10 Best Florence Multiday Tours in May 2026

Get a customized trip to Florence in May 2026

Plan a multi-country or regional adventure across Florence in May 2026, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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20% OFF TODAY

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

20% OFF TODAY

Duration8 days

From

USD 2,595

USD 2,070

Saving

USD 525

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Private Gourmet Wine Tour in Tuscany - May 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 2,817

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Tuscany Walking and Wine - May 2026

4.7

(10 reviews )

No booking fees

Best price guaranteed

An excellent Tuscan holiday, packing a lot in, including Pisa, Siena and Florence, along with some excellent walking and wine, of course. Highlights for us were staying in the beautiful hill top town of Pienza, wine tasting and lunch at Castello la Leccia and fantastic views wherever we looked. Our group was very well looked after throughout by our guide, who took everything in his stride. There was a train strike on our departure day, but we were provided with a taxi transfer back to the airport, so no worries. Another great experience with Explore!

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

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Super Sales

Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast - May 2026

(8 reviews )

No booking fees

Best price guaranteed

Awesome trip with like-minded travellers . The Tour guides were great! Georgio was the best! Hope to travel again with him!

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Naples, Amalfi Coast &

Florence, Naples, Amalfi Coast & Campania, Cinque Terre, Castellina In Chianti, Sorrento

Duration13 days

From

USD 3,749

USD 3,637

Saving

USD 112

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11% OFF TODAY

Highlights of Europe - May 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

11% OFF TODAY

Duration14 days

From

USD 5,575

USD 4,982

Saving

USD 594

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13% OFF TODAY

Grand Italy & Sicily - May 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

13% OFF TODAY

Duration17 days

From

USD 6,875

USD 5,972

Saving

USD 904

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13% OFF TODAY

Italian Escapade - May 2026

4.8

(76 reviews )

No booking fees

Best price guaranteed

It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Capri, Florence

Rome, Sorrento, Capri, Florence, Lake Maggiore, Venice, Assisi

13% OFF TODAY

Duration13 days

From

USD 5,395

USD 4,685

Saving

USD 711

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Ultimate Italy - May 2026

(34 reviews )

No booking fees

Best price guaranteed

It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Capri, Perugia, Sa

Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo

Duration12 days

From

USD 10,525

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European Dream - May 2026

(2 reviews )

No booking fees

Best price guaranteed

It’s very busy but I could not have imagined learning so much and connecting with so many wonderful people.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Paris, London, Venice, Rome, Flo

Paris, London, Venice, Rome, Florence, Lake Lucerne, Lucerne

Duration11 days

From

USD 4,840

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Super Sales

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks - May 2026

(7 reviews )

No booking fees

Best price guaranteed

I don't like planning trips and couldn't find a time that worked to travel with a friend, so decided to go on a group tour, and this trip was a great choice! I was really impressed with the organization of the trip, I loved the mix of planned activities and downtime, and I'm really glad I went.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Cinque Terre, Chianti

Duration7 days

From

USD 1,899

USD 1,842

Saving

USD 57

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18% OFF TODAY

Best of Italy - May 2026

4.8

(207 reviews )

No booking fees

Best price guaranteed

Our guide was very professional and knowledgeable which helped a great deal. It got us to places we never would have gone to by ourselves .

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Florence, Ven

Rome, The Vatican, Florence, Venice, Assisi, Sorrento

18% OFF TODAY

Duration11 days

From

USD 4,050

USD 3,332

Saving

USD 718

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12% OFF TODAY

Road to Rome - May 2026

4.5

(11 reviews )

No booking fees

Best price guaranteed

Wonderful trip! I strongly recommend several of the Optional Experiences to make the most of your time, including the sunset boat trip in Paris (you see the Eiffel Tower aglow!), walking tour of Hidden Venice, and walking tour of the Colosseum in Rome. Be prepared to walk a lot (I hit 10-14k steps most days!) Be prepared for early mornings.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Paris, Rome, London, Lucerne, In

Paris, Rome, London, Lucerne, Innsbruck, Venice, Florence

12% OFF TODAY

Duration12 days

From

USD 5,465

USD 4,809

Saving

USD 656

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Mediterranean Journey - May 2026

No booking fees

Best price guaranteed

Marvel at Gaudi’s masterpieces in Barcelona, spot locals sipping pastis in Nice and admire Florence the home of Michelangelo and the Renaissance, as you circle the azure waters of the Mediterranean. Embrace the city of Pisa with a stop at the famous leaning tower, where Italian astronomer Galileo was said to have pioneered his theories of gravity. In France, work up an appetite in the medieval streets. In Spain, dine with the locals in Basque tradition with an evening of San Sebastian pintxos tastings, snack-sized tapas, while sipping on a refreshing glass of local Txakoli wine. In Rome, taste the seasonal flavours and of course, handmade pasta.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Paris, Rome, London, Bordeaux, D

Paris, Rome, London, Bordeaux, Donostia-San Sebastian, Madrid, Barcelona, Nice, Florence

Duration16 days

From

USD 5,920

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10% OFF TODAY

European Discovery - May 2026

(1 review )

No booking fees

Best price guaranteed

From Amsterdam to Rome and onto Paris, this grand tour takes in Cinque Terre, abundant Florence sightseeing and a delectable Lucerne Dine Around evening. Start your tour with a curated cruise through the canals led by local experts—the perfect introduction to the Netherlands. Onwards in style into Germany, the Rhine's UNESCO world heritage sites give way to the golden city of Prague—where your local guide will lead you through the hilltop castle courtyards and the grandiose St Vitus Cathedral or through the Jewish Quarter. A tour of Italy serves up the gondola-filled canals of Venice and the opulence of Rome, before Swiss delights beckon in Lucerne. Paris dazzles last with a chance to shop the city's boutiques like a local and enjoy views of iconic sights, including Notre-Dame and the Louvre.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Paris, London, Amsterdam, Wurzbu

Paris, London, Amsterdam, Wurzburg, Prague, Salzburg, Venice, Rome, Florence, Cinque Terre, Lucerne

10% OFF TODAY

Duration17 days

From

USD 7,310

USD 6,579

Saving

USD 731

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All Florence Tours in May 2026

17 Trips in Florence during May 2026 with 524 Reviews

Get a customized trip to Florence in May 2026

17 Trips in Florence during May 2026 with 524 Reviews

Italian Intermezzo - May 2026

Private Gourmet Wine Tour in Tuscany - May 2026

Tuscany Walking and Wine - May 2026

Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast - May 2026

Highlights of Europe - May 2026

Grand Italy & Sicily - May 2026

Italian Escapade - May 2026

Ultimate Italy - May 2026

European Dream - May 2026

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks - May 2026

Best of Italy - May 2026

Road to Rome - May 2026

Mediterranean Journey - May 2026

European Discovery - 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

17 Trips in Florence during May 2026 with 524 Reviews

Get a customized trip to Florence in May 2026

17 Trips in Florence during May 2026 with 524 Reviews