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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A Taste of Italy: 11 Days - Premium - 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!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Sorrento

Duration11 days

From

USD 4,020

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London to Santorini - May 2026

(2 reviews )

No booking fees

Best price guaranteed

Loved the fast paced trip and now many nights we were able to go out. the trip managers were also incredible and very knowledgeable

City sightseeing

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Paris, London, Santorini, Venice

Paris, London, Santorini, Venice, Florence, Rome, Athens, Mykonos, Paros, Beaujolais, Barcelona, French Riviera

Duration24 days

From

USD 4,295

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15% OFF TODAY

Vienna to the French Riviera & Rome - 14 days - May 2026

No booking fees

Best price guaranteed

Discover Austria, the Czech Republic, Germany, Liechtenstein, Switzerland, Italy, and France on this 14-day tour of Europe. Explore Vienna’s landmarks, Prague’s Old Town, and Munich’s Marienplatz. Visit Salzburg, Hallstatt, and Innsbruck in the Austrian Alps, then continue to Vaduz in Liechtenstein and Switzerland. In Italy, see Lake Como, Milan, Pisa’s Leaning Tower, and Florence’s Duomo. Experience the French Riviera with stops in Cannes, Nice, and Monaco before concluding in Rome, uncovering its ancient history and iconic sights.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Luxury Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Vienna, Savona, Florence

Rome, Vienna, Savona, Florence, Prague, Munich, Salzburg, Innsbruck, Bellinzona

15% OFF TODAY

Duration14 days

From

USD 6,825

USD 5,801

Saving

USD 1,024

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15% OFF TODAY

Colosseum to Como - 12 days - May 2026

No booking fees

Best price guaranteed

Discover the heart of Italy and beyond on this 12-day journey from Rome to Milan. Begin with sightseeing of the Colosseum and Roman Forum in the Eternal City before travelling through Assisi, Siena and the Renaissance treasures of Florence. Enjoy Bologna’s food culture, glide through Venice’s canals, and wander Shakespearean Verona with a stop for wine tasting in Franciacorta. Highlights also include a boat trip on Lake Garda, the elegance of Lake Como, and a spectacular ride on Switzerland’s Bernina Express. Round your tour off in stylish Milan, with guided touring and free time to explore your way.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice, Bergamo

15% OFF TODAY

Duration12 days

From

USD 5,705

USD 4,849

Saving

USD 856

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Fantastic Florence (4 Star) - 4 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the best of Florentine cuisine on this 4-day private tour. Enjoy an included guided food tour of the Renaissance capital, with stops at four unique and mouthwatering eateries to try local dishes. And on a day trip to Tuscany, visit the medieval city of Siena, the historic towers of San Gimignano and a local Tuscan winery, for a delicious lunch and wine tasting.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Florence

Duration4 days

From

USD 1,065

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Signature Italy - May 2026

Trip customizable

Best price guaranteed

Experience the best of Italy on this unforgettable 15-day journey. Walk in the footsteps of emperors at the Colosseum, explore Renaissance treasures in Florence, and glide along Venice’s canals. Savor Tuscan flavors, sip Franciacorta wines, and enjoy authentic culinary experiences from Bologna to Modena. Cruise the pristine waters of Lake Garda and Lake Como, ride the legendary Bernina Express through the Swiss Alps, and wander the colorful villages of Cinque Terre and Portofino. With expert guides, handpicked hotels, this is Italy at its most enchanting

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

Duration15 days

From

USD 5,318

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Venice to Florence, Naples & Rome (3 Star) - 11 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Experience Venice, Florence, Naples, and Rome on this 11-day tour through Italy. Cruise the Grand Canal, visit Murano and Burano, explore Florence with a hop-on hop-off pass, tour the ruins of Pompeii, discover Capri and the Amalfi Coast, and see Rome’s landmarks with a panoramic bus tour.

Explorer

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Naples

Duration11 days

From

USD 2,495

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18% OFF TODAY

Central & Western Europe: Main Cities & More - May 2026

No booking fees

Best price guaranteed

Find me… lingering over an espresso in a Roman piazza, getting lost in Florence’s cobbled backstreets, pedalling past Amsterdam’s crooked canal houses and pretending I belong on a yacht along the French Riviera.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hostel, Lodge, Sleeper Train, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Paris, Rome, Florence, French Ri

Paris, Rome, Florence, French Riviera, Amsterdam, Swiss Alps, Milan

18% OFF TODAY

Duration16 days

From

USD 3,539

USD 2,889

Saving

USD 650

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Essence of Italy: Rome, Sorrento, and Venice - May 2026

Trip customizable

Best price guaranteed

Begin your journey with a private transfer from Rome's airport to your hotel, followed by a half-day guided small group tour of the Colosseum and Roman Forum. Travel by high-speed train to Naples, where you'll enjoy a private transfer to Sorrento with a 2-hour stop to explore Pompeii. In Sorrento, take an excursion to the enchanting Capri Island, including a visit to the Blue Grotto. Continue to Florence via high-speed train, and immerse yourself in the city's rich history. Conclude your Italian adventure in Venice, with a gondola ride through its picturesque canals

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Sorrento

Rome, Florence, Venice, Sorrento, Capri

Duration9 days

From

USD 2,836

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15% OFF TODAY

Incredible Italy - 15 days - May 2026

No booking fees

Best price guaranteed

Discover Italy on a 15-day tour from Rome to Venice, weaving together history, scenery and flavour. Explore the Colosseum and Roman Forum, then journey through Assisi and Siena to Florence, the Renaissance jewel. Savour Bologna’s culinary traditions, enjoy a spritz in Venice, and admire fairytale Verona before cruising Lake Garda and Lake Como. Ride the Bernina Express through the Swiss Alps, taste wine in Liguria, and wander the colourful Cinque Terre. With iconic cities and hidden gems combined, this journey captures Italy at its finest.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

15% OFF TODAY

Duration15 days

From

USD 7,645

USD 6,498

Saving

USD 1,147

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Super Sales

France, Switzerland, and Italy by Rail - May 2026

No booking fees

Best price guaranteed

Make tracks to embark on a 23-day adventure encompassing France, Switzerland and Italy. Using trains as your primary means of moving about, you’ll get started in the City of Lights before moving into Lausanne and Lucerne, with their UNESCO World Heritage-listed vineyard terraces and views of the Alps. Then it’s into Italy, where you’ll have plenty of free time to explore Rome before heading north to the Tuscan countryside, Cinque Terre, the Portofino Peninsula and more. Best of all, you’ll do with the comforts of rail transport and an expert local leader showing you the way.

ExplorerTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Paris, Venice, Rome, Florence, L

Paris, Venice, Rome, Florence, Lucca, La Spezia, Asti, Lake Como, Lausanne, Lucerne, Bellinzona, Ticino Valley Natural Park

Duration23 days

From

USD 10,145

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Super Sales

Europe from West to East - May 2026

4.2

(5 reviews )

No booking fees

Best price guaranteed

I really enjoyed the trip where I could meet many new friends from different countries. Although its a bit hectic but overall its a memorable tour for me and my wife. Thanks.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Prague, Zurich, Milan, R

Lisbon, Prague, Zurich, Milan, Rome, Florence, Venice, Salzburg, Vienna, Budapest, Madrid, Barcelona, Girona, Chambery, Leysin

Duration21 days

From

USD 3,274

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15% OFF TODAY

Rome to Florence, Alps & Dolomites - 13 days - May 2026

No booking fees

Best price guaranteed

Discover Italy and Switzerland on this 13-day journey from Rome to Milan, uncovering art, history and stunning landscapes along the way. Wander medieval Assisi and Siena before delving into Florence’s Renaissance treasures. Explore Bologna’s lively piazzas and Venice’s canals, then continue to chic Milan. Ride the Bernina Express through the Swiss Alps, take in Lake Garda and the wine routes of Trento and Kaltern, and enjoy the Alpine charm of Bolzano, Merano and Vipiteno. Marvel at the lakes and peaks of the Dolomites from Cortina d’Ampezzo, before rounding off with a taste of Bassano del Grappa’s heritage and culture.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Cortina d

Milan, Rome, Florence, Cortina d'Ampezzo, Venice, Bolzano

15% OFF TODAY

Duration13 days

From

USD 7,035

USD 5,980

Saving

USD 1,055

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Local Living Italy - Tuscany San Gimignano - May 2026

15% OFF TODAY

Super Sales

Local Living Italy - Tuscany San Gimignano - May 2026

No booking fees

Best price guaranteed

If Tuscany has ever called your name, this is your chance to answer. For seven days, you’ll settle into a charming farmhouse in San Gimignano — your home for the week and your base for exploring the heart of central Italy. Wake up to vineyard views, stroll medieval streets, and soak up sunsets over rolling hills, all at a pace that feels truly local. With free days to embrace the countryside or head out on day trips to Florence, Siena, and Volterra, this isn’t just a visit — it’s living Tuscany, one unforgettable day at a time.

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, San Gimignano

15% OFF TODAY

Duration7 days

From

USD 1,749

USD 1,486

Saving

USD 263

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All Florence Tours in May 2026

Page 12 of 203 Trips in Florence during May 2026 with 3,882 Reviews

Get a customized trip to Florence in May 2026

Page 12 of 203 Trips in Florence during May 2026 with 3,882 Reviews

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

London to Santorini - May 2026

Vienna to the French Riviera & Rome - 14 days - May 2026

Colosseum to Como - 12 days - May 2026

Fantastic Florence (4 Star) - 4 days - May 2026

Signature Italy - May 2026

Venice to Florence, Naples & Rome (3 Star) - 11 days - May 2026

Central & Western Europe: Main Cities & More - May 2026

Essence of Italy: Rome, Sorrento, and Venice - May 2026

Incredible Italy - 15 days - May 2026

France, Switzerland, and Italy by Rail - May 2026

Europe from West to East - May 2026

Rome to Florence, Alps & Dolomites - 13 days - May 2026

Local Living Italy - Tuscany San Gimignano - 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 12 of 203 Trips in Florence during May 2026 with 3,882 Reviews

Get a customized trip to Florence in May 2026

Page 12 of 203 Trips in Florence during May 2026 with 3,882 Reviews