Tours and Trip Packages to Tuscany in May 2024

Traveling to Tuscany in May 2024? We offer 79 tours, trips and vacation packages to Tuscany in May 2024. Our Tuscany in May 2024 tour packages and trips have 132 customer reviews. All the Tuscany May 2024 tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.

79 Trips in Tuscany during May 2024

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Italian Express: The Best Of Italy

of 6 reviews
  • Trip customizable
  • Best price guaranteed
This was a great trip. The choices of tours and hotels were all excellent and in a great order. We
  • Tour Type Private Tour
  • Activities City sightseeing & Cultural, religious and historic sites +2 more
  • Accommodation Hotel
  • Transport Private Vehicle, Train, Boat, Ferry, Coach & Bullet Train
  • Age Range 4-99 yrs
  • Operated in English, Spanish
days09 From US$ 3,161 View Tour
Next Departures
  • May 01
  • May 02
Tour with flexible booking policy
Add to your Tour Wish List 10% OFFTODAY

Tuscany Walks & Chianti Wines

of 38 reviews
  • Best price guaranteed
  • No booking fees
One week of great walks , great hospitality and great food .. superb leader in Mark and combined wit ...
  • Tour Type Small Group Tour
  • Activities Trekking and Hiking & Food tours
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-95 yrs
  • Operated in English
days08 From US$ 2,620 US$ 2,363
SavingUS$ 257
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,620
  • Special Deal (10%):- US$ 257
  • Total Price from:US$ 2,363
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Next Departures
  • May 04 Only 8 seats left
  • May 11 Only 8 seats left
Add to your Tour Wish List 10% OFFTODAY

Grand Journey of Italy - 11 Days

of 2 reviews
  • Trip customizable
  • Best price guaranteed
Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well or ...
  • Tour Type Group Tour
  • Activities Art and architecture & Cultural, religious and historic sites +3 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days11 From US$ 2,315 US$ 2,083
SavingUS$ 232
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,315
  • Special Deal (10%):- US$ 232
  • Total Price from:US$ 2,083
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Next Departures
  • May 03
  • May 05
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Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits trip through Siena and Monteriggioni. Read More
  • Tour Type Small Group Tour
  • Activities Countryside and village visits & Trekking and Hiking +2 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours04 From US$ 60 View Tour
Next Departures
  • May 02
  • May 06
Add to your Tour Wish List 28% OFFTODAY

Europe Escape

of 90 reviews
  • Best price guaranteed
  • No booking fees
It was enjoyable, very well managed. Had a great time.
  • Tour Type Group Tour
  • Activities City sightseeing
  • Accommodation Hotel
  • Transport Coach, Boat & Taxi
  • Age Range 10-99 yrs
  • Operated in English
days12 From US$ 2,990 US$ 2,145
SavingUS$ 845
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,990
  • Special Deal (28%):- US$ 845
  • Total Price from:US$ 2,145
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Next Departures
  • May 05 Only 3 seats left
  • May 19 Only 4 seats left
Add to your Tour Wish List 10% OFFTODAY

Walking in Tuscany

of 45 reviews
  • Best price guaranteed
  • No booking fees
Excellent trip with this tour company. This was my second adventure with it and this one was all t ...
  • Tour Type Small Group Tour
  • Activities Trekking and Hiking
  • Accommodation Villa
  • Transport Bus, Train, Minibus & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days08 From US$ 2,100 US$ 1,889
SavingUS$ 211
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,100
  • Special Deal (10%):- US$ 211
  • Total Price from:US$ 1,889
View Tour
Next Departures
  • May 04 Only 3 seats left
  • May 11 Only 8 seats left
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Small Group Brunello Wine Tour from Siena

of 1 review
  • Free cancellation
  • Trip customizable
We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian
  • Tour Type Small Group Tour
  • Activities Wine tasting tours & Farm and plantation visits
  • Accommodation No Accommodation
  • Age Range 17-79 yrs
  • Operated in English
hours09 From US$ 195 View Tour
Next Departures
  • May 01
  • May 02
Add to your Tour Wish List 10% OFFTODAY

Tuscany: Cycle Siena & Chianti

of 29 reviews
  • Best price guaranteed
  • No booking fees
Great weather. Lovely group of people. Superb tour leaders (Bex and David). Food and wine was great. ...
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation Hotel
  • Age Range 16-95 yrs
  • Operated in English
days08 From US$ 3,000 US$ 2,699
SavingUS$ 301
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,000
  • Special Deal (10%):- US$ 301
  • Total Price from:US$ 2,699
View Tour
Next Departures
  • May 11 Only 1 seat left
  • May 18 Only 8 seats left
Best Seller Add to your Tour Wish List 15% OFFTODAY

Gems Of Rome & Florence

of 4 reviews
Exclusive Flash Super Sales
  • Best price guaranteed
  • No booking fees
The tours were set up with the perfect mix of tour/personal time. Stefan, Claudia and our bus driver ...
  • Tour Type Small Group Tour
  • Activities Art and architecture & Food tours
  • Accommodation Hotel
  • Transport Train, Coach & Private Vehicle
  • Age Range 10-99 yrs
  • Operated in English, Spanish, French, German, Italian
days06 From US$ 1,425 US$ 1,211
SavingUS$ 214
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,425
  • Special Deal (15%):- US$ 214
  • Total Price from:US$ 1,211
View Tour
Next Departures
  • May 01 10+ seats left
  • May 02 10+ seats left
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Small Group San Gimignano & Volterra Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites trip through Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Art and architecture +3 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • May 03
  • May 05
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Small Group Pienza & Montepulciano Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Farm and plantation visits +1 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • May 02
  • May 04
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Via Francigena: Lucca to Siena

of 1 review
  • Best price guaranteed
  • No booking fees
This was an absolutely wonderful trip. The organisation was excellent, accommodation much better tha ...
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,190 View Tour
Next Departures
  • May 01 10+ seats left
  • May 02 10+ seats left
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Small Group Chianti & San Gimignano Sunset Wine Tour

  • Free cancellation
  • Trip customizable
On this day trip you will visit Chianti, Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Beer and drinks tasting
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 195 View Tour
Next Departures
  • May 01
  • May 04
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Spotlight on Tuscany

  • Best price guaranteed
  • No booking fees
9 day art and architecture tour in Italy, visiting Montecatini Terme, Lucca and Florence. Read More
  • Tour Type Group Tour
  • Activities Art and architecture
  • Accommodation Resort & Hotel
  • Age Range 1-95 yrs
  • Operated in English
days09 From US$ 1,599 View Tour
Next Departures
  • May 01 10+ seats left
  • May 07 10+ seats left
Showing 1 - 14 of 79 results
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Tuscany Tour Reviews

5 - Excellent
Based on 132 customer reviews
Tuscany Cycle Siena and Florence
5 - Excellent
  • Anonymous
“One week cycling the hills of Tuscany. One day off in Siena. We finished in Florence. It was like cycling through a postcard of Tuscany: Cypress trees, vineyards, wine tasting places, hilltop mediaeval villages. In 10 years of cylcing in Europe, this scenery and these roads were the most captivating. The food was delicious, loads of salads and veg for people like me who do not like meat but loads of meat if you like it. And the wine, you could get the finest wine that Italy had to offer in the smallest Pizzarias. The bikes: lightweight ridgebacks were really good.”
Tuscany in September
5 - Excellent
  • Anonymous
“I went to a lovely holiday in Tuscany this September. The farmhouse/ BB was lovely and the food was great. The weather on one of the walks was fierce one day: really strong storm ( Fhn)/ hail/ rain.. We had to return to base and explored the area closer to home.The superb knowledge of the local area of our guide Sara allowed us to have great walks on the right side of the mountains for the rest of the week! It is a beautiful place Our Italian taxi driver family spoke English with the broadest Glasgow accent! I went to Lucca on the day off and it is really amazing- the local city tour guide was really good! I will certainly come back to Garfagnana - and will try to learn a bit Italian first!”
Wonderful time in Tuscany
5 - Excellent
  • Russell White
“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”