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Tours and Trip Packages to Tuscany in Fall

Traveling to Tuscany in Fall? We offer 35+ tours, trips and vacation packages to Tuscany in Fall. Our Tuscany in Fall tour packages and trips have 1090+ customer reviews. All the Tuscany Fall tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.

Page 4 of 35 Trips in Tuscany with 1,098 Reviews

Flavours Of Tuscany & Cinque Terre - Fall Tours

Flavours of Tuscany & Cinque Terre - Fall tours

Savor the essence of Italy on the “Flavours of Tuscany & Cinque Terre” tour, an 8-day adventure perfect for families and travelers of all ages. From the ancient wonders of Rome to the Renaissance artistry of Florence and the seaside charm of Monterosso al Mare, this explorer trip masterfully balances guided sightseeing with independent exploration. Trace Rome’s storied past with a 24-hour Hop-On Hop-Off ticket, then embark on a scenic excursion from Florence to the Chianti region, complete with tastings of local wines and olive oils. In Cinque Terre, use your 48-hour Train Card to discover colorful villages and dramatic coastal views at your own pace. Private transfers and high-speed train travel ensure comfort and efficiency, making this tour package uniquely convenient for families seeking an immersive yet flexible Italian escape.
Explorer
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Timeless Tuscany: A Tuscan Villa Experience - Fall Tours

Timeless Tuscany: A Tuscan Villa Experience - Fall tours

Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy
Explorer
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Rome & Live Like A Local In A Tuscan Villa - Fall Tours

Rome & Live Like a Local in a Tuscan Villa - Fall tours

Experience Italy like never before with a stay at the historic Villa Casagrande, where rolling vineyards, timeless villages, and authentic Italian living await. This immersive journey blends comfort and culture—enjoy guided tours of Florence and San Gimignano, hands-on cooking classes, wine tastings, and free time to unwind in the villa’s gardens or by the pool. More than a tour, it’s your chance to live like a local in the heart of Tuscany from Rome
Explorer
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La Dolce Vita - 11 Days - Fall Tours

La Dolce Vita - 11 days - Fall tours

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
City sightseeing
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Italian Expresso - 5 Days - Fall Tours

Italian Expresso - 5 days - Fall tours

COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.
Sightseeing Tours
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    Recommended by
    • BBC
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    • Lonely Planet