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

Start planning your Trip

Recommended by

Via Francigena: Best of Tuscany - October 2025

4.6

(28 reviews )

No booking fees

Best price guaranteed

Great trip, all happened as planned.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Buonconvento, San Minia

Tuscany, Buonconvento, San Miniato Alto, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena, Lucignano D Arbia

Duration9 days

From

USD 1,290

View Tour

10% OFF TODAY

Italy's Treasures Art, Food & Wine of Italy - October 2025

(1 review )

No booking fees

Best price guaranteed

The tour was great from beginning to the end. The tour guide was awesome , very professional and courteous.The itinerary was filled with great experiences which were memorable. I would highly recommend this tour.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Venice, Lombardy & the Lakes, St

Venice, Lombardy & the Lakes, Stresa, Italian Riviera, Tuscany

10% OFF TODAY

Duration12 days

Via Francigena: Southern Tuscany from Siena - October 2025

4.5

(8 reviews )

No booking fees

Best price guaranteed

An amazing walk through the Tuscan countryside. Exceptional organisation and attention to detail meant we could concentrate on having a great time and not have to worry about accommodation, meals and transfers. Thanks!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Siena, Lazio, Lucignano D

Rome, Siena, Lazio, Lucignano D Arbia, Tuscany, San Quirico d'Orcia, Castiglione D Orcia, Radicofani

Duration8 days

Via Francigena: Pontremoli to Lucca - October 2025

(1 review )

No booking fees

Best price guaranteed

Journey by foot through the little-known region of Tuscany between Pontremoli and the walled town of Lucca along the Via Francigena, the Italian Camino. The Via Francigena has experienced a recent revival and is now one of the most exciting pilgrimage trails in Europe. This section of the trail takes you through a little-known region of Tuscany. Starting in Pontremoli, in the heart of the Lunigiana region where the green hills are dotted with fine castles, you will descend to the sea in Versilia. Enjoy the coastal scenery as you walk along the sandy beaches and during the warmer months you can happily stop for a swim en route. Leaving the coast behind, you will head back toward the Tuscan hills. You can visit the fascinating artists' workshops in Pietrasanta, known as the Italian Athens, which rests at the foot of the Apuan Alps. The highlights continue as you reach the walled town of Lucca, one of the most captivating old town centres of Tuscany.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Pontremoli, File

Tuscany, Lucca, Pontremoli, Filetto, Aulla, Sarzana, Massa, Camaiore

Duration8 days

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

5% OFF TODAY

Tuscan Treats - October 2025

4.7

(128 reviews )

No booking fees

Best price guaranteed

Back Roads Tuscan Treats was an amazing trip. We stayed in some beautiful towns such as Lucca & Pienza. Our guide Francesca was wonderful, very friendly and organised. Thank you Back Roads

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Florence, Lucca, Volterra, Pienz

Florence, Lucca, Volterra, Pienza, Tuscany

5% OFF TODAY

Duration8 days

Italian Indulgence - October 2025

4.7

(256 reviews )

No booking fees

Best price guaranteed

Excellent tour of Italy. Such a beautiful country! Our tour guide and driver were excellent as well. WE were very happy with our accommodations. We covered about 3200 kms. and visited many great cities, town, and villages. We liked the culture, food, and scenery. The Italian people are very gracious and happy to see visitors.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Lake Maggiore, Son

Rome, Venice, Lake Maggiore, Sondrio, Trento, Perugia, Tuscany, Lucca, Portofino, Langhe

Duration13 days

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

View Tour

All Tuscany Tours in October 2025

8 Trips in Tuscany during October 2025 with 421 Reviews

Get a customized trip to Tuscany in October 2025

8 Trips in Tuscany during October 2025 with 421 Reviews

Via Francigena: Best of Tuscany - October 2025

Italy's Treasures Art, Food & Wine of Italy - October 2025

Via Francigena: Southern Tuscany from Siena - October 2025

Via Francigena: Pontremoli to Lucca - October 2025

Mediterranean Coastal Journey Spain, France & Italy - October 2025

Tuscan Treats - October 2025

Italian Indulgence - 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

8 Trips in Tuscany during October 2025 with 421 Reviews

Get a customized trip to Tuscany in October 2025

8 Trips in Tuscany during October 2025 with 421 Reviews