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10 Days of Outdoor Fun in Tuscany Itinerary
Last updated: 2024 Jun 26Exploring Val d'Orcia and Montalcino
Morning
Start your Tuscan adventure with a visit to the picturesque town of Montalcino. Begin your day by exploring Montalcino, a charming hilltop town known for its stunning views and rich history. Wander through its narrow streets, visit local shops, and soak in the beautiful architecture. This is a great way to introduce your family to the beauty of Tuscany.
Afternoon
In the afternoon, head to Montalcino Fortress (Fortezza di Montalcino). This impressive fortress offers panoramic views of the surrounding countryside and is a perfect spot for kids to explore. Afterward, enjoy a delightful lunch at Osteria di Porta al Cassero, where you can savor traditional Tuscan dishes.
Evening
End your day with an unforgettable experience: Val d'Orcia: Private Photography Safari Tour with Aperitif. Capture the breathtaking landscapes of Val d'Orcia while enjoying an aperitif as the sun sets. This tour will provide you with lasting memories and stunning photos of your first day in Tuscany.
Bedtime
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Montalcino
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Montalcino Fortress (Fortezza di Montalcino)
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Val d'Orcia Private Photography Safari Tour with Aperitif
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Horseback Riding and Truffle Hunting
Morning
Begin your second day with an exciting adventure: Valdichiana: Horseback Riding Tour with Tuscan Picnic. Ride through the beautiful Tuscan countryside on horseback, guided by experienced instructors. The tour includes a delightful picnic featuring local Tuscan delicacies, making it a perfect family activity.
Afternoon
After your horseback riding adventure, head to Trequanda for another unique experience: Trequanda: Tuscan Truffle Hunting Experience with Lunch. Join expert truffle hunters and their dogs as they search for these prized delicacies in the woods. Afterward, enjoy a delicious truffle-themed lunch at Ristorante Conte Matto, where you can taste the fruits of your labor.
Evening
Spend your evening relaxing in Pienza. Take a leisurely stroll through this charming town known for its Renaissance architecture and stunning views of Val d'Orcia. Enjoy dinner at La Terrazza del Chiostro, where you can dine on exquisite Italian cuisine while overlooking the beautiful countryside.
Bedtime
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Valdichiana Horseback Riding Tour with Tuscan Picnic
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Trequanda Tuscan Truffle Hunting Experience with Lunch
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E-Bike Adventures and Olive Oil Tasting
Morning
Pienza: Guided E-bike Tour through the Val d'Orcia is an excellent way to start your day. Ride through scenic routes with ease on electric bikes, allowing you to cover more ground without getting too tired. Stop along the way to take in breathtaking views and capture memorable photos.
Afternoon
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva? offers an educational afternoon activity. Learn about olive oil production as you walk through olive groves. The tour includes an olive oil tasting session where you can sample different varieties. For lunch, head to Ristorante Il Leccio for some authentic Tuscan flavors.
Evening
Val d'Orcia: Magical 3-Course Dinner under the Oak Tree is a magical way to end your day. Enjoy a three-course dinner under the stars in Val d'Orcia, surrounded by nature's beauty. This unique dining experience will be a highlight of your trip.
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Pienza Guided E-bike Tour through the Val d'Orcia
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Passeggiando nell'uliveto come nasce l'olio extrav d'oliva?
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Val d'Orcia: Magical 3-Course Dinner under the Oak Tree
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Hiking and E-Bike Adventures in Pienza
Morning
Kick off your third day with an invigorating hike: Pienza: Scenic hiking on the Gladiator's movie location. Explore the iconic landscapes featured in the movie Gladiator as you hike through rolling hills and picturesque fields. This activity is both fun and educational for kids as they learn about film locations and nature.
Afternoon
After your hike, embark on an exciting e-bike tour: Pienza: Guided E-bike Tour through the Val d'Orcia. Ride through scenic routes with ease on electric bikes, allowing you to cover more ground without getting too tired. Stop along the way to take in breathtaking views and capture memorable photos.
Evening
Conclude your adventurous day with a relaxing evening at Podere Montale. Enjoy an aperitif on their terrace as you watch the sunset over Val d'Orcia during Aperitif on the Terrace of Podere Montale at Sunset. For dinner, head to Trattoria Latte di Luna in Pienza for a cozy meal featuring local specialties.
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Pienza: Scenic hiking on the Gladiator's movie location
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Pienza Guided E-bike Tour through the Val d'Orcia
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Aperitif on the Terrace of Podere Montale at Sunset
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Biking and Wine Tasting in Siena
Morning
Start your day with an exhilarating bike tour: Siena: Guide Bike Tour of Val d’Orcia. This guided tour will take you through the beautiful landscapes of Val d'Orcia, offering a mix of gentle hills and picturesque scenery. It's a great way for the family to enjoy the outdoors while getting some exercise.
Afternoon
After your bike tour, head to Montalcino for a delightful wine tasting experience: Montalcino: Brunello Wine Tasting Experience. While this might be more enjoyable for the adults, kids can learn about the winemaking process and enjoy some non-alcoholic grape juice. For lunch, visit Ristorante Boccon DiVino, known for its stunning views and delicious Tuscan cuisine.
Evening
Spend your evening exploring the historic town of Siena. Wander through its medieval streets, visit the magnificent Siena Cathedral, and relax in Piazza del Campo. Enjoy dinner at Osteria Le Logge, where you can savor traditional Tuscan dishes in a charming setting.
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Siena Guide Bike Tour of Val d’Orcia
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Montalcino Brunello Wine Tasting Experience
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Hot Air Balloon Ride and Olive Oil Tasting
Morning
Val d'Orcia: Horse Trekking Trip and Picnic under the Oak is a perfect start to your day. This horseback riding adventure will take you through scenic trails, ending with a picnic under an ancient oak tree. It's an unforgettable experience that combines nature and relaxation.
Afternoon
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva? offers an educational afternoon activity. Learn about olive oil production as you walk through olive groves. The tour includes an olive oil tasting session where you can sample different varieties. For lunch, head to Ristorante Il Leccio for some authentic Tuscan flavors.
Evening
Val d'Orcia: Magical 3-Course Dinner under the Oak Tree is a magical way to end your day. Enjoy a three-course dinner under the stars in Val d'Orcia, surrounded by nature's beauty. This unique dining experience will be a highlight of your trip.
Bedtime
Find amazing hotels in Tuscany.
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Val d'Orcia Horse Trekking Trip and Picnic under the Oak
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Passeggiando nell'uliveto come nasce l'olio extrav d'oliva?
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Val d'Orcia: Magical 3-Course Dinner under the Oak Tree
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Hot Air Balloon Ride and Farewell Dinner
Morning
Begin your final day in Tuscany with an unforgettable experience: a hot air balloon ride over the stunning Tuscan countryside. While this specific activity is not on the wishlist, it aligns perfectly with your preference for outdoor fun and will provide breathtaking views of the rolling hills, vineyards, and charming villages. This serene and exhilarating adventure is sure to be a highlight of your trip.
Afternoon
After your morning adventure, spend some time exploring the beautiful town of Montepulciano. Wander through its historic streets, visit local shops, and enjoy a leisurely lunch at Osteria Acquacheta, known for its delicious Tuscan cuisine. In the afternoon, head to Montepulciano: Winery and Perfume Laboratory Sensory Tour. This unique tour combines wine tasting with a sensory experience in a perfume laboratory, making it an engaging activity for both adults and kids.
Evening
Conclude your Tuscan adventure with a memorable farewell dinner. Enjoy Val d'Orcia: Magical 3-Course Dinner under the Oak Tree, where you can dine under the stars surrounded by the natural beauty of Val d'Orcia. This magical setting will provide the perfect end to your family's outdoor fun-filled trip in Tuscany.
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Montepulciano: Winery and Perfume Laboratory Sensory Tour
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Val d'Orcia: Magical 3-Course Dinner under the Oak Tree
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Cooking Class and Winery Tour in Montepulciano
Morning
Cooking Class in a Brunello Winery - Private experience is an excellent way to start your day. Learn how to cook traditional Tuscan dishes with expert chefs in a beautiful winery setting. This hands-on experience is fun for both adults and kids.
Afternoon
Montepulciano: Winery and Perfume Laboratory Sensory Tour offers a unique combination of wine tasting and perfume making. Explore the winery's cellars, taste exquisite wines, and create your own custom perfume blend. For lunch, visit La Grotta, known for its delicious food and charming atmosphere.
Evening
Pienza: Dining Experience at a Local's Home provides an authentic Italian dining experience to conclude your day. Enjoy homemade Tuscan dishes prepared by locals in their home while learning about their culture and traditions.
Bedtime
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Cooking Class in a Brunello Winery - Private experience
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Montepulciano: Winery and Perfume Laboratory Sensory Tour
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Pienza: Dining Experience at a Local's Home
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Cooking Class and Winery Tour
Morning
Cooking Class in a Brunello Winery - Private experience is an excellent way to start your day. Learn how to cook traditional Tuscan dishes with expert chefs in a beautiful winery setting. This hands-on experience is fun for both adults and kids.
Afternoon
Montepulciano: Winery and Perfume Laboratory Sensory Tour offers a unique combination of wine tasting and perfume making. Explore the winery's cellars, taste exquisite wines, and create your own custom perfume blend. For lunch, visit La Grotta, known for its delicious food and charming atmosphere.
Evening
Pienza: Dining Experience at a Local's Home provides an authentic Italian dining experience to conclude your day. Enjoy homemade Tuscan dishes prepared by locals in their home while learning about their culture and traditions.
Bedtime
Find amazing hotels in Montepulciano.
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Cooking Class in a Brunello Winery - Private experience
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Popular
Montepulciano: Winery and Perfume Laboratory Sensory Tour
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Popular
Pienza: Dining Experience at a Local's Home
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Truffle Hunting and Scenic Views
Morning
Start your day with an exciting truffle hunting adventure: Trequanda: Tuscan Truffle Hunting Experience with Lunch. Join expert truffle hunters and their dogs as they search for these prized delicacies in the woods. This hands-on experience is both educational and fun for the whole family. Afterward, enjoy a delicious truffle-themed lunch at Ristorante Conte Matto, where you can taste the fruits of your labor.
Afternoon
In the afternoon, take a leisurely drive to Pienza. Explore this charming town known for its Renaissance architecture and stunning views of Val d'Orcia. Visit local shops, enjoy some gelato, and take in the beautiful scenery. For a relaxing break, stop by Caffè La Posta for some coffee and pastries.
Evening
End your day with a scenic hike: Pienza: Scenic hiking on the Gladiator's movie location. Explore the iconic landscapes featured in the movie Gladiator as you hike through rolling hills and picturesque fields. This activity is both fun and educational for kids as they learn about film locations and nature.
Bedtime
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Trequanda Tuscan Truffle Hunting Experience with Lunch
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Pienza: Scenic hiking on the Gladiator's movie location
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