Italy · WINE TASTINGS IN SIENA
Every trip has one free day too few. These 13 wine tastings in Siena are worth giving it to — priced and timed so the decision takes minutes, not an evening.
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!”
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”
Full-day Tuscany tour from Florence to Siena, San Gimignano and Pisa, with Chianti vineyard lunch and wine tasting, small group feel.
“Sara was informational and warm. Our guide in Sienna was helpful to understanding the local art and history. Enjoyed the friendly rivalry between Florence and Sienna. While we felt hurried, each stop was just the right amount of time. Each site felt like a day unto itself.”
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-day Tuscany loop from Florence: Pisa, San Gimignano, Siena and Chianti views, with optional lunch and wine pairing.
“Hilary was fantastic.Kept everything on schedule and kept everything interesting fun and fresh”
Small-group Tuscany day trip from Florence to Siena, Chianti winery with five tastings, and San Gimignano, plus truffle lunch.
“Marco was brilliant and we had a lovely day, with his guidance! We did sort of think that it would have been nicer to see San Gimignano earlier in the day, because after the travel and winery everyone is starting to flag and it was one of the key reasons we picked this tour.”
Florence to Siena, San Gimignano, Monteriggioni and Chianti in one day, with a guided Siena walk and a 3-wine tasting.
“Sara and Lorenza were great tour guides. Mario a safe bus driver. Bus was comfortable. Knowledgeable professional and most pleasant”
Florence to San Gimignano, Siena and Chianti for UNESCO sights plus a guided cathedral option, lunch, and a guided wine tasting.
“Absolutely loved San Gimignano… by far the favorite party of this trip. If I was to do it over I would skip the winery and stay here for more time. sienna was lovely as well. The wine tasting and lunch was average but the small towns were definitely the highlight. Aaron and Alexandra were great hosts and very knowledgeable!”
Small-group Brunello di Montalcino wine tasting from Siena with three cellar stops, family lunch, Montalcino free time, and Abbazia di Sant'Antimo.
“We had a great experience. Our guide/driver was incredibly knowledgable being a former winemaker himself. Wineries had stunning views and excellent wines. There were even two stops to see a small town and beautiful church. Highly recommend!”
From Florence: Pisa, Chianti wine tasting, San Gimignano, and Siena in one day. Includes lunch and optional Leaning Tower tickets.
“The tour was wonderful, but it was extremely long and was a very large group of people. We were probably 60 people in a two layer bus and it was hot and difficult to travel with so many people. I would spend the money on a smaller tour.”
Half-day Chianti tour from Siena with two winery tastings, village walks at Castellina and Monteriggioni, small-group van ride.
“Our guide was knowledgeable, kind and fun which made for a great tour for us all. The activities Chianti wine tasting and villages were with castles were amazing and all fitted into one afternoon so perfect.”
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.”
Small-group Brunello di Montalcino tour from Siena with 3 winery visits, lunch, and Sant’Antimo Abbey plus Montalcino town.
“Our guide Giovanni was really nice and knowledgeable about the area and answered all of our questions. He picked us up in a van and we went to three wineries plus a quick stop at Abbey Of Sant’Antimo. The three wineries we went to were Casanuova Delle Cerbaie, Cava D’Onice (where we had the best homemade pasta ragu lunch prepared by the grandmother) and Poggio Dell’Aquila. I did end buying some bottles and had them ship it home. Overall I would recommend this tour (and tour guide Giovanni). It sounds expensive but don’t think too much about the price, it will be worth the time and money.Read more”
Pick a city, or pick a kind of day.
