10 Best Florence Multiday Tours in May 2026

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Italian Intermezzo - May 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

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Duration8 days

From

USD 2,595

USD 2,070

Saving

USD 525

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Europe Escape - May 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

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Duration12 days

From

USD 2,970

USD 2,685

Saving

USD 285

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Jewels of Italy - May 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

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Duration7 days

From

USD 1,425

USD 1,256

Saving

USD 170

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Taste of Italy - May 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

14% OFF TODAY

Duration7 days

From

USD 1,540

USD 1,323

Saving

USD 217

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Spotlight on Tuscany - May 2026

4.7

(211 reviews )

No booking fees

Best price guaranteed

I loved everything about my tour with Collette. I tell everyone that ask me about my trip it was wonderful. I didn’t have to plan anything it was already taken care. If you didn’t want to go on an excursion and just stay around the Montecatini town. I highly recommend Collette travel agency extremely pleased.

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

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Italian Discovery - May 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

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Duration11 days

From

USD 3,150

USD 2,835

Saving

USD 315

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

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Gems Of Rome & Florence, Semi-private Tour - May 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 1,270

Saving

USD 270

Instant book available

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A Taste of Italy: 11 Days - Classic - May 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 2,337

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Best of Italy - May 2026

5

(28 reviews )

No booking fees

Best price guaranteed

Absolutely loved the whole tour, especially the vineyard we stayed at and the hands on cooking class we had making piadinni flatbread. Was awestruck by the beautiful churches with the mosaic tile ceilings and walls and the Vatican and Sistine chapel. I also loved visiting the high school culinary and hospitality class and learning about how the Parmesan cheese and balsamic vinegar are made and the tremendous luncheon they made for us. The food tour on our last day was also so much fun. Loved the gondola ride in Venice and the Murano glass blowing. Our tour guides were all extremely knowledgeable and especially Guilo Passiarella whose humor and tremendous knowledge made everyday so much fun!

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

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The Marco Polo - May 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

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Easy Pace Italy - May 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

18% OFF TODAY

Duration10 days

From

USD 3,575

USD 2,945

Saving

USD 630

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Tuscany Escape, Semi-private Tour - May 2026

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Tuscany Escape, Semi-private Tour - May 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

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Duration7 days

From

USD 1,827

USD 1,506

Saving

USD 321

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Via Degli Dei: Bologna to Florence - May 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 1,190

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Cycle Pisa to Florence - May 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

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All Florence Tours in May 2026

66 Trips in Florence during May 2026 with 1,947 Reviews

Italian Intermezzo - May 2026

Europe Escape - May 2026

Jewels of Italy - May 2026

Taste of Italy - May 2026

Spotlight on Tuscany - May 2026

Italian Discovery - May 2026

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

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

Best of Italy - May 2026

The Marco Polo - May 2026

Easy Pace Italy - May 2026

Tuscany Escape, Semi-private Tour - May 2026

Via Degli Dei: Bologna to Florence - May 2026

Cycle Pisa to Florence - May 2026

Get a customized trip to Florence in May 2026

Italian Intermezzo - May 2026

Europe Escape - May 2026

Jewels of Italy - May 2026

Taste of Italy - May 2026

Spotlight on Tuscany - May 2026

Italian Discovery - May 2026

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

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

Best of Italy - May 2026

The Marco Polo - May 2026

Easy Pace Italy - May 2026

Tuscany Escape, Semi-private Tour - May 2026

Via Degli Dei: Bologna to Florence - May 2026

Cycle Pisa to Florence - May 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 May 2026

66 Trips in Florence during May 2026 with 1,947 Reviews

Get a customized trip to Florence in May 2026