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Castle Tower

Sightseeing
& Food Tours

1.

Full day private transportation and local expert guide

2.

Guided visits of historical centers and hill towns

3.

Visit to farms for tastings and lunches

Tuscany’s natural beauty was shaped over centuries by its people and history, giving rise to the unique architecture, art and artisanal products that span the centuries, sometimes millennia.

Let yourself be guided through historic fortresses, abbeys and town centers and meet local food and craft artisans for a truly Tuscan cultural experience.

Siena & San Gimignano Sightseeing Tour

Explore Siena’s medieval city centre as your guide points out the main sights and unveils the history, traditions and folklore of the city and its famous horserace, the Palio. Marvel at one of the most spectacular squares in Italy, il Campo, with its imposing bell tower. Continue to a nearby farm or winery for a wholesome lunch of local products. Visit the Unesco-protected San Gimignano, also known as the Town of Towers. Stroll along the alleys and look up at the austere medieval towers that defiantly survived the centuries. 

Included

Transportation with expert guide

Lunch with wine on a farm

Shared guided Siena walking tour with Duomo entrance tickets

Visits to the fortress of Monteriggioni and the hill town of San Gimignano

Experience the essence of Tuscany with a day filled with history, culture, and breathtaking landscapes. Begin your journey in Siena, where a guided two-hour tour unveils the city’s rich medieval heritage. Stroll through its enchanting streets, admire the iconic Piazza del Campo, and visit the stunning Siena Duomo with included entrance tickets to explore its intricate interiors and magnificent artwork. After your Siena adventure, head to the countryside for a leisurely lunch at a picturesque farm. Indulge in a traditional Tuscan meal made with fresh, local ingredients, paired with the farm’s own wines, and soak in the serene rural setting. In the afternoon, visit the fortress of Monteriggioni, a perfectly preserved medieval castle offering panoramic views and a glimpse into Tuscany’s storied past. Conclude the day in the hill town of San Gimignano, known for its soaring towers and medieval charm. Wander its cobblestone streets, browse artisan shops, and enjoy stunning views of the surrounding countryside. This tour offers the perfect blend of history, culture, and Tuscan flavors.

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Montepulciano & Cortona Sightseeing Tour

Visit the proud and panoramic hill town of Montepulciano with your guide. Choose to visit the main square and cathedral or tour an old wine cellar carved out from under Renaissance palaces and savor a guided wine tasting of Nobile wine before enjoying your own leisure time around town. Head out to the countryside for a Tuscan lunch on a farm with local wine. Arrive to Cortona, the beautiful hill town made famous by the movie Under the Tuscan Sun, take a short guided visit of the town's main attractions followed by leisure time.

Included

Transportation with expert guide

Lunch with wine on farm

Visits to the hill towns of Montepulciano and Cortona

Entrance tickets to the Temple of San Biagio

Begin your day with a visit to the serene Monastery of Monte Oliveto Maggiore, a spiritual haven nestled in the Crete Senesi. Explore its stunning frescoed cloisters, admire centuries-old art, and experience the peaceful ambiance of this remarkable Benedictine abbey. Continue to Montepulciano, where you’ll explore its historic center and visit the magnificent Temple of San Biagio. With your entrance tickets, marvel at this Renaissance architectural gem surrounded by lush vineyards. For lunch, head to a countryside farm set amidst rolling hills. Enjoy a traditional Tuscan meal crafted with fresh, local ingredients, paired with the farm’s own wines, and relax in the tranquil rural setting. In the afternoon, journey to the hilltop town of Cortona, made famous by *Under the Tuscan Sun*. Stroll its ancient streets, admire sweeping views of the Val di Chiana, and soak in the timeless charm of this enchanting town. This tour offers a harmonious blend of art, history, stunning landscapes, and Tuscan flavors.

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San Galgano & Montagnola Secret Tuscany

Travel off the beaten path and be captivated by the mysterious roofless Abbey of San Galgano, its Sword in the Stone and the history and legends of knights, saints and monks that inhabited these isolated hills.
Explore Tuscany’s hidden gems and the wilder Montagnola hill, indulge in the local and seasonal products of a farm and visit medieval hamlets and a castle to learn more about the lives of merchants, pilgrims and farmers over the Ages.

Included

Transportation with expert guide

Lunch with wine on farm

Entrance tickets to the Abbey of San Galgano

Visits to less knows medieval villages and towns

Embark on a journey through the Sienese Montagnola, a hidden gem of Tuscany filled with history, legends, and breathtaking landscapes. Begin the day with a visit to the Abbey of San Galgano, an awe-inspiring medieval ruin steeped in mysticism. Explore the open-air abbey and the legendary "Sword in the Rock," a tale of chivalry and faith that continues to captivate visitors. En route, stop to explore medieval hamlets and ancient fortifications scattered across the Montagnola hills. These lesser-known gems offer a glimpse into the region’s rich history and serene beauty, perfect for capturing memorable moments. After visiting the abbey, enjoy a traditional Tuscan lunch at a countryside farm. Relish fresh, local dishes paired with the farm’s wines while soaking in the tranquil surroundings. In the afternoon, delve deeper into the Montagnola with visits to a historic castle and more secluded hamlets. Discover their unique stories, timeless architecture, and untouched charm, making this tour a perfect blend of history, legend, and the flavors of Tuscany away from the main tourist routes and crowds. This tour showcases a beautiful and often overlooked side of Tuscany, with a rich history evidenced by its many castles and waterways that reflect the heritage of central Tuscany.

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San Gimignano & Food Tour

Visit the countryside, tour a farm and sample Tuscany’s much loved pecorino sheep cheese, other dairy products and local wine. Discover the local history and traditions of San Gimignano as you walk the medieval, cobblestone streets and marvel at its imposing towers. Taste its historic Vernaccia white wine as you enjoy a wholesome meal prepared with its Red Gold, the saffron spice that has been grown here since the Middle Ages, as well as the more modern artisanal gelato ice-cream.

Included

Transportation with expert guide

Lunch with wine on farm/winery

Visit to a dairy farm for tasting of local cheeses

Visit the hill town of San Gimignano

Embark on a delightful journey through the flavors and charm of San Gimignano and its surrounding countryside. Begin the day with a visit to a local dairy farm, where you’ll savor a tasting of Pecorino and other artisanal cheeses while learning about traditional cheese-making methods. Along the way, stop to visit scenic sights and hidden gems, immersing yourself in the beauty and history of the region. Midday, enjoy a leisurely lunch at a local winery, where you’ll indulge in a traditional Tuscan meal paired with a guided tasting of the estate’s wines. In the afternoon, head to the enchanting town of San Gimignano, known for its iconic towers and medieval allure. Spend your time exploring its many food and craft shops, sampling local delicacies, and discovering unique artisan creations. This tour offers a perfect blend of Tuscany’s culinary treasures, stunning landscapes, and the timeless charm of San Gimignano.

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Our
Pick

Sunset Val d'Orcia Food Tour

sunset val d'orcia tour

Drive through the panoramic landscapes of the Crete Senesi and visit a working Benedictine Monastery to marvel at the beautifully frescoed cloister and church. Stop at a local farm for a guided tour and tasting of local products and olive oil. Walk around the thermal town of Bagno Vignoni and the stunning town of Pienza, rightly considered the Gem of the Renaissance within the UNESCO protected Orcia Valley. Finally, enjoy a Sunset dinner at an organic dairy farm with cheese tasting from a panoramic terrace (weather permitting)

Included

Transportation with expert guide

Lunch with wine on farm/winery​

Visit to a dairy farm for tasting of local cheeses

Visit the hill town of San Gimignano

Embark on a delightful journey through the flavors and charm of San Gimignano and its surrounding countryside. Begin the day with a visit to a local dairy farm, where you’ll savor a tasting of Pecorino and other artisanal cheeses while learning about traditional cheese-making methods. Along the way, stop to visit scenic sights and hidden gems, immersing yourself in the beauty and history of the region. Midday, enjoy a leisurely lunch at a local winery, where you’ll indulge in a traditional Tuscan meal paired with a guided tasting of the estate’s wines. In the afternoon, head to the enchanting town of San Gimignano, known for its iconic towers and medieval allure. Spend your time exploring its many food and craft shops, sampling local delicacies, and discovering unique artisan creations. This tour offers a perfect blend of Tuscany’s culinary treasures, stunning landscapes, and the timeless charm of San Gimignano.

Book it

Discounts for Low Season Bookings (November to April)

Wish to visit a defferent wine region or would like a special itinerary:

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