10 Best Pisa Multiday Tours in October 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
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.

Halloween Super Sales

Walking in Tuscany - October 2026

4.9

(226 reviews )

No booking fees

Best price guaranteed

This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Lucca, Braccicort

Tuscany, Pisa, Lucca, Braccicorti, Corfino, Casone

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Halloween Super Sales

Spotlight on Tuscany - October 2026

4.7

(202 reviews )

No booking fees

Best price guaranteed

Antonella Regi, our Tour Manager, was the best. She got us so excited every day to experience the daily visits to cities and places on our itinerary- telling us the history, culture, and art history of each stop. That, along with the enrichment the local guides added and the food and wine tastings gave us a total immersive experience of beautiful Tuscany! Mille Garcia!!!

Art and architecture

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Montecatini Terme, Lucca, Floren

Montecatini Terme, Lucca, Florence, Pisa, Siena, San Gimignano

Duration9 days

From

USD 2,119

USD 2,055

Saving

USD 64

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Halloween Super Sales

Private Gourmet Wine Tour in Tuscany - October 2026

4.5

(2 reviews )

Trip customizable

Best price guaranteed

What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills

Food toursWine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

22-89 yrs

Operated in

english, german

Destinations

Tuscany, Chianti, Florence, Sien

Tuscany, Chianti, Florence, Siena, Pisa

Duration4 days

From

USD 2,806

USD 2,722

Saving

USD 84

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Halloween Super Sales

Cycle Pisa to Florence - October 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

We were bike fitted with very comfortable bikes which we enjoyed riding. The GPS was excellent although we did misplace ourselves now and then. The rides went through very beautiful Tuscan country and lovely villages. My favourite was Lucca. Thanks for providing great equipment we enjoyed this week of our holiday in Italy.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Pisa, Lucca, Montecatini Terme

Pisa, Lucca, Montecatini Terme, Florence

Duration8 days

From

USD 1,490

USD 1,445

Saving

USD 45

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Halloween Super Sales

A Taste of Tuscany - Hilltop Towns and Vineyards - October 2026

4.8

(14 reviews )

No booking fees

Best price guaranteed

Trip was excellent. Tour Guide, Gus, was fantastic, very knowledgeable, great communicator, and made sure all of our needs were met. Food and wine tour could not have been better. Never really liked many wines but the tastings proved me wrong. The agricultural farms were great and the food fresh and abundant. Villages were quaint. Castle was very interesting - 34 generations living in it and continuously running a vineyard and producing wine since 1141 is unbelievable! Looking into another food tour in another country. Gave accommodations less rating because hotels were in old buildings and they made due with space available: 1) First 2 nights in Hotel Bologna, the room was very, very small and had 2 twin beds aligned in tandem against one wall - would not have fit any other way, 2) Hotel Le Cisterna, last 3 nights, walls were so thin we could hear every word people next door said.

Wine tasting toursFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Pisa, Pienza, Siena, Chianti, Vo

Pisa, Pienza, Siena, Chianti, Volterra, San Gimignano

Duration8 days

From

USD 3,040

USD 2,949

Saving

USD 91

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Halloween Super Sales

Venice to Rome by Rail + Sorrento and the Amalfi Coast - October 2026

(1 review )

No booking fees

Best price guaranteed

Traverse Italy by train, taking in the sights and delights of some of the country's most iconic cities. Stroll and sip a spritz alongside the canals of Venice, wander the food markets of Bologna, gaze out over the breathtaking beauty of Florence from Piazzale Michelangelo and people watch in the piazzas of Rome. Venice - Discover 'the Floating City\ and climb the San Giorgio Maggiore bell tower for a bird's-eye view of the canals. Pisa - Visit the historic city and marvel at the incredible leaning tower. Rome - Explore Italy's vibrant capital and see the ancient Colosseum and Roman Forum. Want to see more of Italy? - Continue your trip to Sorrento and the Amalfi Coast (Trip code: VRA).

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Venice, Sorrento, Maiori, Amalfi

Venice, Sorrento, Maiori, Amalfi, Bologna, Pisa, Rome, Naples

Duration14 days

From

USD 5,260

USD 5,102

Saving

USD 158

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Halloween Super Sales

Venice to Rome by Rail - October 2026

(1 review )

No booking fees

Best price guaranteed

My 1st time in Europe! Our tour leader Paris Bermuda was so organized and genuinely very pleasant and sweet. The stops along the way were fascinating, picturesque and so much fun! Wonderful history and stunning buildings! Recommended highly!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Venice, Bologna, Florence

Rome, Venice, Bologna, Florence, Pisa

Duration7 days

From

USD 2,560

USD 2,483

Saving

USD 77

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All Pisa Tours in October 2026

7 Trips in Pisa during October 2026 with 449 Reviews

Get a customized trip to Pisa in October 2026

7 Trips in Pisa during October 2026 with 449 Reviews

Walking in Tuscany - October 2026

Spotlight on Tuscany - October 2026

Private Gourmet Wine Tour in Tuscany - October 2026

Cycle Pisa to Florence - October 2026

A Taste of Tuscany - Hilltop Towns and Vineyards - October 2026

Venice to Rome by Rail + Sorrento and the Amalfi Coast - October 2026

Venice to Rome by Rail - October 2026

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 Pisa Tours in October 2026

7 Trips in Pisa during October 2026 with 449 Reviews

Get a customized trip to Pisa in October 2026

7 Trips in Pisa during October 2026 with 449 Reviews

Walking in Tuscany - October 2026

Spotlight on Tuscany - October 2026

Private Gourmet Wine Tour in Tuscany - October 2026

Cycle Pisa to Florence - October 2026

A Taste of Tuscany - Hilltop Towns and Vineyards - October 2026

Venice to Rome by Rail + Sorrento and the Amalfi Coast - October 2026

Venice to Rome by Rail - October 2026