Landscape in Tuscany, Italy
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Tuscany Tours & Vacations

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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.

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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Tuscan landcape with green rolling hills, cypress trees and poppies
Extraordinary Tuscany Vacation: Countryside, Riviera & More

8 Day 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.

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Sunest view of Florence from the Giardino delle Rose
A Perfect Private Tour of Tuscany in 2 Weeks

14 Day 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.

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Tuscan pecorino cheese on display in Tuscany, Italy
A Foodie's Slow Tour of Tuscany

8 Day 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.

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

13 Day 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!

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Salumi al Banco, Norcia, Umbria, Italy
10-Day Umbria and Tuscany Exploration Tour

10 Day 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.

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Piazza del Campo with gothic town hall building and tower in Siena, Italy

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.

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Vineyard in Tuscany, Italy
Culture of Tuscan Wine & Cuisine Tour

9 Day 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.

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Vineyards in Piedmont with snow capped mountains in the background
An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

9 Day 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.

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Medieval town of Cortona in Tuscany, Italy
Tuscany Tour of Medieval Cities & Renaissance Preserves

8 Day 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.

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The ruins of the Roman Forum, Rome, Italy
Tour of Italy: Milan, Lake Como, Venice, Tuscany & Rome

16 Day 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.

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Woman raising a glass of wine, enjoying the view at sunset in Tuscany
Finest Wines of Tuscany & Central Italy Tour

10 Day 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.

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Rolling hills in the Tuscan countryside
One Week in the Tuscan Countryside Tour

7 Day 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.

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Explore Tuscany Tour: Ancient Towns, Coastlines, Snorkeling & Trekking

8 Day Custom Tour

Dynamic pricing from $2,859

Step off the beaten path on your custom-tailored luxury vacation for a view of the unparalleled charms of Tuscany. From undulating open valleys to treasured shores, experience an unforgettable journey through the uncharted and overlooked splendors of Elba, Florence, and the surrounding beauty of Tuscany. The Mediterranean sun spreads over the rugged and lush niches of the Island of Elba. Emerald hills and cypress trees expand across the lengths of the horizon. Museums display breathtaking artwork. Ancient villages display remnants of their heritage along cobbled lanes and antique walls.

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Classic Tuscany Itinerary

8 Day Custom Tour

Dynamic pricing from $2,859

Classic is another word for quality and charm, words that describe the splendor around you. Cafes set out tables alongside streets offering you a moment to yourself surrounded by indescribable history. Standing in front of Michelangelo’s David teaches you how to treasure a moment. Listening to the quiet passing of the Arno River provides a soundtrack to unforgettable memories. Your custom tailored 2020 Tuscan tour offers you the true meaning of classic, where no single image creates the wonders of the region. Instead, you find a unique combination of Tuscan experiences that shows why the word “classic” is synonymous with timelessness.

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Art Capitals of Italy Tour

8 Day Custom Tour

Dynamic pricing from $2,859

From shore to shore,  your 8-day Italy trip around the art capitals shows a country filled with masterpieces. The immaculate statues of Michelangelo and the soaring grandeur of the Duomo of Florence, the gorgeous scenery and grand basilica at Assisi and the charming streets of Padua, the graceful domes of Saint Mark’s Basilica and the intricate glasswork of Murano, all highlight classical inspiration and timeless beauty when in Italy.

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Wonders of the Italian Renaissance Tour: Past & Present

8 Day Custom Tour

Dynamic pricing from $2,859

When imagining Tuscany, you can easily conjure up medieval towers and historic walls, undulating hills and vibrant sunflowers. Cities radiate historic artwork and the countryside bursts with vineyards. Step beyond the imagined, venturing past the veil of your imagination and into the true grandeur of history. Your custom tailored tour immerses you in the splendor of Tuscany and lets you experience the beatitudes of alpine foothills, overlooked Renaissance towns, and even poetic vendors, allowing you the chance to discover the character of life in every day Tuscany.

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An In-Depth Tour of Tuscan Gourmet Cuisine

8 Day Custom Tour

Dynamic pricing from $2,859

In Tuscany, eating is more than sustenance. You do not eat to live,  but you truly live to eat. Home cooks understand the reason for pairing types of pastas with different types of sauce. A local butcher is happy to share home recipes. Chefs cook with their hearts, basing their recipes on traditional flavors with modern twists. Your custom tailored tour of Tuscan Gourmet Cuisine leads you through seven Tuscan destinations known for specific types of cuisine, ensuring your immersion into the soul of the province, and showcasing the uniqueness of each personal recipe, in each town, and in each region of Tuscany.

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Via Francigena Tour: Pilgrims Route of Tuscany

12 Day Custom Tour

Dynamic pricing from $4,291

The road to Rome remains unchanged in parts of Tuscany, leading across the unspoiled landscape. Vineyards decorate hillsides. Cypress trees shade unpaved country lanes. Medieval towns that were built around historic churches maintain strong connections to their roots. Your custom tailored Tuscany tour takes you on the route of pilgrims known as Via Francigena. Stroll alongside historic walls; meander around ancient burial grounds; discover the antique abbeys that once connected the Western World. Slow down, take a look around, and know that each step brings you closer to another inspiring moment, whether in the countryside or an ancient Tuscan village.

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A Unique In-Depth Tour of Florence

8 Day Custom Tour

Dynamic pricing from $2,859

Tuscany is not just a region in Italy; it is a state of being. The landscape rolls along the horizon. Unforgettable wine accompanies even more memorable cuisines. Restaurants fill historic cellars, and castles decorate the skyline with bell towers. Treasured artwork fills churches. Designer stores fill ancient buildings. The true essence of Tuscany is captured and expressed along the Renaissance streets of Florence. On this 8-day in-depth tour of Florence, you will settle in like a local and find that when in Florence the rest of Italy disappears behind the city that has it all.

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The Great Escape to Tuscany Tour

8 Day Custom Tour

Dynamic pricing from $2,859

This is a land of gentle rises and fecund meadows, where grapes grow fat in the summer sun and Italian nobles retire to enjoy the countryside. It’s a place of fine art and delectable food, cosmopolitan cities and entrancing towns, timeless history and endless culture. It’s a region of untrammeled natural beauty and unbounded imagination, the home to some of the great minds and great landscapes in the world. This is Tuscany, and there’s nowhere else quite like it.

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Unbeaten Path Tour of Tuscany: Florence, Mugello, Borgo San Lorenzo

8 Day Custom Tour

Dynamic pricing from $2,859

Step into the hidden towns of Tuscany tucked away along the northern border of the province. The imagery leaps out of a storybook, filled with rolling hills, towering mountains, cool streams, and quaint villages. Palaces perch on a hilltop overlooking the valleys below. Traditions persevere in culture and cuisine, adding layers of flavor to every dish. Your custom tailored tour of Tuscany takes you into the lesser-traveled region of Mugello, where the wonders of the past are real, and the treasures of homemade cooking loom large.

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Italian Jewels: Rome, Florence, Tuscany & Venice Tour

11 Day Custom Tour

Dynamic pricing from $3,933

The rolling meadows of the Tuscan countryside and the famed Seven Hills of Rome. The soaring dome of the Duomo in Florence and the floating marvel of San Giorgio Maggiore in Venice. With the bucolic countryside and the bustling cityscape, the allures of fine food and the inspiration of fine art, this is the tour that will show you it all, offering an unmatched glimpse into the incomparable jewels of Italy.

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An Unforgettable Honeymoon in Italy

14 Day Custom Tour

Dynamic pricing from $5,007

Your 14-day Italy honeymoon is remarkable, filled with fine food and fun times, dictated by nothing but the slow circuit of the sun across a cloudless blue sky. It is notable for its uniqueness, taking you to the wonder of Rome and the marvels of Tuscany, the beauty of Florence and the luxuries of the Amalfi Coast for an experience that can only be done in inimitable Italy.

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Custom Cultural Italy Tour in 2 Weeks

14 Day Custom Tour

Dynamic pricing from $5,007

Italy is like a great masterpiece waiting to dazzle the viewer. On first impression, she amazes you with her beauty. Upon a closer look, her details and history enrapture you—as you’re awestruck by the ruins of Rome, the majesty of the Vatican and the surreal waterways in Venice. Finally, you leave changed forever by the magic of this incomparable place. We invite you to indulge in the enchanting experiences that await you in this itinerary as well as our carefully selected collection of Italy tours on Zicasso.

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More About Tuscany Tours

Tuscany Travel Guide
Rolling hills in Tuscany, Italy
Tuscany Travel Guide

Picturesque rolling hills, terraced vineyards, and pebbled streets lined with cypress trees create the celebrated image of Tuscany. Medieval towns with soaring towers and cobblestone streets crown the bluffs, while beautiful estates offer samples of historic wines and luscious olive oils. The Renaissance takes on life among the museum galleries and preserved palaces, while hidden corners of the region retain their beauty through national parks and Unesco statuses. Our Tuscany Travel Guide has more information on how to enjoy the combination of expected wonders and surprising treasures during your trip.

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Best Time to Visit Tuscany
Rolling hills in Tuscany, Italy
Best Time to Visit Tuscany

The best time to visit Tuscany can immerse you in the local culture or take you into the enchanting ambiance of a winter wonderland. The Central Italian region has become the embodiment of a luxurious escape to Italy with an ambiance that borders on enchanting.

With Renaissance treasures, medieval walls, relaxing beaches, and exceptional wines, Tuscany practically embodies the splendor of greater Italy in a single region. The following are our suggestions on the best time to visit Tuscany, no matter the type of experience you wish to have.

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Top 7 Things to Do in Tuscany
Farmhouse in the rolling hills of Tuscany, Italy
Top 7 Things to Do in Tuscany

Things to do in Tuscany capture the endless beauty of the landscape and remarkable culture displayed in preserved medieval towns and Renaissance cities. Whether your first visit or a place you return to annually, Tuscany offers a lifetime's worth of charm and adventure in a single destination with opportunities to relax on a vineyard, hike ancient trails, or simply embrace the majesty of one of Italy’s most famous regions. The following list offers some of the essential things to do to shape your Tuscany experience.

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10 Best Places to Visit in Tuscany
Town of Pienza in Tuscany, Italy
10 Best Places to Visit in Tuscany

Our 10 best places to visit in Tuscany capture legendary beauty and remarkable history that you can discover during your Italy trip.

The region’s best destinations emerge like a fairytale through medieval towns clinging to hilltops, terraced vineyards texturing the landscape, and Renaissance art reflecting the beauty of the world back to viewers. Tuscany offers living history, with streets that act like open-air museums that you can stroll through at your leisure.

From sensational cuisine to delicious wines, unforgettable vistas to remarkable villas, our list of the best places to visit in Tuscany can immerse you in the idyllic world of Italian heritage and history.

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5 Dishes to Try on Your Trip to Tuscany
Bistecca alla Fiorentina
5 Dishes to Try on Your Trip to Tuscany

The five dishes you need to try during your Tuscany trip are based on the traditional flavors using the freshest and simplest ingredients that pertain to the seasons. The custom of the Tuscan kitchen boasts a sense of regional flourish that celebrates the importance of locally sourced ingredients found at the market each week, often resulting in an easy preparation. The cuisine is so ingrained into the heritage of the region, the local government compiled a “Tuscan Food Pyramid” as a geographic representation of what are considered the 70 most essential products seen on the Tuscan table.

Tuscan chefs, both at home and in favored restaurants, turn the simple into the divine using culinary techniques dating back to the Etruscans. The next time you explore the alluring beauty of Tusc...

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4 Best Cities to Explore the Food of Tuscany
Basilica di Santa Maria del Fiore in Florence, Italy
4 Best Cities to Explore the Food of Tuscany

The four best food cities of Tuscany capture the region’s distinctive flavors and celebrate the remarkable terrain that forms a gastronomical paradise. Many of the culinary customs surrounding the simplicity of Tuscany’s cuisine take root with the local Etruscan settlements and tradition of peasant cooking.

No matter the roots of the cooking methods and styles, Tuscany’s cuisine has helped shape the larger image of Italian food in an area known for sunflower fields and Renaissance lords, cypress trees, and hilltop towns whose recipes you can enjoy during your Italy trip.

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Reviews of Zicasso's Referral Service

4.92 stars based on 1327 reviews.

Italy Anniversary Trip Review: Tuscany, Florence, San Gimignano,...
"Our first Tuscany experience was amazing and Luana at the...

Reviewed By Lisa P.

Italy Luxury Travel Review: Cinque Terre, Florence, Milan,...
"Our trip was wonderful and one of the best we've done over...

Reviewed By debra g.

Italy Trip Review: Cinque Terre, Tuscany, Castelfalfi, Olive...
"Overall everything worked like clockwork..."

Reviewed By Joann G.

Italy Travel Review: Tuscany, Cinque Terre, Lake Como, Private...
"Giulio at this travel company did an exceptional job arranging...

Reviewed By Irene P.

Italy Family Vacation Review: Venice, Florence, Tuscany,...
"The travel company was very attentive to our needs, and...

Reviewed By Brad W.

Italy Family Travel Review: Venice, Florence, Verona, San...
"Nicoletta planned a very enjoyable trip for us."

Reviewed By Sivaraman N.