All Siena, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Siena
Siena Tours & Trips
30 Siena trips. Tours from 8 tour companies. 106 reviews. 4.7/5 avg rating.
Filter by trip style:
30 Trips match your criteria (1 - 20 shown)
By Exodus Adventure Travels
premier
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
4.7/5 Excellent
100+ reviewsLodging level
Standard - 3 star
Physical level
Moderate
Highlights
- Explore the cultural cities of Siena and Florence
- Enjoy Tuscan cuisine and wine
- Visit some of the most beautiful hilltop towns in the region
8 days$366 / day
By Intrepid Travel
premier
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
4.5/5 Excellent
100+ reviewsLodging level
Standard - 3 star
Physical level
Easy
Highlights
- Spend your free time in Barcelona visiting Gaudi's modern basilica, La Sagrada Familia – a Gothic masterpiece that embodies the city’s artistic and progressive heart.
- Hike in the majestic Spanish Pyrenees mountains, revelling in the fresh air, panoramic views and an exhilarating sense of freedom.
- Explore the idyllic Provencal landscapes of southern France and gain an understanding as to why this part of the world is so adored by artists.
15 days$362 / day
By Intrepid Travel
premier
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
4.5/5 Excellent
100+ reviewsLodging level
Standard - 3 star
Physical level
Easy
Highlights
- Visit the home of a Roman nobleman during an Exclusive Experience. Your aristocratic host will show you around the opulent interiors and explain the rich history of the residence, before sitting down for lunch in his dining room.
- Enjoy two memorable Feature Stays - a hotel in the rolling vineyards of Tuscany's Chianti region, and an exquisite1776 building in Split.
- Delight in a truffle tasting in Motovun during an Exclusive Experience. Truffles are combined with local speciality dishes and a sommelier will pair your tasting with suitable Istrian wines to try.
23 days$591 / day
By Collette
premier
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
4.8/5 Excellent
100+ reviewsLodging level
Premium - 4 star
Physical level
Moderate
Highlights
- Journey by boat to Isola dei Pescatori for a lovely welcome dinner.
- Taste authentic Italian gelato from an award-winning ice cream parlor in San Gimignano.
- Learn the art behind Tuscan cuisine during a hands-on cooking lesson.
12 days$354 / day
By Exodus Adventure Travels
premier
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
4.7/5 Excellent
100+ reviewsLodging level
Standard - 3 star
Physical level
Moderate
Highlights
- Exhilarating cycling through open and totally unspoilt countryside
- San Gimignano's soaring towers; Volterra's Etruscan treasures; great art cities of Florence, Pisa and Siena
- Fabulous hotels all with stunning pools; superb cuisine and fine wines
9 days$359 / day
By Intrepid Travel
premier
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
4.5/5 Excellent
100+ reviewsLodging level
Standard - 3 star
Physical level
Easy
Highlights
- Nestled in the rolling vineyards of Tuscany's Chianti region, spend two memorable nights in a converted castle hotel and dine on a multi-course gourmet meal at the onsite restaurant.
- Visit the home of a Roman nobleman during an Exclusive Experience. Your aristocratic host will show you around the opulent interiors and explain the rich history of the residence, before sitting down for lunch in his dining room.
- Delight in regional specialties during a wine-tasting at a family garden vineyard in Tuscany and a truffle and Istrian wine tasting in Motovun.
16 days$603 / day
Unlock Community Benefits
Travel better together
- Save favorite trips and itineraries
- Get insider insights
- Receive personalized recommendations
- ... and much more
Want a tailor-made trip instead?
Your trip, your way, planned by an expert:
- You choose budget, destinations, activities, transport & lodging type
- Expert designs the itinerary for you, and once approved, takes care of logistics
Best Siena Tours by Duration
Best Siena Tours by Price
Siena Reviews & Ratings
A
Lovely Hol
Second trip with Exodus. Lovely holiday cycling through Tuscany, finishing in Florence. Lots of clmb, but not too severe. Great weather, food & wine. Group we...
A
Cycling Siena and Chianti
Great cycle routes, well planned stops, good climbs and descents. Reaching the tops of some of the more challenging hills Jon was a fabulous group leader, well org...
A
Siena cycle trip review
organised and well supported cycle trip through beautiful tuscan countryside with visits to Florence and siena. Not one specific thing but generally enjoyed the cha...
A
Amazing adventure!
This was my first cycling tour and tour with Exodus. I had an amazing experience! The trip was well planned and I feel like it had the prefect balance of cycling, ...
A
Cycling in Tuscany
Excellent and memorable cycling trip! This was my daughter's first cycling trip. She is athletic but not an experienced cyclist. She had a wonderful experience wit...
Additional details
Always Find the Best
On Travelstride you can find 30 trips to Siena and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.