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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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Halloween Super Sales

Tutta Italia To Sicily by Plane And Aeolian Islands - May 2026

No booking fees

Best price guaranteed

Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,612

USD 3,504

Saving

USD 108

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Halloween Super Sales

Tutta Italia With Beautiful Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,232

USD 3,135

Saving

USD 97

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10% OFF TODAY

Veloce Italia - May 2026

4.6

(9 reviews )

No booking fees

Best price guaranteed

This tour covered all the best spots in Italy, from Rome to Venice. The guide was super helpful, and everything was well planned. I loved every moment!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

10% OFF TODAY

Duration5 days

From

USD 1,425

USD 1,283

Saving

USD 143

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Halloween Super Sales

Premium Sicily and Italy in Depth - May 2026

No booking fees

Best price guaranteed

Traverse from top to toe of Italy's 'boot' and explore ancient ruins and iconic sites. Eat your weight in pasta and tuck into giant piazzas as you get lost in Venice and find yourself in the Tuscan countryside. This 24-day trip will take you to all the best spots and teach you all the most important parts of Italian culture – like how to roll pasta like the pros! Visit Mount Etna, as you drive up the northern flank of the volcano and take a walk through the spectacular Valle del Bove. Visit a family-run winery, learn about ancient Pompeii, visit Rome’s famous sites and write home about your three amazing Feature Stays – all with a local leader by your side.

AdventureSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Palermo, Bari, Nardò, Ma

Venice, Palermo, Bari, Nardò, Matera, Naples, Rome, San Gimignano, Florence, Marsala, Agrigento, Siracusa, Catania

Duration24 days

From

USD 18,805

USD 18,241

Saving

USD 564

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17% OFF TODAY

Rome and Tuscan Highlights - May 2026

4.7

(51 reviews )

No booking fees

Best price guaranteed

I chose this trip because of the 6 nights in Tuscany - Montecatini Terme. Cinque Terre, Lucca, Siena and San Gimignano were highlights of this tour. The food for the special dinners was amazing. Rosella and Massimo kept things on track. Organizing and coordinating tickets, transportation (2 ferries, train and bus) and firsthand knowledge of the areas visited was well exhibited by Rosella. The specialty tour guides were knowledgeable and added extra flair to the excursions. Enjoyed the trip immensely.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Montecatini, Florence, Vin

Rome, Montecatini, Florence, Vinci, San Gimignano

17% OFF TODAY

Duration9 days

From

USD 2,750

USD 2,295

Saving

USD 455

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Gotta-see Europe: Germany, Austria, Italy - May 2026

18% OFF TODAY

Halloween Super Sales

Gotta-See Europe: Germany, Austria, Italy - May 2026

(8 reviews )

No booking fees

Best price guaranteed

It was a short life changing experience that gave me the opportunity to see the world and make new friends from all over the world. It was a great introduction for world traval. Perfect for someone who is new to traveling.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hostel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Amsterdam, Munich, Innsbru

Rome, Amsterdam, Munich, Innsbruck, Venice, Florence, Berlin, Prague, Vienna, Salzburg

18% OFF TODAY

Duration17 days

From

USD 3,499

USD 2,885

Saving

USD 614

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Rome To Paris: Cobblestones & Cuisine - May 2026

18% OFF TODAY

Halloween Super Sales

Rome to Paris: Cobblestones & Cuisine - May 2026

(7 reviews )

No booking fees

Best price guaranteed

A beautiful experience, great people and a well rounded adventure.

Food toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel, Villa, Sleeper Train

Age Range

18-39 yrs

Operated in

english

Destinations

Paris, Rome, Krakow, Prague, Ber

Paris, Rome, Krakow, Prague, Berlin, Amsterdam, Bruges, Florence, Venice, Ljubljana, Vienna, Budapest

18% OFF TODAY

Duration20 days

From

USD 4,499

USD 3,709

Saving

USD 790

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25% OFF TODAY

Rome to London Trail - May 2026

No booking fees

Best price guaranteed

Limited budget to rock Europe but don't want to compromise? This trip hits up London, Rome & Paris plus ancient ruins & alpine views in 8 days. Starting in Rome for pizza & history, we'll parade through the breath-taking Alpine views of Switzerland and fall in love with romantic Paris, before arriving in the one-and-only city of London. On the way we'll take time to snap pictures in Tuscany, Florence, & Swiss villages, laze around the Leaning Tower of Pisa, as well as attempting to devour snails & wash them down with French champagne. Europe, it's been real.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hostel, Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, London, Florence, Swiss Al

Rome, London, Florence, Swiss Alps, Paris

25% OFF TODAY

Duration8 days

From

USD 1,195

USD 896

Saving

USD 299

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Paris To Berlin: Art & The Alps - May 2026

18% OFF TODAY

Halloween Super Sales

Paris to Berlin: Art & the Alps - May 2026

(5 reviews )

No booking fees

Best price guaranteed

G Adventures is the best way to travel, there is simply no other way to do it!

Art and architectureMountains

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel, Sleeper Train, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Paris, Berlin, Venice, Ljubljana

Paris, Berlin, Venice, Ljubljana, Vienna, Budapest, Krakow, Prague, Interlaken, Rome, Florence

18% OFF TODAY

Duration21 days

From

USD 4,949

USD 4,080

Saving

USD 869

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11% OFF TODAY

Splendours of Italy - May 2026

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

11% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,435

Saving

USD 291

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12% OFF TODAY

European Splendour - May 2026

4.8

(47 reviews )

No booking fees

Best price guaranteed

Amazing adventure with no worries of making any of the plans, just let Trafalgar do it all!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, London, Paris, Florence, V

Rome, London, Paris, Florence, Venice, Lucerne

12% OFF TODAY

Duration11 days

From

USD 3,675

USD 3,234

Saving

USD 441

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13% OFF TODAY

Country Roads of Italy, a Women-Only Tour - May 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

It was great traveling with other women. I felt some days were too busy, especially the miles we went one day for 45 minutes at a spare. Really enjoyed the meals.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, San Gimignano, Luc

Rome, Venice, San Gimignano, Lucca, Parma, Sorrento, Todi, Perugia, Florence

13% OFF TODAY

Duration16 days

From

USD 7,225

USD 6,287

Saving

USD 939

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European Highlights - May 2026

4.6

(29 reviews )

No booking fees

Best price guaranteed

It was absolutely amazing! The tour was beautiful and the people were so welcoming and lovely. It was truly an unforgettable trip!

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Hostel

Age Range

18-35 yrs

Operated in

english

Destinations

London, Paris, Munich, Sankt Goa

London, Paris, Munich, Sankt Goar, Amsterdam, Beaujolais, French Riviera, Florence, Rome, Venice

Duration14 days

From

USD 1,845

View Tour

9% OFF TODAY

Halloween Super Sales

Western Adventure - May 2026

4.7

(7 reviews )

No booking fees

Best price guaranteed

Great trip with an amazing hard working tour leader

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Amsterdam, Ghent, Avignon

Rome, Amsterdam, Ghent, Avignon, Geneva, Munich, Rhine, Paris, Florence, French Riviera, Barcelona

9% OFF TODAY

Duration17 days

From

USD 3,480

USD 3,165

Saving

USD 315

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All Florence Tours in May 2026

Page 9 of 194 Trips in Florence during May 2026 with 3,481 Reviews

Get a customized trip to Florence in May 2026

Page 9 of 194 Trips in Florence during May 2026 with 3,481 Reviews

Tutta Italia To Sicily by Plane And Aeolian Islands - May 2026

Tutta Italia With Beautiful Campania and Sicily - May 2026

Veloce Italia - May 2026

Premium Sicily and Italy in Depth - May 2026

Rome and Tuscan Highlights - May 2026

Gotta-See Europe: Germany, Austria, Italy - May 2026

Rome to Paris: Cobblestones & Cuisine - May 2026

Rome to London Trail - May 2026

Paris to Berlin: Art & the Alps - May 2026

Splendours of Italy - May 2026

European Splendour - May 2026

Country Roads of Italy, a Women-Only Tour - May 2026

European Highlights - May 2026

Western Adventure - 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

Page 9 of 194 Trips in Florence during May 2026 with 3,481 Reviews

Get a customized trip to Florence in May 2026

Page 9 of 194 Trips in Florence during May 2026 with 3,481 Reviews