The emerald rolling hills and expansive rustic landscapes of Tuscany have captured and inspired imaginations for millennia. Discover grandiose castles and medieval abbeys nestled in the hidden countryside. Explore the timeless and classic influences of the Renaissance, which sparked a cultural movement that forever changed the world.
Life-Enriching Travel Designed Just for You
1
Trips curated by the world’s top destination experts
2
Concierge-level service leading up to and during your trip
3
Unique, exclusive experiences and insider access
Zicasso in the News
New York TimesWall Street JournalTravel + LeisureCNN
Ratings of Zicasso's Service
Customers rate Zicasso's travel referral service4.9on a scale of 1 to 5 based on
1554reviews on Trustpilot
We match you with top tour companies that specialize in the trip you want, whether it's a customized private tour or a group tour.
8Day Custom Tour
Dynamic pricing from$2,907
Come see extraordinary Tuscany on this 8-day tour through famous hillsides to vivacious coastlines. Explore Renaissance art and modern marble. This journey through Tuscany will have you watching the sapphire Ligurian Sea and sitting in a 17th century palace looking over the valley at sunset. Walk along medieval fortified walls and hold the Leaning Tower of Pisa in the palm of your hand. From Michelangelo’s David to the music of Puccini, Etruscan ruins to serene lakes, there is no end to the extraordinary sights of Tuscany and beyond.
View Custom Itinerary
A Perfect Private Tour of Tuscany in 2 Weeks
14Day Custom Tour
Dynamic pricing from$10,915
When every day is personalized to your preferences, you can be certain that each moment will be captivating. Stand in front of Botticelli’s Birth of Venus on a private tour of the Uffizi Gallery. Stroll along cavernous halls in labyrinthine abbeys with views out to vast valleys. Sip wine in a private villa with a boutique vineyard and discover tiny towns untouched by time with locals who welcome you like beloved family. Your 2 weeks in Tuscany tour provides you with a unique view of Tuscany, tailored by our Tuscany travel agents, to ensure that every day is made specifically for you.
View Custom Itinerary
A Foodie's Slow Tour of Tuscany
8Day Custom Tour
Dynamic pricing from$2,859
Cuisine runs deep in Italy, connecting families and reflecting the soul of the chef, whether cooking rustic pasta at home or preparing gourmet dishes in a restaurant. The scent of celebrated confections emanates from display windows along the main avenues. Luscious cheeses maintain complex flavors, offering insight into the care taken during their production. Ruby-tinted wines glow against the verdant hills and cypress trees. Your 8-day foodie tour of Tuscany takes you deep into local tradition by highlighting cuisines and methods of creation, from the farm and vineyard to the table, showcasing the labors of love with every sumptuous bite you take.
View Custom Itinerary
13Day Custom Tour
Dynamic pricing from$4,649
From the lush green of Tuscany’s hills to the pearl blue water of Cinque Terre’s coastline, experience why Italy is one of the world’s top destinations. Tuscany and Cinque Terre are works of art that everyone can enjoy. In Tuscany and Cinque Terre you do not just view the art, you become a part of it. Find out for yourself what all the great reviews are about!
View Custom Itinerary
10-Day Umbria and Tuscany Exploration Tour
10Day Custom Tour
Dynamic pricing from$5,525
Immerse yourself in the iconic landscape of rolling hills, terraced vineyards, and hidden medieval towns of Umbria and Tuscany during this 10-day Italy tour. Sip celebrated wines, indulge in the rich flavors of local cuisine, climb ancient towers, and discover the charms of cobblestone lanes. Embrace Italy’s relaxed pace and bask in endless beauty from Renaissance art to exquisite scenery while experiencing the vacation of a lifetime.
View Custom Itinerary
Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo
8Day Custom Tour
Dynamic pricing from$2,859
Medieval city walls and historic towers make each town in the Tuscan countryside feel like a fairytale, and you will feel like royalty. On your custom tailored Tuscany tour for lovers, each day takes you to the intimate villages and enchanting landscapes, from lush valleys to glistening seaside. Taste the traditions of elegant, regional cuisine and savor the treasured company of your partner. You will find the charms of history and the enchantment of sunsets over castle walls, sipping wine in a piazza, sharing gelato, and discovering all the different ways that Tuscany is for lovers.
View Custom Itinerary
Why Travelers Choose Us
Benefits of Using Zicasso
Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.
9Day Custom Tour
Dynamic pricing from$3,217
The red hue of a perfect bottle of wine shines like a ruby. The scent of freshly made pasta emanates from a restaurant located in a historic cellar. Chestnut trees and olive groves fill the open Tuscan valleys, leading you to far-reaching vineyards and medieval hilltop towns. Your custom tailored food and wine tour of Tuscany takes you on a unique blend of wine and culinary experiences set in the world-renowned countryside of Tuscany. Tuscany is where the cuisine is as artful as the region’s Renaissance paintings, the wine is as important as the medieval architecture, and the culture is rooted in the landscape.
View Custom Itinerary
An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour
9Day Custom Tour
Dynamic pricing from$3,217
Italy should be devoured on your 9-day Italy wine tour! Piedmont with its mountains and Tuscany with its hills: fill your senses with tastes from award-winning vintners, wines that range from robust to comforting, old to young, and food that sings and melts in your mouth, all with medieval towns at your fingertips. Italy allows you to slow down, smell the grass, smell the food, smell the wine, and devour it all.
View Custom Itinerary
8Day Custom Tour
Dynamic pricing from$2,859
When you think of Tuscany, you can already imagine the green hills and practically taste the lingering pleasures of Chianti wine. Your custom tailored Tuscany tour of Medieval cities shows you the celebrated Italian province by taking you deeper into the cities you already know, and into the countryside towns protected from the toils of time like a secret. Let your private guide lead you to Renaissance artwork and down preserved streets of medieval villages holding close to heritage and tradition. Taste award-winning local cheese and revel in a perfect view of Tuscany from atop a medieval tower.
View Custom Itinerary
16Day Custom Tour
Dynamic pricing from$5,723
The birthplace of Michelangelo and Leonardo da Vinci. The civilization that built the Pantheon and the Sistine Chapel. The destination of fashion enthusiasts and religious pilgrims alike. Italy’s history and beauty is endlessly inspiring to every visitor. From the ancient ruins of Rome to the magnificent Renaissance in Florence and surreal decadence in Venice, this tour of Italy promises to astound you.
View Custom Itinerary
10Day 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.
View Custom Itinerary
One Week in the Tuscan Countryside Tour
7Day Custom Tour
Dynamic pricing from$2,501
Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.
View Custom Itinerary
Show More•(12 itineraries)
Life-Enriching Travel Designed Just for You
1
Trips curated by the world’s top destination experts
2
Concierge-level service leading up to and during your trip
3
Unique, exclusive experiences and insider access
Zicasso in the News
New York TimesWall Street JournalTravel + LeisureCNN
More Vacations in Italy Near Tuscany
Northern ItalyCinque TerreAmalfi CoastSicilySouthern ItalyAll ItalyAll MediterraneanAll EuropeReviews of Zicasso's Referral Service
4.93 stars based on 1416 reviews.
Italy Tour Review: Rome, Florence, Tuscany, Cinque Terre,...
"In general, the trip was fantastic! I worked with a Zicasso...
Read More
Reviewed ByThomas B.
Italy Honeymoon Review: Rome, Vatican City, Tuscany, Siena,...
"We had an amazing time on our Italian honeymoon, through...
Read More
Reviewed ByHenry T.
Italy Luxury Family Tour Review: Milan, Padua, Venice, Florence,...
"The tour was wonderful and well organized, thanks to our...
Read More
Reviewed ByJoseph H.
Italy Tour Review: Florence, Tuscany, Positano, Siena, Montepulciano,...
"The Zicasso travel agent helped us to plan a wonderful...
Read More
Reviewed ByDewey C.
Italy Trip Review: Rome, Florence, Tuscany, Chianti, San...
"We could not say enough good things about every part of...
Read More
Reviewed ByEmily H.
Italy Luxury Travel Review: San Gimignano, Venice, Tuscany,...
"We had a great trip. There were no surprises in the organization."
Reviewed ByMark W.
See More Reviews