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

Start planning your Trip

Recommended by

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.

In The Footsteps Of Michelangelo: 7 Days From Florence To Rome, Private Tour - May 2026

18% OFF TODAY

Super Sales

In The Footsteps Of Michelangelo: 7 Days From Florence To Rome, Private Tour - May 2026

Trip customizable

Best price guaranteed

Learn about the life and work of the famous Italian artist Michelangelo Buonarroti! This tour is a deeper insight into his life and art and will be focused on the most important sculptures of this artist. You will have the opportunity to visit the most important sites and highlights of Florence and Rome with our expert guide.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Rome, Florence

18% OFF TODAY

Duration7 days

From

USD 2,744

USD 2,262

Saving

USD 482

View Tour

Italy Unveiled: Discover Italy from North to South - May 2026

Trip customizable

Best price guaranteed

Begin in Venice, where romantic canals, grand palaces, and lagoon islands set the stage. Continue to Florence, the cradle of the Renaissance, where masterpieces and architecture await around every corner. In Rome, step into the heart of ancient empire with skip-the-line access to the Colosseum. Head south through the ruins of Pompeii to reach Sorrento, your base for discovering Capri and enjoying the best of the Amalfi Coast lifestyle. Conclude your adventure in Naples and Bari, where vibrant street life, historic treasures, and authentic southern cuisine complete your Italian escape

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Venice, Florence, Rome, Co

Bari, Venice, Florence, Rome, Colosseum, Sorrento, Capri, Naples

Duration11 days

From

USD 3,352

View Tour

Icons of Italy: Rome to Milan - May 2026

Trip customizable

Best price guaranteed

Discover the soul of Italy on this perfectly paced 8-day journey from Rome to Milan. Begin your adventure amid the ancient ruins of the Eternal City, step into the heart of Renaissance Florence, glide through Venice’s enchanting canals by gondola, and cap off your experience in the stylish streets of Milan. With guided tours, scenic high-speed trains, and time to explore at your own pace, this tour offers the ideal blend of cultural discovery, iconic landmarks, and authentic Italian charm. Let Italy’s timeless beauty unfold before you—one unforgettable moment at a time

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Colosseum, Florence

Milan, Rome, Colosseum, Florence, Venice

Duration8 days

From

USD 1,854

View Tour

A Week in Italy: Rome, Florence & Venice - May 2026

Trip customizable

Best price guaranteed

From a private arrival transfer in Rome to high-speed train travel between cities, this carefully curated 7-day Italy itinerary blends iconic landmarks, immersive cultural experiences, and stress-free logistics. Discover ancient wonders like the Colosseum and Roman Forum in the Eternal City; stroll through the Renaissance heart of Florence, home to world-renowned art and architecture; and experience the romance of Venice with an included gondola ride through its historic canals. Featuring a thoughtful mix of expert-guided tours and free time to explore the iconic landmarks of Italy

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration7 days

From

USD 1,276

View Tour

Venice to Florence, Naples & Rome (4 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 2,905

View Tour

Venice to Florence, Naples & Rome (4 Star +) - 11 days - May 2026

No booking fees

Best price guaranteed

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 3,555

View Tour

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

No booking fees

Best price guaranteed

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 2,525

View Tour

Jewels of Italy (4 Star) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48 hour ticket for the city's popular sightseeing buses. Then make your way to Florence, for more leisure time and a fun guided tour by electric golf cart! Finally, it's on to Venice, where you've got free time to explore with your 48 hour vaporetto pass! The tour ends back in Rome.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration10 days

From

USD 2,405

View Tour

Jewels of Italy (4 Star +) - 10 days - May 2026

No booking fees

Best price guaranteed

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration10 days

From

USD 2,955

View Tour

Flavours of Tuscany & Cinque Terre - May 2026

Trip customizable

Best price guaranteed

Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,355

View Tour

Irresistible Italy: Rome to Venice - May 2026

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,109

View Tour

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 2,852

View Tour

Unforgettable Gems of Italy - May 2026

Trip customizable

Best price guaranteed

Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.

Art and architecture

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, F

Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri

Duration22 days

From

USD 9,162

View Tour

Page 2 of 34 Trips in Florence during May 2026 with 25 Reviews

Tuscany Escape: 7 Days Through Art, Wine & Hills, Self-drive - May 2026

18% OFF TODAY

Super Sales

Tuscany Escape: 7 Days Through Art, Wine & Hills, Self-drive - 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.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Florence, Chianti

18% OFF TODAY

Duration7 days

From

USD 1,047

USD 863

Saving

USD 184

View Tour

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 2 of 34 Trips in Florence during May 2026 with 25 Reviews

Get a customized trip to Florence in May 2026

Page 2 of 34 Trips in Florence during May 2026 with 25 Reviews