10 Best Florence Multiday Tours in October 2026

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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Halloween Super Sales

Spotlight on Tuscany - October 2026

4.7

(202 reviews )

No booking fees

Best price guaranteed

Walking through the old walled city of Sienna and learning about the rivalries of the contrasts over the centuries. The tour included the history and the museum of one of the recent race winners. It must be a very exciting event as we were walking around the plaza where 30000 people gather to watch and cheer for their horse and rider to win the race.

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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18% OFF TODAY

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

18% OFF TODAY

Duration14 days

From

USD 3,799

USD 3,132

Saving

USD 667

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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 1,540

USD 1,269

Saving

USD 270

Instant book available

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Halloween Super Sales

Italy Experience - October 2026

(2 reviews )

No booking fees

Best price guaranteed

The comfort level trip allows for the traveller to fully experience Italy as a local with their off the beaten track options but with the convenience of travelling comfort, local guidance and added inclusions.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence, Perugia

Duration10 days

From

USD 5,650

USD 5,481

Saving

USD 170

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Halloween Super Sales

Rome, Florence & Tuscany Family Adventure - October 2026

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,633

USD 7,404

Saving

USD 229

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Halloween Super Sales

A Taste of Italy: 11 Days - Classic - October 2026

Trip customizable

Best price guaranteed

Traveling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend eleven days sampling the best of Assisi, Siena, Florence, Bologna, Venice, the Tuscan wine region, and Capri! Catch the spirit of la vita bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. You will then discover the treasures along Italy’s Amalfi Coast, to sun-bleached Capri before returning to Rome!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio, Sorrento

Duration11 days

From

USD 2,345

USD 2,274

Saving

USD 70

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Halloween Super Sales

Best of Italy - October 2026

(30 reviews )

No booking fees

Best price guaranteed

Mara, the tour manager, was great with her insight and suggestions for our free time. Particularly enjoyed our day in San Marino and vatican tour.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Venice, Romagna, Florence

Duration12 days

From

USD 3,899

USD 3,782

Saving

USD 117

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Halloween Super Sales

Best of Italy - October 2026

No booking fees

Best price guaranteed

The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Cadenabbia, Floren

Rome, Venice, Cadenabbia, Florence, Lucca, Liguria, Asti

Duration14 days

From

USD 5,475

USD 5,311

Saving

USD 164

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Halloween Super Sales

The Marco Polo - October 2026

Trip customizable

Best price guaranteed

Travel from energetic Rome to Florence, Bologna, and soothingly romantic Venice on this four-day experience. You’ll marvel at Michelangelo’s gift for turning marble into skin as you gaze up at the perfection of the David in Florence, and dare to feed the pigeons in Venice’s St. Mark’s Square. With ample cobblestone alleys to roam, breathtaking monuments and churches to discover, narrow canals to float along, and tiny shops to dip into, you’ll experience the eternal beauty of each city on this unforgettable tour!

Art and architectureChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio

Duration4 days

From

USD 922

USD 894

Saving

USD 28

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Tuscany Escape, Semi-private Tour - October 2026

18% OFF TODAY

Halloween Super Sales

Tuscany Escape, Semi-private Tour - October 2026

Trip customizable

Best price guaranteed

Tuscany is brimming with secluded valleys, magnificent rolling hills and majestic medieval villages boasting bustling restaurants, piazzas and ancient narrow cobble-stoned streets. Its rich landascape is complemented by towns overflowing with Reinassance art and architecture. Proud of its olive oil, there’s acclaimed gastronomy and, perhaps the best-know wine area, Chianti, is stunningly beautiful with gentle hills clocked by olive groves and vineyards and ancient castles and grand palazzi which have been magnificently restored as impressive hotels.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Gaiole In Chianti

18% OFF TODAY

Duration7 days

From

USD 1,826

USD 1,505

Saving

USD 320

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All Florence Tours in October 2026

63 Trips in Florence during October 2026 with 1,899 Reviews

Get a customized trip to Florence in October 2026

63 Trips in Florence during October 2026 with 1,899 Reviews

Highlights of Italy - October 2026

Italian Intermezzo - October 2026

Spotlight on Tuscany - October 2026

Italy City Break - 5 Days - October 2026

Ultimate Italy - October 2026

Grand Journey of Italy - 11 Days - October 2026

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

Italy Experience - October 2026

Rome, Florence & Tuscany Family Adventure - October 2026

A Taste of Italy: 11 Days - Classic - October 2026

Best of Italy - October 2026

Best of Italy - October 2026

The Marco Polo - October 2026

Tuscany Escape, Semi-private Tour - 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

63 Trips in Florence during October 2026 with 1,899 Reviews

Get a customized trip to Florence in October 2026

63 Trips in Florence during October 2026 with 1,899 Reviews