10 Best Tuscany Multiday Tours in October 2025

Get a customized trip to Tuscany in October 2025

Plan a multi-country or regional adventure across Tuscany in October 2025, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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Recommended by

Italy City Break - 5 Days - October 2025

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

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

Duration5 days

From

USD 1,780

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25% OFF TODAY

La Dolce Vita - 11 days - October 2025

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

25% OFF TODAY

Duration11 days

From

USD 3,465

USD 2,599

Saving

USD 866

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Mediterranean Coastal Journey Spain, France & Italy - October 2025

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

Duration16 days

From

USD 5,499

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Treasures of Tuscany - October 2025

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 2,938

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All Tuscany Tours in October 2025

4 Trips in Tuscany during October 2025

Get a customized trip to Tuscany in October 2025

4 Trips in Tuscany during October 2025

Italy City Break - 5 Days - October 2025

La Dolce Vita - 11 days - October 2025

Mediterranean Coastal Journey Spain, France & Italy - October 2025

Treasures of Tuscany - October 2025

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 October 2025

4 Trips in Tuscany during October 2025

Get a customized trip to Tuscany in October 2025

4 Trips in Tuscany during October 2025

Italy City Break - 5 Days - October 2025

La Dolce Vita - 11 days - October 2025

Mediterranean Coastal Journey Spain, France & Italy - October 2025

Treasures of Tuscany - October 2025