Tours and Trip Packages to Siena in May 2025

Traveling to Siena in May 2025? We offer 2 tours, trips and vacation packages to Siena in May 2025. Our Siena in May 2025 tour packages and trips have 63 customer reviews. All the Siena May 2025 tour packages and trips are carried out by hand-picked, qualified local and international Siena tour operators.

Italy Travel Guide

2 Trips in Siena during May 2025

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Starts Tuscany, Italy
Ends Tuscany, Italy

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$ 2,617 US$ 2,245

SavingUS$ 372
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Brochure Price:US$ 2,617

Special Deal (14%):- US$ 372

Total Price from:US$ 2,245

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Next Departures

May 03 Only 8 seats left
May 10 Only 8 seats left

Via Francigena: Walk From Lucca To Siena Tour

Starts Lucca, Italy
Ends Siena, Italy

Via Francigena: Walk from Lucca to Siena

of 1 review

Trip customizable
Best price guaranteed

8 day trekking and hiking tour through Lucca, Altopascio, San Miniato Alto and 4 other destinations in Italy. Read More

Tour Type Private Tour
Activities Trekking and Hiking & Walking tours +3 more
Accommodation Hotel & Hostel
Transport Private Vehicle
Age Range 18-99 yrs
Operated in English

days08 From US$ 632 View Tour

Next Departures

May 01
May 02

Showing 1 - 2 of 2 results

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Siena Tour Reviews

5 - Excellent

Based on 63 customer reviews

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.”

Exploring Italy through this trip was an unforgettable experience

5 - Excellent

Jimmy

“Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!”

Fantastic walking, wine and great food

4 - Very Good

Anonymous

“As a frequent traveller with this tour operator I was yet to try a walking holiday. The Chianti Walking and Wine seemed to be a good mix of walks, wine tasting and sightseeing and I was not disappointed with my choice. Having only had a few days in Rome before I really enjoyed getting to know this part of Tuscany.”