10 Best Florence Multiday Tours in May 2027

Private Gourmet Wine Tour in Tuscany - May 2027

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 2,827

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Rome, Florence & Tuscany Family Adventure - May 2027

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,669

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6% OFF TODAY

Best of Italy - May 2027

No booking fees

Best price guaranteed

Be whisked away into the beauty and history of Italy when you journey to Venice, Florence, and Rome. Journey to the wine-producing Romagna countryside for a relaxing two-night stay in a wine resort, and visit the Republic of San Marino, an enclave state of Italy. See how gondola oars are crafted before cruising the canals of Venice on one yourself. Witness a performance of Vivaldi’s famous Four Seasons in the city he lived in. Explore Orvieto, an ancient Etruscan hilltop city. Try your hand at making Italian culinary classics before sitting down to dinner. Discover Rome’s artistic masterpieces. Come along with us and embrace the history, culture, art and romance of this incredible country.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Venice, Romagna, Florence

6% OFF TODAY

Duration12 days

From

USD 3,899

USD 3,649

Saving

USD 250

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Super Sales

Ultimate Italy - May 2027

(21 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 10,425

USD 10,112

Saving

USD 313

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27% OFF TODAY

Super Sales

Premium Rome to Venice - May 2027

No booking fees

Best price guaranteed

Uncover the warmth and richness of Italian culture as you journey from Rome to Venice on an eight-day Premium adventure. Travel through the rustic heart of Tuscany as you seek out culinary delights and tucked-away treasures among the rolling countryside. Explore the wonders of Venice’s Piazza San Marco, Pisa’s Leaning Tower and Rome’s Colosseum – one of the Seven Wonders of the World – with an expert local leader. From ancient monuments and lively cities to sprawling vineyards and traditional Tuscan cuisine – this adventure will make memorable moments for both the Italian novice and maestro.

Chill out

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Chianti, Florence

27% OFF TODAY

Duration8 days

From

USD 5,245

USD 3,816

Saving

USD 1,429

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13% OFF TODAY

Super Sales

Premium Italy in Depth - May 2027

No booking fees

Best price guaranteed

This is your ticket to explore the best of Italy in just 15 days. From visiting a nobleman at his home in Rome and staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Polignano A Mare, Bari

Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome

13% OFF TODAY

Duration15 days

From

USD 10,540

USD 9,201

Saving

USD 1,339

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Super Sales

Premium Rome to Dubrovnik - May 2027

No booking fees

Best price guaranteed

From storied cities to glittering coastlines, uncover the best of Italy, Slovenia and Croatia on a 23-day Premium adventure. Travel through the rustic heart of Tuscany, explore the wonders of Venice, Pisa’s Leaning Tower and visit one of the Seven Wonders of the World in Rome. Discover Lake Bled, the underground world of the Postojna Caves and the spectacular Plitvice Lakes National Park. Take in ancient riches on Korcula island and stroll the legendary streets of Dubrovnik. Throw in expert local leaders, plenty of sunshine and some of Europe’s best food and you have an adventure to remember.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Rome, Bled, Rovinj, P

Dubrovnik, Rome, Bled, Rovinj, Plitvice Lakes National Park, Zadar, Split, Korčula, San Gimignano, Florence, Venice

Duration23 days

From

USD 12,850

USD 12,465

Saving

USD 386

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Super Sales

Premium Sicily and Italy in Depth - May 2027

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 pizzas 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 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 16,240

USD 15,753

Saving

USD 487

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Super Sales

Premium Sicily and Tuscany - May 2027

No booking fees

Best price guaranteed

Make your way to the Mediterranean to discover all the natural beauty, warm hospitality and delicious cuisine Italy and Sicily have to offer. On this 17-day adventure, you’ll travel from iconic Rome to postcard-perfect Venice. This trip combines culture, cuisine and natural beauty to unveil the very best of most people’s favourite European gem. From visiting a nobleman at his home in Rome during an exclusive tour to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. So, get ready to tuck into local eats, explore iconic sites and brush up on your ancient history, all with an experienced local by your side.

Sightseeing ToursWalking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Rome, Chianti, San Gimi

Palermo, Rome, Chianti, San Gimignano, Florence, Venice, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 10,715

USD 10,394

Saving

USD 321

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Super Sales

Premium Rome to Split - May 2027

No booking fees

Best price guaranteed

Embrace the cultural, culinary and natural delights of Italy, Slovenia and Croatia on a 16-day Premium adventure. Travel through the rustic heart of Tuscany, explore the wonders of Venice’s Piazza San Marco and Pisa’s Leaning Tower and visit the home of a Nobleman in Rome with an expert local leader. Discover the waters of Lake Bled and the underground world of the Postojna Caves. Ride the cable car up Mt Vogel for views over Lake Bohinj and appreciate the caves and waterfalls in Plitvice Lakes National Park. Coloured by sunshine and flavoured with local wine, this pocket of Europe is a joy to explore.

Culture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Split, Rome, Bled, Rovinj, Plitv

Split, Rome, Bled, Rovinj, Plitvice Lakes National Park, Zadar, Chianti, San Gimignano, Florence, Venice

Duration16 days

From

USD 8,980

USD 8,711

Saving

USD 269

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All Florence Tours in May 2027

10 Trips in Florence during May 2027 with 26 Reviews

Private Gourmet Wine Tour in Tuscany - May 2027

Rome, Florence & Tuscany Family Adventure - May 2027

Best of Italy - May 2027

Ultimate Italy - May 2027

Premium Rome to Venice - May 2027

Premium Italy in Depth - May 2027

Premium Rome to Dubrovnik - May 2027

Premium Sicily and Italy in Depth - May 2027

Premium Sicily and Tuscany - May 2027

Premium Rome to Split - May 2027

10 Trips in Florence during May 2027 with 26 Reviews

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 2027

10 Trips in Florence during May 2027 with 26 Reviews

10 Trips in Florence during May 2027 with 26 Reviews