Italy · DAY TRIPS IN SIENA
Consider this the shortlist you would send a friend: 11 day trips in Siena that hold up, each with what it costs, what travellers said afterwards, and the thing to check before you pay.
See Siena, San Gimignano, and Pisa plus a Chianti winery lunch and wine tasting on an early start day trip from Florence.
“Unreal. Go on this. All I have to say. With my boys and having the best time. The tour hasn’t even finished and I wanna come back!”
Tuscany in one day: Pisa’s Piazza dei Miracoli, Siena, UNESCO San Gimignano, and Chianti lunch with wine tasting, guided in English.
“Our guide was excellent. Luca made sure to connect with everyone. I was interested in the art but also the history. Luca, was available to answer questions as we walked to the site. i would request him.”
Florence day trip to Siena, San Gimignano, and Pisa with a Tuscan winery lunch and optional wine pairing, plus cathedral and tower time.
“Amazing day trip, with great guides sara & Gaia. Got to see pisa in daylight and night time. Food and wine lovey at the vineyard. Highly recommend”
11-hour coach day trip from Florence to San Gimignano, Monteriggioni, Chianti and Siena, with lunch, wine tasting, and optional Duomo entry.
“Great experience with an opportunity to see a lot! My only recommendation would be that if you have the cathedral guided tour, have it start when you arrive in Sienna so you have a little bit more free time.”
One full day from Florence to Pisa, Siena, San Gimignano, and Chianti vineyards, with a guided Siena walk, cathedral entry option, and lunch with 4 wines.
“It was a great trip, I’m a vegetarian and the food was great. We brought our daughter who was 14 months and the tour was great for her.”
Spend a day from Florence in Chianti, with free time in San Gimignano and Siena, plus a multilingual tour leader and GPS audio.
“Loved it. Highly recommend the day trip. Great value.”
Florence day trip to Pisa, San Gimignano, and Siena with guided history, Chianti wine tasting, and optional Siena Cathedral entry.
“There was no real skip the line and no service. The guy seemed annoyed when we had to ask him a few questions to clarify instructions.”
Florence day trip to Siena and San Gimignano with guided old-town walks, Chianti organic winery lunch, wine pairing, and 4 tastings.
“Our guide Raynata (unsure of spelling) and driver Eric were excellent. Raynada had us at an excellent pace and she explained where we were and meeting points that made the whole day informative, relaxed, and comfortable. It was a great day. I highly recommend. Thank you so much.”
Private Tuscany day trip from Florence to Siena and San Gimignano via Chianti, with scenic photo stops and optional winery lunch.
“Massimo was absolutely fantastic he went out of his way to shoe us part of Florence that was not included. He never rushed us, we took our time to see San Gimignanomi and Sienna and the wine tour. Definitely recommend Massimo and Viator. So far we have enjoyed all the services provided through Viator Tours. Thank you Massimo for an incredible experience.”
A small-group day trip from Siena to Pienza and Montepulciano, with Crete Senesi views, a farm Pecorino lunch, and Vino Nobile tasting.
“What a fun day! Our guide, Paolo, was wonderful. His knowledge of the Tuscan hills was extensive. He could answer any questions we threw at him. His driving skills were also impressive. The time flew by. We had a great bunch of travelers in our tour group. So happy to be in a small group (8 travelers.) This was a great way to see Tuscany without renting a car. We drank plenty of wine, had a lovely farm lunch and had time alone to walk around Pienza and Montepulciano, too. It felt so casual, and yet we saw so much. When it was over, I was a little sad because…”
A small-group day trip from Florence with Chianti wine lunch, plus UNESCO San Gimignano and medieval Siena, with comfy minivans.
“I chose this tour because I wanted to go with a small group other than a huge bus of 40 people and because I was interested in seeing Siena and San Gimignano. The minivans were super comfortable, there were two of them with 9 people in total. We were a bit unlucky as there was a bike race in Siena and there was a lot of traffic to get close to town. Partially because of the time lost in traffic, but mostly because, as I know it now, seeing two towns with a nice lunch with wine tasting in between is just impossible. We rushed through Siena, had 20 min…”
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