated red blends. Chianti is a place where time slows down and every meal feels like a celebration.

Explore Chianti

CHIANTI

CHIANTI

This UNESCO World Heritage Site looks like a Renaissance painting come to life. The winding roads and isolated villas create a sense of peace that few places can match. Its beauty is raw, cinematic, and profoundly moving.

Explore Val d’Orcia

VAL D’ORCIA

VAL D’ORCIA

Explore extraordinary destinations and hidden gems

Visit remarkable places in unforgettable ways on immersive custom trips by Zicasso, the most-reviewed and highest-rated luxury travel company.

Design My Tuscany Trip

FLORENCE

Art is the heartbeat of this legendary city. You can explore the Uffizi Gallery with an expert historian and witness the dawn of modern creativity. The evening air fills with the aroma of fresh pasta and the sound of distant bells.

Explore Florence

CHIANTI

Rolling hills define this iconic wine region. You will find farmhouses tucked between cypress trees and endless vineyards that produce celebrated red blends. Chianti is a place where time slows down and every meal feels like a celebration.

Explore Chianti

VAL D’ORCIA

This UNESCO World Heritage Site looks like a Renaissance painting come to life. The winding roads and isolated villas create a sense of peace that few places can match. Its beauty is raw, cinematic, and profoundly moving.

Explore Val d’Orcia
Design My Tuscany Trip

Take the first step toward your unforgettable journey

Your greatest travels in Tuscany await

Personal travel expertise with hand-picked tour operators

How Zicasso works

Here's how we create life-enriching 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 specialist

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.

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Headquarters: 650 Castro Street, Suite 120-447, Mountain View, CA 94041, USA

Speak with our Traveler Care team

Contact our Zicasso Traveler Care team to discuss your travel ideas

888-479-5101

Zicasso’s travel specialist was a pleasure to work with. She helped me plan our trip of a lifetime to Italy. Based on this experience, I will definitely use Zicasso again for an international holiday.

Kerry B, verified Zicasso traveler

Real stories, complete trust

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.

Janet A, verified Zicasso traveler

Zicasso’s travel company helped us plan a trip that exceeded our expectations. From the hotels to the guides to the scheduling of events, things could not have gone smoother.

Renee P, verified Zicasso traveler

My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us.

Michael W, verified Zicasso traveler

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