10 Best Florence Multiday Tours in September 2026

Halloween Super Sales

Discovery of Italy: 8 Days - September 2026

(1 review )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

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

Duration8 days

From

USD 2,750

USD 2,668

Saving

USD 83

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Halloween Super Sales

Best of Italy - September 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

Tuscany Cycle for Families - September 2026

(1 review )

No booking fees

Best price guaranteed

Explore Tuscan gems on a specially crafted cycle trip for all ages. There are no steep Tuscan hills on this beautifully designed self guided cycle taking in some of Tuscany's most famous towns. Pedal effortlessly along the meandering Arno river cycle paths that take you from one classic Tuscan city to the next. From the leaning tower of Pisa to the elegant Piazza Anfiteatro in Lucca and the famous Duomo of Florence, there are no shortage of sites to engage the whole family. Delve further into the countryside to visit lesser known corners such as Calci, where a famous Natural History Museum is housed and Vinci, where Leonardo da Vinci was born. Cycle through a quintessential Tuscan landscape, taste the many local specialties and stay in three comfortable family run hotels generally with swimming pools and gardens, perfect for relaxing after the cycling day is over.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Empoli, San Giuli

Tuscany, Pisa, Empoli, San Giuliano Terme, Lucca, Vinci, Florence

Duration8 days

From

USD 1,560

USD 1,513

Saving

USD 47

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20% OFF TODAY

Halloween Super Sales

Easy Pace Italy - September 2026

4.8

(138 reviews )

No booking fees

Best price guaranteed

Good introductory cross-section in major cities. Good balance of scheduled vs. free time. Would like a little more emphasis on art--especially Uffizi Gallery and Pisan Camposanto--plus entry into St. Mark's/Doge's Palace and Duomo church (rather than some of the shopping stuff). A little too much commercial, too little history/art. (Some of guides under-informed, including one who said Galileo discovered the "two planets" around Jupiter!).

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

20% OFF TODAY

Duration10 days

From

USD 3,575

USD 2,857

Saving

USD 718

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15% OFF TODAY

Halloween Super Sales

Italian Glory - September 2026

4.8

(55 reviews )

No booking fees

Best price guaranteed

Great itinerary and tour director. Suggest: a slightly slower pace - limiting yourself to 1 optional experience/ day to avoid too/ long days -exhaustion, provide more suggestions for authentic food / restaurants on ‘free’ days.

Chill outSightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Como, Ve

Milan, Rome, Lake Como, Como, Venice, Florence, Amalfi Coast & Campania

15% OFF TODAY

Duration13 days

From

USD 4,575

USD 3,880

Saving

USD 695

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Tuscany Escape, Semi-private Tour - September 2026

18% OFF TODAY

Halloween Super Sales

Tuscany Escape, Semi-private Tour - September 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 1,834

USD 1,512

Saving

USD 322

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Halloween Super Sales

Cycle Tuscany - September 2026

No booking fees

Best price guaranteed

Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Florence, Pisa, Vinci, Barga, Ca

Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca

Duration8 days

From

USD 3,145

USD 3,051

Saving

USD 94

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Halloween Super Sales

Via Degli Dei: Bologna to Florence - September 2026

4.8

(6 reviews )

No booking fees

Best price guaranteed

The Via Degli Dei is a fantastic walk - 2 great Italian cities and stunning landscapes every day which made the tough climbs worthwhile. They dealt with everything once we arrived, the accommodation was good and varied which added to the appeal of the trip. It's helpful to have some basic Italian as a couple of places did not speak English but everyone was so friendly. Will use them again - we are already planning next year's trip!

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Bologna, Sasso Marconi

Florence, Bologna, Sasso Marconi, Monzuno, Bruscoli, San Piero A Sieve, Olmo, Fiesole

Duration8 days

From

USD 1,390

USD 1,348

Saving

USD 42

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Halloween Super Sales

Cycle Pisa to Florence - September 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

Venice to Florence Cycle - September 2026

4.6

(7 reviews )

No booking fees

Best price guaranteed

Our recent bike trip from Venice to Florence was terrific. Viewing the countryside by bike was fun. Each days ride was different. I thought day 2 was the hardest. My sit bones were very sore despite the bike shorts. it was a bumpy gravel long ride. Day 3 and on out got easier.

Bicycle toursCity sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Venice, Mestre, Chiogg

Florence, Venice, Mestre, Chioggia, Adria, Comacchio, Ravenna, Brisighella

Duration8 days

From

USD 2,260

USD 2,192

Saving

USD 68

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13% OFF TODAY

Halloween Super Sales

Highlights of Europe - September 2026

4.7

(11 reviews )

No booking fees

Best price guaranteed

Great introduction to Europe. Fast-paced but you get what you paid for and more! Would highly recommend!

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Paris, London, Amsterdam, Heidel

Paris, London, Amsterdam, Heidelberg, Innsbruck, Venice, Rome, Florence, Baveno, Lucerne

13% OFF TODAY

Duration14 days

From

USD 5,575

USD 4,832

Saving

USD 743

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Halloween Super Sales

Best of Italy - September 2026

(1 review )

Trip customizable

Best price guaranteed

Christina organized a fantastic first class itinerary for a 28 day tour of Italy by my wife and me. She was very personable and generous with her time and very knowledgeable of the areas we visited. The trip included incredible private tours with top notch guides and smooth transfers all the way. Any minor glitches were handled promptly and professionally. It was a wonderful experience and we look forward to working with her again in the future.

Culture shows and excursions

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Palermo

Rome, Florence, Venice, Palermo, Agrigento, Sicily, Taormina, Sorrento

Duration17 days

From

USD 5,092

USD 4,939

Saving

USD 153

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16% OFF TODAY

Halloween Super Sales

Grand Italy & Sicily - September 2026

4.7

(77 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

16% OFF TODAY

Duration17 days

From

USD 6,875

USD 5,792

Saving

USD 1,083

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Highlights Of Northern Italy - September 2026

22% OFF TODAY

Halloween Super Sales

Highlights of Northern Italy - September 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 eight days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Take in the crumbling ruins of Rome, board a scenic train ride to Bologna and discover the maze-like canals of Venice with your local leader. Visit the Leaning Tower in Pisa, learn how to make pasta by hand in Bologna and indulge in delicious local cuisine and a couple (or two) glasses of vino – ah Italia!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Bologna

22% OFF TODAY

Duration8 days

From

USD 2,710

USD 2,103

Saving

USD 607

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All Florence Tours in September 2026

Page 2 of 113 Trips in Florence during September 2026 with 2,736 Reviews

Get a customized trip to Florence in September 2026

Page 2 of 113 Trips in Florence during September 2026 with 2,736 Reviews

Discovery of Italy: 8 Days - September 2026

Best of Italy - September 2026

Tuscany Cycle for Families - September 2026

Easy Pace Italy - September 2026

Italian Glory - September 2026

Tuscany Escape, Semi-private Tour - September 2026

Cycle Tuscany - September 2026

Via Degli Dei: Bologna to Florence - September 2026

Cycle Pisa to Florence - September 2026

Venice to Florence Cycle - September 2026

Highlights of Europe - September 2026

Best of Italy - September 2026

Grand Italy & Sicily - September 2026

Highlights of Northern Italy - September 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 September 2026

Page 2 of 113 Trips in Florence during September 2026 with 2,736 Reviews

Get a customized trip to Florence in September 2026

Page 2 of 113 Trips in Florence during September 2026 with 2,736 Reviews