Val d'Orcia in Tuscany, Italy

Seven Day Tuscany Itineraries

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Michelangelo’s David, traditional rolling hills, medieval towns, and the whispers of the Medici only scratch the surface of the classic experiences you can have on a seven-day itinerary in Tuscany. From a private cooking class to a stay in a grand historical villa, Tuscany overflows with luxury and charm. With over 67,000 Italy tours and vacations planned for our travelers, a Zicasso travel specialist has the local knowledge and expertise that can bring your dream Tuscany trip to life. Our sample itineraries can inspire you before speaking with the right travel expert for you.

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Tailor Made Itineraries

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

Farmhouse in Tuscany, Italy

Pleasures of Tuscany Tour: Florence and the Countryside

7 Day Custom Tour

From $1,920

This 7-day tour of Florence will afford you an in-depth exploration of some of the best attractions and experiences that this region has to offer. From a musical night on the town to an interactive cooking course, this tour is designed to evoke what is best of the Tuscan capital and to prioritize your utmost comfort. What are you waiting for? Book your tour and experience the wonders of Florence.

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City view and Arco della Pace at Piazza Sempione, Milan, Italy

The Great Escape to Tuscany Tour

8 Day Custom Tour

From $2,195

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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Landscape of Tuscany, Italy.

7-Day Food and Wine Tour of Tuscany

7 Day Custom Tour

From $1,920

During this custom-tailored 7-day food and wine tour, immerse yourself in the great beauty of Italy, which is featured in soaring cypress trees, rolling hills, sprawling vineyards, and medieval towns. Sample noble vines, discover authentic local cuisine, and bask in the sumptuous flavors of sensational treats, from chocolate to gelato, for a sensational introduction to the food and wine of Tuscany.

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Riomaggiore, the southernmost town of the Cinque Terre

7-Day Senior’s Tour of Tuscany and Cinque Terre

7 Day Custom Tour

From $1,920

Designed especially for seniors travelers, this incredible 7-day trip allows you to experience the unrivaled beauty and rich history of Tuscany and Cinque Terre. From the art masterpieces in Florence to the famous Leaning Tower in Pisa, discover the best locations in Tuscany before exploring the gorgeous Cinque Terre area. Private tours and experiences in each stunning town immerse you in the fabled lifestyle and culture of this idyllic destination.

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Mom and daughter admire the view of Florence from Piazzale Michelangelo

One Week Family Vacation to Tuscany and Cinque Terre

7 Day Custom Tour

From $1,920

The rolling hills of Tuscany and unrivaled landscapes of Cinque Terre provide the perfect backdrop for this memorable 7-day family vacation. Enjoy exclusive experiences and private tours, such as a pizza-making course, a family bike ride, and a gelato tasting, while you bask in the Tuscan sun and create lifelong memories. Immerse yourself in the beauty, history, and delicious cuisine of Tuscany and Cinque Terre during this unforgettable family vacation.

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Lucca , Market Square, Piazza dell'Anfiteatro in Italy

Historical Immersion Tour of Tuscany: Siena and Florence

7 Day Custom Tour

From $1,920

The alluring heritage of Italy immerses you in its captivating art, intricate architecture, and delicious during this historically-based 7-day Tuscany tour. Bask in the picturesque views of iconic Tuscan landscapes that feature sprawling vineyards, towering cypress trees, and rolling hills, and medieval villages. Whether sipping celebrated wines or viewing priceless Renaissance art, your Tuscany tour will reveal in the region’s illustrious past.

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Church of San Biagio in Montepulciano, Italy

Capital of Romance: Essential Couples’ Tour to Florence, Tuscany

7 Day Custom Tour

From $1,920

This 7-day tour of the Tuscan capital is designed to kindle a closeness between you and your partner as well as the type of joie de vivre that appears in abundance throughout the Mediterranean. Between the unsurpassed beauty of Renaissance paintings and the simple pleasure of an open piazza, the romantic spirit is alive and well in Florence. From a hot air balloon ride over Tuscany to relaxing in a thermal spa, this 7-day tour has been customized for two.

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Panoramic view of the Val Di Chiana in Tuscany, Italy.

7-Day Off the Beaten Path Tuscany Vacation

7 Day Custom Tour

From $1,920

Indulge in the beauty of rolling hills and iconic rows of cypress trees that lead to charming medieval towns during this custom-tailored 7-day Tuscany tour. Whether sampling the remarkable flavors of local wines or basking in spectacular views, you will travel away from the trodden path to immerse yourself in authentic towns, unique traditions, and customary flavors that have been preserved through time.

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Rolling hills in the Tuscan countryside

Rolling Tuscan Countryside Tour 2022-2023

7 Day Custom Tour

From $1,920

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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Florence in the morning sun, Italy

Discover Tuscany Tour: Florence to Vernazza

8 Day Custom Tour

From $2,195

Tuscany overflows with extraordinary vistas, flavors, and artwork that you will discover, explore, and experience on this 8-day vacation in the most famous region of Italy. From renowned Renaissance artists to charming seaside towns and medieval villages, you will be guided through the vineyards and the museums filled with masterworks. You will stroll through ancient streets and delight on local cuisine. From fabulous wines to marvelous accommodation, you will find the picturesque landscapes in the charm of Tuscany are endlessly present.

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Featured Articles

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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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.

Read More    >

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Italy Travel Review: Tuscany, Cinque Terre, Lake Como, Private...
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Luxury Italy Vacation Review: Tuscany, Florence, Santa Margherita...
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