Tours and Trip Packages to Siena in May 2024

Traveling to Siena in May 2024? We offer 21 tours, trips and vacation packages to Siena in May 2024. Our Siena in May 2024 tour packages and trips have 63 customer reviews. All the Siena May 2024 tour packages and trips are carried out by hand-picked, qualified local and international Siena tour operators.

21 Trips in Siena during May 2024

Add to your Tour Wish List 13% 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$ 2,683 US$ 2,325
SavingUS$ 358
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,683
  • Special Deal (13%):- US$ 358
  • Total Price from:US$ 2,325
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Next Departures
  • May 04 Only 8 seats left
  • May 11 Only 4 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$ 3,255 US$ 2,929
SavingUS$ 326
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,255
  • Special Deal (10%):- US$ 326
  • Total Price from:US$ 2,929
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Next Departures
  • May 03
  • May 05
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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$ 192 View Tour
Next Departures
  • May 01
  • May 02
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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$ 59 View Tour
Next Departures
  • May 02
  • May 06
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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$ 192 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 trip 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$ 192 View Tour
Next Departures
  • May 02
  • May 04
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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$ 192 View Tour
Next Departures
  • May 01
  • 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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Guided Walking Tour of Siena with Cathedral

  • Free cancellation
  • Best price guaranteed
1 hour walking tour in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian
hours01 From US$ 43 View Tour
Next Departures
  • May 01
  • May 02
Add to your Tour Wish List 35% OFFTODAY

Italy City Break - 5 Days

of 4 reviews
  • Trip customizable
  • Best price guaranteed
Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the icon ...
  • Tour Type Group Tour
  • Activities Cultural, religious and historic sites & Local culture +3 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days05 From US$ 1,790 US$ 1,163
SavingUS$ 627
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,790
  • Special Deal (35%):- US$ 627
  • Total Price from:US$ 1,163
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Next Departures
  • May 04
  • May 06
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Small Group Chianti and Castles Wine Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour farm and plantation visits trip through Chianti and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Farm and plantation visits & Wine tasting tours
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 192 View Tour
Next Departures
  • May 02
  • May 06
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E-Bike Chianti Tour from Siena with Winery Lunch

  • Free cancellation
  • Trip customizable
6 hour bicycle tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation No Accommodation
  • Age Range 13-79 yrs
  • Operated in English
hours06 From US$ 192 View Tour
Next Departures
  • May 01
  • May 04
Add to your Tour Wish List 5% OFFTODAY

Treasures of Italy - 10 Days

  • Trip customizable
  • Best price guaranteed
10 day art and architecture trip through Rome, Florence, Venice and 3 other destinations in Italy. Read More
  • Tour Type Group Tour
  • Activities Art and architecture & City sightseeing +4 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days10 From US$ 2,815 US$ 2,674
SavingUS$ 141
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,815
  • Special Deal (5%):- US$ 141
  • Total Price from:US$ 2,674
View Tour
Next Departures
  • May 03
  • May 04
Skip the queue Add to your Tour Wish List

Siena City & Duomo Walking Tour

  • Free cancellation
  • Trip customizable
2 hour walking tour in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Age Range 2-79 yrs
  • Operated in English
hours02 From US$ 43 View Tour
Next Departures
  • May 01
  • May 02
Showing 1 - 14 of 21 results
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Siena Tour Reviews

5 - Excellent
Based on 63 customer reviews
Italy City Break 5 Days
4 - Very Good
  • Anonymous
“The itinerary, tour guide, local guides, bus driver and bus were all excellent. We saw so much during just 5 days, with so many beautiful hilltop towns not visited on many tours. I found the pace of the tour and the amount of free time to be great. Each day begins very early, to be able to see so much. There are 3 optional tours that were offered to us on the 1st day, which were very reasonably priced payable in cash, so I would recommend to bring some Euros from your local bank at home to start. (Not everything can be put on a credit card.). Also be prepared to walk quite a bit as the buses cannot park in the city centers, which you will find on all tours. Comfy walking shoes are a must! (The interiors of museums are not included, so it would be necessary to buy tickets in advance online for the afternoons that there is free time in Florence and Venice if interested.) The tour guide was very helpful with information, tips and recommendations for our free time as well. Some things to note: I would just caution that the 2 hotels, especially the one in Venice were more basic than what we would consider a 4* hotel to be in the states. They were close to public transportation, which is why they were chosen. Also the tour starts on the first day by picking people up from different hotels in Rome. The Hotel St. Martin by Omnia is excellent and I would recommend booking your 1st and last nights before and after the tour there if need accommodations. The 2 included dinners at the hotels were a little basic in Florence and Venice, however the 1st course of eggplant parmigiana at the Venice hotel was very good! The lunch in Montepulciano was excellent, a highlight!”
Chianti June 2014
4 - Very Good
  • Anonymous
“This was our first trip with this tour operator, it was well organised, everything was as per the trip notes & I would certainly look at other holidays by this company.”
Tuscany Walking and Wine
5 - Excellent
  • Anonymous
“A really enjoyable and varied week in Tuscany. Three lovely walks through forests and vineyards. Stunning hilltop villages and market towns. Excellent wine tastings and winery visits, each a little different, and we certainly drank a lot of local Chianti. Liz, our guide, was efficient, knowledgeable, capable and so friendly. We had plenty of time to explore the cities of Siena and Florence at our own pace, and on our free day most of us opted for a cookery class at a local restaurant. Enormous fun and the lunch we helped produce, was amazing. The family run farmhouse where we stayed was full of character, and they made us so welcome. The evening meals were generous and based on local produce and served with their own estate wines.”