10 Best Tuscany Multiday Tours in Fall

Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Discovery of Italy: 8 Days - Fall tours

4.5

(2 reviews )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

From

USD 2,750

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11% OFF TODAY

Europe Highlights - Fall tours

4.8

(118 reviews )

No booking fees

Best price guaranteed

This was our first time to Europe and it did not disappoint! Right from day 1 the fun started! Jared was our tour leader, if you ever get the chance to tour with him, you are lucky. He was fantastic!!! His knowledge of the places we stopped was expansive and he made it interesting to learn the history! Florentin our driver was a rock for us! He got us safely to our destinations and always had a smile on his face! We forged friendships on this tour that made this the most memorable trip! We laughed a lot !!! I am so glad my daughter and I were lucky enough to have such an amazing tour leader, driver and fellow travellers that only made all the amazing places we saw, better! Thank you

MountainsCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Venice, Amsterdam, Tuscany

Rome, Venice, Amsterdam, Tuscany, Munich, Pisa, Swiss Alps, Rhine, Paris, Lauterbrunnen, Montecatini Terme

11% OFF TODAY

Duration10 days

From

USD 2,525

USD 2,235

Saving

USD 290

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18% OFF TODAY

Europe Explorer - Fall tours

4.8

(42 reviews )

No booking fees

Best price guaranteed

This was my first trip to Europe and I could not imagine experiencing it any better than on the 18 day EX tour. Although we only scratched the surface of many places it gave a wonderful perspective for places I want to come back to for further exploration. We covered a lot of ground in 18 days and made unforgettable memories. I was expecting to see beautiful things and have great experience but the relationships that formed within our group were an unexpected, and delightful, surprise. I'm so thankful I choose to do this tour and have recommended to all of my friends. I will definitely do another Expat tour when I'm able. Disclaimer; This is not a trip for those who want to kick back and relax. It was very active with many early mornings, late night and non-stop adventure days.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Amsterdam, Rome, Venice

Paris, Amsterdam, Rome, Venice, Lauterbrunnen, Black Forest, Toulouse, Barcelona, Avignon, Nice, Tuscany

18% OFF TODAY

Duration18 days

From

USD 4,100

USD 3,375

Saving

USD 725

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Super Sales

Discover Tuscany: Culture, Food & Wine - Fall tours

(5 reviews )

No booking fees

Best price guaranteed

This was an excellent trip. Delivered everything it says in trip name. Visited fabulous locations, learnt interesting facts about each place, tried local food and wine. Magnificent.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Pancole, Siena, Castell

Tuscany, Pancole, Siena, Castellina In Chianti, San Gimignano, Florence, Volterra

Duration8 days

From

USD 3,150

USD 3,056

Saving

USD 95

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7% OFF TODAY

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Fall tours

No booking fees

Best price guaranteed

On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano and hunt for truffles in the Umbrian countryside. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Chianti, Umbria

Rome, Tuscany, Chianti, Umbria, Pienza

7% OFF TODAY

Duration11 days

From

USD 3,749

USD 3,499

Saving

USD 250

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Super Sales

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Fall tours

(4 reviews )

No booking fees

Best price guaranteed

I loved my trip with G Adventures to Italy! The hiking, visits to wineries and delicious food made it a memorable trip. I would love to return to Italy with G Adventures again!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration10 days

From

USD 4,999

USD 4,849

Saving

USD 150

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Super Sales

Italy: Tuscany and Umbria Vineyard Walks - Fall tours

(4 reviews )

No booking fees

Best price guaranteed

This new Geluxe style of traveling was exceptional!! It packed so many activities and excursions during the entire trip! I active hiking along the way was a nice bonus to not only see the beautiful countryside and villages but to earn our multiple wine tastings and delicious food. And what a great way to cap off the trip with a Vespa ride through Rome. This was definitely a highlight! Our CEO Barbara made this trip so memorable with her keen attention to detail, her endless knowledge of the area and her warm spirit! This was our 6th Gadventure trip and Barbara was the best CEO we've ever had!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

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15% OFF TODAY

La Dolce Vita - 11 days - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

15% OFF TODAY

Duration11 days

From

USD 3,465

USD 2,945

Saving

USD 520

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15% OFF TODAY

Italian Expresso - 5 days - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Bologna

Rome, Tuscany, Florence, Bologna, Venice

15% OFF TODAY

Duration5 days

From

USD 1,475

USD 1,254

Saving

USD 221

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17% OFF TODAY

Amsterdam to Rome - Fall tours

4.4

(7 reviews )

No booking fees

Best price guaranteed

Overall it was a great vacation. The tour leader (Matt) was professional, knowledgeable and funny. The coach driver (Alex) was great too. They worked well together and gave a constant calm feeling to our group. Our leaders had a few obstacles to overcome and they handled them without us ever needed to worry. A few suggestions from Matt made our trip even better. We ate with different people each night, we rotated seats and made friends for a life time. Life changing experience.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Rome, Toulouse, Barcelona

Paris, Rome, Toulouse, Barcelona, Avignon, Monaco, Tuscany, Amsterdam

17% OFF TODAY

Duration11 days

From

USD 2,660

USD 2,195

Saving

USD 465

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10% OFF TODAY

Mediterranean Coastal Journey Spain, France & Italy - Fall tours

No booking fees

Best price guaranteed

Venture along the glittering Mediterranean coast on an immersive journey connecting the Spanish, French and Italian Rivieras. Taste your way along the Mediterranean coast sampling traditional Catalan specialties in a 17th-century farmhouse, flavorful Provençal cuisine in Marseille, and traditional focaccia in Genoa. Enjoy the iconic must-sees and venture to gems off the beaten path, like the rolling hills of the Tuscan countryside. Take a step into the culture and meet the locals. From chameleonic Barcelona to sun-kissed Nice; from glamorous Monaco to the rolling hills of the Chianti countryside, find your dream Mediterranean journey.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Barcelona, Tuscany, Nice, Genoa

Barcelona, Tuscany, Nice, Genoa, San Gimignano, Costa Brava, Figueres, Marseille

10% OFF TODAY

Duration16 days

From

USD 6,299

USD 5,699

Saving

USD 600

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Flavours of Tuscany & Cinque Terre - Fall tours

Trip customizable

Best price guaranteed

Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,370

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Treasures of Tuscany - Fall tours

Trip customizable

Best price guaranteed

Discover Tuscany’s essence on a 7-day journey blending art, history, and gourmet delights. Start in Florence, where Renaissance marvels like Michelangelo’s David await, then journey into Chianti for tastings of world-famous wines and olive oils. Explore Siena’s medieval charm and San Gimignano’s iconic towers, each town a testament to Tuscany’s rich heritage. In Montepulciano, sample the famed Vino Nobile, before wrapping up in the breathtaking Val d’Orcia, home to Brunello wine and sweeping landscapes This itinerary offers a perfect blend of culture, flavors, and scenic beauty, capturing Tuscany’s timeless allure

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Florence, Montepulciano, Tuscany

Duration7 days

From

USD 2,972

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Super Sales

Tuscan Escape - Fall tours

(4 reviews )

No booking fees

Best price guaranteed

Great trip overall. The day trip were great. I wish the hotel was near a town or close to restaurants, but overall very great trip

Chill outLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Lucca

Rome, Tuscany, Florence, Lucca, Montalcino

Duration7 days

From

USD 1,325

USD 1,285

Saving

USD 40

View Tour

All Tuscany Tours in Fall

Page 2 of 31 Trips in Tuscany with 1,062 Reviews

Discovery of Italy: 8 Days - Fall tours

Europe Highlights - Fall tours

Europe Explorer - Fall tours

Discover Tuscany: Culture, Food & Wine - Fall tours

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Fall tours

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Fall tours

Italy: Tuscany and Umbria Vineyard Walks - Fall tours

La Dolce Vita - 11 days - Fall tours

Italian Expresso - 5 days - Fall tours

Amsterdam to Rome - Fall tours

Mediterranean Coastal Journey Spain, France & Italy - Fall tours

Flavours of Tuscany & Cinque Terre - Fall tours

Treasures of Tuscany - Fall tours

Tuscan Escape - Fall tours

Page 2 of 31 Trips in Tuscany with 1,062 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tuscany Tours in Fall

Page 2 of 31 Trips in Tuscany with 1,062 Reviews

Page 2 of 31 Trips in Tuscany with 1,062 Reviews