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![4-Day Tuscany Itinerary with Florence Day Trips](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018dccdc-841c-7f22-91fb-20bb7530ea3d/location631.jpg)
4-Day Tuscany Itinerary with Florence Day Trips Itinerary
Last updated: 2024 Jun 14Exploring Local Wines and Cuisine
Morning
Begin your Maremma adventure with a delightful breakfast at Osteria del Vecchio Olivo, savoring local pastries and coffee. After breakfast, take a self-drive tour through the picturesque countryside in a vintage Fiat 500 with the From Florence Self-Drive Fiat 500 Tour.
Afternoon
For lunch, enjoy a traditional Tuscan meal at La Chiusa. Spend your afternoon visiting the charming village of San Gimignano, where you'll have the chance to climb the iconic towers with the San Gimignano Torre Grossa and Duomo Tickets. Later, indulge in a wine and cheese tasting experience at a local winery with the San Gimignano Cheese and Wine Tasting Tour.
Evening
![Visit From Florence Self-Drive Fiat 500 Tour in Maremma](https://cdn.getyourguide.com/img/tour/5df0d96739c1e.jpeg/21.jpg)
4.36From Florence Self-Drive Fiat 500 Tour
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![Visit From Florence Self-Drive Fiat 500 Tour in Maremma](https://cdn.getyourguide.com/img/tour/5df0d96739c1e.jpeg/21.jpg)
From Florence Self-Drive Fiat 500 Tour
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![Visit San Gimignano Torre Grossa and Duomo Tickets in Maremma](https://cdn.getyourguide.com/img/tour/61ea6fbd5c845.jpeg/21.jpg)
4.48San Gimignano Torre Grossa and Duomo Tickets
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![Visit San Gimignano Torre Grossa and Duomo Tickets in Maremma](https://cdn.getyourguide.com/img/tour/61ea6fbd5c845.jpeg/21.jpg)
San Gimignano Torre Grossa and Duomo Tickets
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![Visit San Gimignano Cheese and Wine Tasting Tour in Maremma](https://cdn.getyourguide.com/img/tour/b55439a97491dec3c58d944c014ab4b6e463bb4c3f279b9cb3dae90adf8a0974.jpeg/21.jpg)
4.88San Gimignano Cheese and Wine Tasting Tour
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![Visit San Gimignano Cheese and Wine Tasting Tour in Maremma](https://cdn.getyourguide.com/img/tour/b55439a97491dec3c58d944c014ab4b6e463bb4c3f279b9cb3dae90adf8a0974.jpeg/21.jpg)
San Gimignano Cheese and Wine Tasting Tour
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Historic Sites and Scenic Views
Morning
Start your day with a visit to the Basilica of San Vitale (Basilica di San Vitale)}, a stunning example of early Christian architecture. After exploring the basilica, enjoy a hearty breakfast at Ristorante Il Pozzo, known for its traditional Tuscan dishes.
Afternoon
Spend your afternoon in the town of Pienza, visiting the Popes’ Palace (Palazzo dei Papi) and enjoying a guided tour of the historic Chianti Terre Di Perseto Winery. Sample exquisite wines and take in the panoramic views of the vineyards.
Evening
For dinner, head to Il Ghiottone and indulge in a meal featuring local flavors. Afterward, take a leisurely walk to the San Gimignano Cathedral (Duomo di San Gimignano), where you can admire the beautiful frescoes and enjoy the serene atmosphere.
Bedtime
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![Visit Basilica of San Vitale (Basilica di San Vitale) in Maremma](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a1/1f.jpg)
4.64Basilica of San Vitale (Basilica di San Vitale)
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![Visit Basilica of San Vitale (Basilica di San Vitale) in Maremma](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a1/1f.jpg)
Basilica of San Vitale (Basilica di San Vitale)
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![Visit Playa del Inglés Surfing Class for Beginners in Maremma](https://cdn.getyourguide.com/img/tour/62cebdf57bb15.jpeg/21.jpg)
4.86Popes’ Palace (Palazzo dei Papi)
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![Visit Playa del Inglés Surfing Class for Beginners in Maremma](https://cdn.getyourguide.com/img/tour/62cebdf57bb15.jpeg/21.jpg)
Popes’ Palace (Palazzo dei Papi)
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![Visit Chianti Terre Di Perseto Winery Guided Tasting & Tour in Maremma](https://cdn.getyourguide.com/img/tour/61fd0297364a1.jpeg/21.jpg)
4.75Chianti Terre Di Perseto Winery
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![Visit Chianti Terre Di Perseto Winery Guided Tasting & Tour in Maremma](https://cdn.getyourguide.com/img/tour/61fd0297364a1.jpeg/21.jpg)
Chianti Terre Di Perseto Winery
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![Visit San Gimignano Cathedral Entry Ticket in Maremma](https://cdn.getyourguide.com/img/tour/61e903a9a0c1e.jpeg/21.jpg)
3.89San Gimignano Cathedral (Duomo di San Gimignano)
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![Visit San Gimignano Cathedral Entry Ticket in Maremma](https://cdn.getyourguide.com/img/tour/61e903a9a0c1e.jpeg/21.jpg)
San Gimignano Cathedral (Duomo di San Gimignano)
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Siena's Cultural Delights
Morning
Begin your day with a visit to the Siena Cathedral (Duomo di Siena), a magnificent example of Italian Gothic architecture. After exploring the cathedral, enjoy a delicious breakfast at {Ristorante Name}, offering a selection of local pastries and coffee.
Afternoon
Explore the Siena Baptistery (Battistero di San Giovanni) and the Siena Crypt (Cripta del Duomo di Siena) before having a leisurely lunch at {Ristorante Name}, where you can savor traditional Tuscan cuisine.
Evening
Spend a relaxing evening at the Mascagni Terrace (Terrazza Mascagni) in Livorno, enjoying the panoramic views of the sea and the beautiful coastline. Dine at {Ristorante Name}, known for its fresh seafood dishes, to complete your day with a taste of the local flavors.
Bedtime
Find amazing hotels in Siena, Tuscany, Italy.
![Visit Tromso Fjords in Siena, Tuscany, Italy](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/11/3b.jpg)
4.58Siena Baptistery (Battistero di San Giovanni)
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![Visit Tromso Fjords in Siena, Tuscany, Italy](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/11/3b.jpg)
Siena Baptistery (Battistero di San Giovanni)
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![Visit Mascagni Terrace (Terrazza Mascagni) in Siena, Tuscany, Italy](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ab/72.jpg)
2.00Mascagni Terrace (Terrazza Mascagni)
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![Visit Mascagni Terrace (Terrazza Mascagni) in Siena, Tuscany, Italy](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ab/72.jpg)
Mascagni Terrace (Terrazza Mascagni)
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Truffle Hunting and Tuscan Landscapes
Morning
Embark on an exciting truffle hunting adventure in the heart of Tuscany with the Truffle Hunt in the heart of Tuscany. Learn about the tradition of truffle hunting and enjoy the beautiful natural surroundings. After the hunt, indulge in a truffle-infused lunch at the Truffle Hunting in Chianti with Pasta Cooking Class and Lunch.
Afternoon
Visit the medieval village of Montepulciano and explore its historic streets and Renaissance architecture. Take a guided tour of the Organic Wine Tasting at Fattoria Majnoni Guicciardini and savor the flavors of the region.
Evening
For your final dinner in Maremma, enjoy a memorable meal at {Ristorante Name}, known for its elegant ambiance and exquisite cuisine. Raise a glass of celebrated Tuscan wine to a fantastic trip as you reminisce about your favorite moments.
Bedtime
Find amazing hotels in Maremma.
![Visit Truffle Hunt om the heart of Tuscany in Maremma](https://cdn.getyourguide.com/img/tour/e4a48ba2fb1358e3.jpeg/21.jpg)
Truffle Hunt in the heart of Tuscany
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![Visit Truffle Hunt om the heart of Tuscany in Maremma](https://cdn.getyourguide.com/img/tour/e4a48ba2fb1358e3.jpeg/21.jpg)
Truffle Hunt in the heart of Tuscany
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![Visit Truffle Hunting in Chianti with Pasta CookingClass and Lunch in Maremma](https://cdn.getyourguide.com/img/tour/2a34e857e7037bb3daa6954fe048509e39277e1d19c501bdc447cf73eac4d860.jpg/21.jpg)
5.00Truffle Hunting in Chianti with Pasta Cooking Class and Lunch
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![Visit Truffle Hunting in Chianti with Pasta CookingClass and Lunch in Maremma](https://cdn.getyourguide.com/img/tour/2a34e857e7037bb3daa6954fe048509e39277e1d19c501bdc447cf73eac4d860.jpg/21.jpg)
Truffle Hunting in Chianti with Pasta Cooking Class and Lunch
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![Visit Organic Wine and Food Tasting at Fattoria Majnoni in Maremma](https://cdn.getyourguide.com/img/tour/649da664ca9b9.jpeg/21.jpg)
5.00Organic Wine Tasting at Fattoria Majnoni Guicciardini
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![Visit Organic Wine and Food Tasting at Fattoria Majnoni in Maremma](https://cdn.getyourguide.com/img/tour/649da664ca9b9.jpeg/21.jpg)
Organic Wine Tasting at Fattoria Majnoni Guicciardini
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