10 Best Florence Multiday Tours in October 2026

Super Sales

Tuscany Walks & Chianti Wines - October 2026

4.8

(90 reviews )

No booking fees

Best price guaranteed

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Trekking and HikingFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Tuscany, Chianti, Pancole

Siena, Tuscany, Chianti, Pancole, Florence, San Gimignano

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Halloween Super Sales

Highlights of Italy - October 2026

No booking fees

Best price guaranteed

How long does it take to fall in love? In a country where history spills from world-class museums and tiny osterias serve up life-changing pasta recipes, eight days might just be enough (but if you have more time, why not extend your adventure?). On this trip, you’ll begin winding your way through the canals of Venice, hiking through the scenic Cinque Terre, soaking up beauty and history of Florence and finishing up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this popular pocket of Europe.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, La Spezia, Florence

Duration8 days

From

USD 1,890

USD 1,833

Saving

USD 57

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23% OFF TODAY

Halloween Super Sales

Italian Intermezzo - October 2026

4.6

(68 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

23% OFF TODAY

Duration8 days

From

USD 2,595

USD 2,008

Saving

USD 587

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12% OFF TODAY

Halloween Super Sales

Europe Escape - October 2026

4.8

(157 reviews )

No booking fees

Best price guaranteed

Overall, this was an amazing trip to be introduced to Europe and experience a little bit of everything there. If you are thinking about opting out of a tour service like this and figuring it all out on your own, I would advise against it. There are a lot of cultural and social differences between these countries that a cursory internet search will not make you aware of. The tour guide's guidance is really what allowed us to be safe and not clueless while exploring, and the tour also highlighted a lot of the activities and locations that were actually worth doing. I feel like I truly maximized my time in Europe and did not waste a moment. At this price point, I doubt you would be able to find anything as good. It was truly life-changing, and on the flight back I dreaded coming back home. Also, if you see Kevin Screene as an option for your tour guides, take him. Amazing person and an even better guide.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Bavaria

Rome, Florence, Venice, Bavaria, Rhine, Amsterdam, Paris, Swiss Alps, the Swiss Alps, Tuscany

12% OFF TODAY

Duration12 days

From

USD 2,970

USD 2,604

Saving

USD 366

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15% OFF TODAY

Halloween Super Sales

Jewels of Italy - October 2026

4.3

(52 reviews )

No booking fees

Best price guaranteed

This trip, while short, provides an in-depth discovery of much of central Italy: Rome and the Colosseum, Florence and the David, Pizza, Verona, and Venice featuring a glass blowing demonstration and optional tour to Burano for a truly unique dinner. The tour also provides an opportunity for time on your own to explore on one’s own pace or visit sites of personal interest. In my case, I could visit Peggy Guggenheim’s museum ( with instructions on how best to get there by our guide) in Venice and have dinner in Rome at a restaurant recommend by an Italian friend.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

15% OFF TODAY

Duration7 days

From

USD 1,425

USD 1,218

Saving

USD 207

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17% OFF TODAY

Halloween Super Sales

Taste of Italy - October 2026

4.6

(57 reviews )

No booking fees

Best price guaranteed

I recently had the opportunity to embark on a wonderful tour of Italy, and it was an experience that will forever hold a special place in my heart. From the moment I set foot in this beautiful country, I was captivated by its rich history, stunning landscapes, and warm hospitality. Our journey began in Rome, where ancient ruins like the Colosseum and the Roman Forum transported us back in time. The grandeur of the Vatican City left me in awe, especially when I gazed upon Michelangelo's masterpiece, the Sistine Chapel ceiling. As we ventured north to Florence, I was enchanted by the art and culture of Tuscany. The Uffizi Gallery and Florence Cathedral were absolute highlights, and strolling along the Arno River at sunset was a truly romantic experience. Our tour continued to Venice, where the intricate canals and ornate architecture made me feel like I was in a fairytale. A gondola ride through the narrow waterways was a dream come true, and exploring the historic neighborhoods of San Marco and Dorsoduro was a delight.

Food toursCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Cinque Terre

17% OFF TODAY

Duration7 days

From

USD 1,540

USD 1,283

Saving

USD 257

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Halloween Super Sales

Spotlight on Tuscany - October 2026

4.7

(204 reviews )

No booking fees

Best price guaranteed

Loved Florence, Sienna and Bologna. Great history, delicious food and wonderful guides. Wish group was smaller more manageable for guides.

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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Italy City Break - 5 Days - October 2026

32% OFF TODAY

Halloween Super Sales

Italy City Break - 5 Days - October 2026

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

32% OFF TODAY

Duration5 days

From

USD 1,780

USD 1,209

Saving

USD 571

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Halloween Super Sales

Ultimate Italy - October 2026

(9 reviews )

No booking fees

Best price guaranteed

Our overall experience with GAdventures was outstanding. The CEOs leading the tours were extremely knowledgeable of the cities we visited and always ready to help make the tours exciting and fun. We had at least two days in each of the cites which gave us enough time to explore on our own or with new friends we made along the way. I highly recommend GAdventures and we are already looking for another GAdventure tour next year.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

Duration14 days

From

USD 3,799

USD 3,685

Saving

USD 114

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13% OFF TODAY

Halloween Super Sales

Italian Discovery - October 2026

4.8

(90 reviews )

No booking fees

Best price guaranteed

Italy was a fantastic trip for us. Wonderful fellow travelers and a first-rate guide. We were able to see and do things that would not have been easily accessible to a large group or individuals, and it was a fantastic balance between structure and free time. Strongly advised

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice, Naples

Rome, Florence, Venice, Naples, Lazio, Sorrento

13% OFF TODAY

Duration11 days

From

USD 3,150

USD 2,750

Saving

USD 400

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Halloween Super Sales

Grand Journey of Italy - 11 Days - October 2026

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

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

Duration11 days

From

USD 5,695

USD 5,524

Saving

USD 171

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Gems Of Rome & Florence, Semi-private Tour - October 2026

18% OFF TODAY

Best Seller

Halloween Super Sales

Gems Of Rome & Florence, Semi-private Tour - October 2026

4.3

(4 reviews )

Trip customizable

Best price guaranteed

The tours were set up with the perfect mix of tour/personal time. Stefan, Claudia and our bus driver were top notch navigating us through the narrow streets to make sure we saw all of the local highlights! Recommend to everyone.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Florence

18% OFF TODAY

Duration6 days

From

USD 1,547

USD 1,275

Saving

USD 271

Instant book available

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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 2,826

USD 2,742

Saving

USD 85

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Halloween Super Sales

Tuscany Walking and Wine - October 2026

4.7

(9 reviews )

No booking fees

Best price guaranteed

Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁 Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Florence, Pisa, San Gimignano, T

Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino

Duration8 days

From

USD 2,830

USD 2,745

Saving

USD 85

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All Florence Tours in October 2026

157 Trips in Florence during October 2026 with 3,093 Reviews

Get a customized trip to Florence in October 2026

Tuscany Walks & Chianti Wines - October 2026

Highlights of Italy - October 2026

Italian Intermezzo - October 2026

Europe Escape - October 2026

Jewels of Italy - October 2026

Taste of Italy - October 2026

Spotlight on Tuscany - October 2026

Italy City Break - 5 Days - October 2026

Ultimate Italy - October 2026

Italian Discovery - October 2026

Grand Journey of Italy - 11 Days - October 2026

Gems Of Rome & Florence, Semi-private Tour - October 2026

Private Gourmet Wine Tour in Tuscany - October 2026

Tuscany Walking and Wine - 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 Florence Tours in October 2026

157 Trips in Florence during October 2026 with 3,093 Reviews

Get a customized trip to Florence in October 2026