Val d'Orcia in Tuscany, Italy

Seven Day Tuscany Itineraries

Ratings of Zicasso's Service
<p>Michelangelo’s <em>David</em>, 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.</p>

Michelangelo’s David, traditional rolling hills, medieval towns, and...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Farmhouse in Tuscany, Italy

Pleasures of Tuscany Tour: Florence and the Countryside

Places Visited: Florence, Pisa 
Places Visited: Florence, Pisa 

7 Day Custom Tour

From $3,200

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

The Great Escape to Tuscany Tour

Places Visited: Florence, Lucca +4 more
Places Visited: Florence, Lucca, Apuan Alps. Greve, Mutigliano, Bagni di Pisa +1 more

8 Day Custom Tour

From $3,600

Landscape of Tuscany, Italy.

7-Day Food and Wine Tour of Tuscany

Places Visited: Florence, Arezzo +2 more
Places Visited: Florence, Arezzo, Siena, San Gimignano 

7 Day Custom Tour

From $3,200

Riomaggiore, the southernmost town of the Cinque Terre

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

Places Visited: Florence, Lucca +2 more
Places Visited: Florence, Lucca, Riomaggiore, Monterosso al Mare 

7 Day Custom Tour

From $3,200

Mom and daughter admire the view of Florence from Piazzale Michelangelo

One Week Family Vacation to Tuscany and Cinque Terre

Places Visited: Florence, Lucca +1 more
Places Visited: Florence, Lucca, Riomaggiore 

7 Day Custom Tour

From $3,200

Lucca , Market Square, Piazza dell'Anfiteatro in Italy

Historical Immersion Tour of Tuscany: Siena and Florence

Places Visited: Florence, Siena 
Places Visited: Florence, Siena 

7 Day Custom Tour

From $3,200

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Benefits of Using Zicasso

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Siena, a city in Tuscany, Italy.

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

Places Visited: Florence, Montepulciano 
Places Visited: Florence, Montepulciano 

7 Day Custom Tour

From $3,200

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

7-Day Off the Beaten Path Tuscany Vacation

Places Visited: Siena, Florence 
Places Visited: Siena, Florence 

7 Day Custom Tour

From $3,200

Rolling hills in the Tuscan countryside

One Week in the Tuscan Countryside Tour

Places Visited: Rome, Tuscany +8 more
Places Visited: Rome, Tuscany, Montepulciano, Pienza, Montalcino +5 more

7 Day Custom Tour

From $3,200

Florence in the morning sun, Italy

Discover Tuscany Tour: Florence to Vernazza

Places Visited: Florence,  Siena +4 more
Places Visited: Florence,  Siena,  San Gimignano,  Pietrasanta,  Le Cinque Terre +1 more

8 Day Custom Tour

From $3,600

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Featured Articles

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

With its Renaissance treasures, medieval walled towns, and enchanting landscapes, the allure of Tuscany is legendary. While beautiful year-round, the best time to visit Tuscany is typically during the spring, from April to May, and the fall, from September to October. These shoulder seasons offer the perfect combination of pleasant weather and fewer crowds, allowing for a more authentic and immersive experience in this iconic Italian region.

Scenery that unveils rolling hills striped with vineyards, cypress-lined country roads, and ancient towns glowing in the golden light will capture your imagination during these ideal periods. Visit during these months to explore world-class art in Florence, taste celebrated wines in Chianti, and wander unhurriedly through picturesque settings,...

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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

The top things to do in Tuscany capture the endless beauty of its iconic landscape and the remarkable culture displayed in preserved medieval towns and magnificent Renaissance cities. This is a land of rolling hills crowned with cypress trees, ancient farmhouses, and vineyards that produce some of the world’s most celebrated wines.

Whether it is your first visit or a cherished return to a beloved destination, Tuscany offers a lifetime's worth of charm and adventure. You can indulge in rustic yet elegant cuisine, explore ancient trails once walked by pilgrims and Etruscans, or immerse yourself in an unparalleled collection of art and architecture.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and perso...

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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 best cities to explore the food 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 have their roots in the local Etruscan settlements and the 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.

Extraordinary travel begins with a human touch and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit culinary visit to Tus...

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Reviews of Zicasso's Referral Service

4.9 stars based on 5934 reviews.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.

Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii,...

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

Reviewed By Kevin S.

Italy Travel Review: Dolomites, 2 Weeks

Zicasso's travel designer made the whole trip run very smoothly. It was a pleasure working with her.

Reviewed By Joseph B.

Italy Vacation Review: E-bike Tour, Kayaking, 10-Night Trip...

This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.

Reviewed By Linda C.