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
View Tour
Next Departures
  • May 04 Only 8 seats left
  • May 11 Only 5 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
View Tour
Next Departures
  • May 03
  • May 05
Add to your Tour Wish List

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$ 194 View Tour
Next Departures
  • May 01
  • May 02
Add to your Tour Wish List

Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits tour 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
Add to your Tour Wish List

Small Group San Gimignano & Volterra Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites tour 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$ 194 View Tour
Next Departures
  • May 03
  • May 05
Add to your Tour Wish List

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$ 194 View Tour
Next Departures
  • May 02
  • May 04
Add to your Tour Wish List

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$ 194 View Tour
Next Departures
  • May 01
  • May 04
Add to your Tour Wish List

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
Skip the queue Add to your Tour Wish List

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
View Tour
Next Departures
  • May 04
  • May 06
Add to your Tour Wish List

Small Group Chianti and Castles Wine Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour farm and plantation visits tour 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$ 194 View Tour
Next Departures
  • May 02
  • May 06
Add to your Tour Wish List

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$ 194 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 trip 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
Create your custom-made trip to Italy

Traveling to Italy? Chat with a local travel specialist in Italy who can help organize your trip.

  • Andrijana Kovačević
    Andrijana Kovačević
    Travel Expert in Greece & Italy
  • Roberta Leverone
    Roberta Leverone
    Travel Expert in Italy
  • Veronica Maggi
    Veronica Maggi
    Travel Expert in Italy & Switzerland
Our travel experts are recommended by
  • BBC
  • Independent
  • Herald Sun
Filters

Siena Tour Reviews

5 - Excellent
Based on 63 customer reviews
Best decision ever
5 - Excellent
  • Anonymous
“The trips organized by the tour operator were recommended to me, and as someone who knows little about wine but loves to drink it I was keen on this trip. I also fancied some exercise and activities thrown in. I was slightly dubious about going alone but soon realised when I got there that the tour operator caters for people like me. I would say the trip is scaled correctly in terms of activity level, I particularly enjoyed the panzano and San gimignano walks. There's also loads to do on your free day, I rented a vintage fiat from castellina, some of the group went riding and others cooking so plenty of options. Couldn't recommend this trip enough.”
Chianti Walking and Wine Tour
5 - Excellent
  • Anonymous
“This tour was fantastic! Staying at Casalta was excellent. It is located close to the township and the food and people were awesome. It was an excellent balance of walking, wine, and socialising with the group.”
Right First Time!
5 - Excellent
  • Anonymous
“This was our first actual trip with this tour company and it was all that we hoped for, and more. The balance of walking, wine tasting and culture was spot on! Villa Casalta accommodation was great - simple in a traditional way, owner and Marguerite warmly welcoming and helpful, beautiful swimming pool (used by several of us even though it was end of Sept), entertaining dog (Stella) and cat, with only a slow off-road 20 minute walk to pretty town of Castellina.”
Welcome!

Sign-in to unlock instant trip discounts. Create wish lists and save up to USD 1,500.

Facebook
G
More login options here.