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Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery

Recommended by 90% of travelers
Badge of Excellence
Florence, Italy
Trending
Booked 5+ times in 12 hours.
  • 12 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.6
·
· Tamara_A ·
Sep 2026
Full day adventure with exceptional views and visits. We needed a way to see all three cities in one day and this provided the perfect opportunity. We enjoyed the bus trip with information provide by the guide, city walks, wine tasting and lunch, and site visits. We made several new friends on the tour bus and saw them again in Florence.
· Andre_B ·
Sep 2026
Incredible tour! We saw allot! The explanations were really helpfull! The Wine was amazing! Alex has the Best Vibe! We did everything with good timing in the Best places.

Overview

See what Tuscany has to offer without breaking the bank on this budget-friendly day trip to the region's highlights from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the sights of Pisa. Upgrade to a guided tour of Siena, or add-on a 2-course lunch with wine pairing for a hassle-free, all-inclusive day.
  • Visit a local winery for a traditional Tuscan lunch with wine pairing (optional)
  • Set and stick to your own budget with this modular package tour
  • Go beyond Florence's city limits without needing to rent a car
  • Travel on a comfortable, air-conditioned coach in the company of a tour escort

Sample Menu

Starter

Bruschette, cheese and cold cuts

Main

Pasta with bolognese sauce or tomato sauce

Dessert

Cantuccini biscuits with vinsanto sweet wine

What's Included

  • Expert multilingual Tour Leader
  • Free time in Pisa and San Gimignano
  • Typical Tuscan Lunch with Wine Pairing in a charming wine estate (if option selected)
  • Siena tour with professional guide with Headsets (if option selected)
  • Journey by fully-fitted GT Coach with air conditioning and free Wi-Fi on board
  • Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
  • Hotel pickup and drop-off
  • Guide in Siena in case you select the Semi Independent and the Low Cost Option

Meeting and Pickup

Meeting point

  • Piazzale Montelungo, 50129 Firenze FI, Italy

    TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

End point

This activity ends back at the meeting point.

Start time
.7:30 am

Itinerary

Your day trip departs from Florence, where you hop aboard your coach and travel through the Tuscan hills.

Arrive first in the medieval city of Siena, celebrated for the horse races that pack cheering crowds into the main square twice a year. Learn about the area's history and architectural gems from your guide as you stroll the cobblestone streets. Make your way to the stunning Siena Cathedral, constructed of striped black and white marble, for a tour of its truly unique interior (at an additional cost as part of the Classic Tour).

Relax afterward with a 3-course lunch at a local winery, enjoying plates of bruschetta, pasta or other regional favorites, complemented by a wine pairing (if Classic Tour option has been selected).

Continue to the medieval hilltop town of San Gimignano, known for its towers, visible for miles over the cityscape. Soak up some free time to wander the local shops and streets at your own pace.

Reunite with your guide and head next to Pisa and enjoy additional time to discover the city on your own. Check out Pisa Baptistery, the Duomo, or snap a photo with famous Leaning Tower of Pisa.

Your day trip concludes later in the afternoon with transportation back to Florence. Please note that this day trip involves a moderate amount of walking.
1

Florence

1 hour • Admission Ticket Free

2

Siena

2 hours • Admission Ticket Free

3

Piazza del Campo

30 minutes • Admission Ticket Free

4

Torre del Mangia

15 minutes • Admission Ticket Not Included

5

Duomo di Siena

15 minutes • Admission Ticket Not Included

6

Strada Statale 222 Chiantigiana

2 hours • Admission Ticket Included

7

San Gimignano

1 hour • Admission Ticket Free

8

Piazza Della Cisterna

15 minutes • Admission Ticket Included

9

Collegiata di Santa Maria Assunta - Duomo di San Gimignano

15 minutes • Admission Ticket Free

10

Pisa

1 hour • Admission Ticket Free

11

Piazza dei Miracoli

15 minutes • Admission Ticket Free

12

Leaning Tower of Pisa

15 minutes • Admission Ticket Not Included

13

Duomo di Pisa

15 minutes • Admission Ticket Not Included

14

Florence

1 hour • Admission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • Not recommended for travelers with back problems
  • No heart problems or other serious medical conditions
  • Travelers should have a moderate physical fitness level
  • Kindly note that the Semi Independent option does not include the local guide in Siena
  • Please note that the given order of the visits may change
  • LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
  • HIGH SEASON (From March 25th to October 31st): English and Spanish languages are always available. Other languages are confirmed as follows: FRENCH: Wednesday, Saturday - min 2 pax PORTUGUESE: Tuesday - min 2 pax ITALIAN: Sunday - min 2 pax
  • With prior notice, we can accommodate Vegetarian and Gluten free customers for lunch
  • If you select Chinese, Korean, or Japanese, the historical explanations and tour commentary will be provided exclusively via audio guide (via App) in your chosen language. You will not be left alone: a professional Tour Leader will accompany the group throughout the trip. The Tour Leader will manage the group and provide logistics, meeting point details, and emergency assistance in English, while the cultural insights will be delivered via the app in your language.
  • May be operated by a multilingual guide
  • This tour/activity will have a maximum of 63 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Featured review

Audrey_M
This tour offered multiple towns and experiences. The bus driver handled the roads like a champ. Our guides were very informative and helpful. There was a lot of free time on your own. The wine tasting and lunch was a nice break. You really get to see the countryside of Tuscany with its beautiful scenery and quaint towns. Long day but worth it!

Reviews

4.6
based on 7,356 reviews
Total reviews and rating from Viator & Tripadvisor
Sort by: Most insightful

Tuscan towns and wine tasting

Kristina_A, Sep 2026
We had a wonderful trip. Though it was a full day of sightseeing and walking, our guides Alex and Beatrice made it fun and informative. Alex’s funny commentary throughout was an added comedy show. It was also great that they offered to get tickets to the Sienna Cathedral so we wouldn’t have to waste precious time standing in lines. The winery tour, tasing and lunch was perfectly timed and was delicious. Overall a packed tour with enough built in free time to do as you please.

Exceptional tour experience

Paramdeep_K, Sep 2026
The tour was wonderful. Alex and Beatrice were very efficient and managed each part of the tour exceptionally while keeping us entertained. Alex gave such wonderful information on each of the places visited.

Wonderful Trip

BRUCE_Y, Sep 2026
The 2 tour guides Alex and Beatrice are super friendly and helpful, making today's trip wonderful. Thanks a lot to Alex and Beatrice. Bruce

Tuscany tour of Sienna, San Gimignano & Pisa

Carol_E, Sep 2026
Very well organized by Ciao Florence & informative. Interspersing our wine tasting experience & lunch at a Chianti winery enhanced our day long tour of three Tuscany towns & gave us the opportunity to relax. We would definitely recommend this large group tour. Further adding to our enjoyment was the perfect weather- great for touring!

COSTANTINO is a very nice...

Yashar_P, Sep 2026
Costantino is a very nice and funny guy and we enjoyed our tour with him. The lunch and winery also was good, we got salami, cheese, balsamic vinegar and 4 different wines.

Tuscany in love

graziella_m, Sep 2026
Fantastic Tour Guide Teresa, very informative and very passionate about her region . All our stops were great and our lunch was fantastic, great food and very highly recommended

Tuscan tour

Paula_R, Sep 2026
While this is a really big and tiring day you get plenty of highlights. Lunch was awesome and Roberto and his team very professional

Siena, Pisa, Winery and San Gimignano Tour

Panagiota_T, Sep 2026
This tour was excellent and no one should miss it. Well planned and organized from start to finish. From our bus driver Luca who was an exceptional driver to our tour guides Roberto and Maya. Roberto was such an expert. Very knowledgeable and made sure that everyone understood what we were seeing. And Maya was super nice with the most beautiful smile always making sure we were comfortable. Not only would I recommend this tour, I would do it again without hesitation!

Beautiful Italy

Traci_W, Sep 2026
The locations were wonderful. We just needed more time at each to truly experience them. We were dropped off way too far away from the entrances which took up a lot of our experience time. The guides were great and educational. The bus ride was a bit crazy, like being on a roller coaster. Overall great experience.

Full day of sights and walking with excellent lunch and wine tasting.

Tamara_A, Sep 2026
Full day adventure with exceptional views and visits. We needed a way to see all three cities in one day and this provided the perfect opportunity. We enjoyed the bus trip with information provide by the guide, city walks, wine tasting and lunch, and site visits. We made several new friends on the tour bus and saw them again in Florence.

Strongly recommend tour

Andrzej_R, Sep 2026
Great day touring cities outside we Florence, not worrying about driving rental cars and looking for the parking spot. All considered I qould like leave great thanks for our tour guides, Constantino and Frederika! Kudos for our driver Boris to manage safetly our bus.

Our guide was very...

Gary_B, Sep 2026
Our guide was very knowledgeable. Definitely a full day. Pompeii was very eye opening and the trip to Positano was quite scenic. We stopped several times and never felt rushed.

Travellers should be...

Anoma_D, Sep 2026
Travellers should be aware after the guided tour in Siena the guide leaves you without directing the group to the meeting point. It was nerve racking to a to find the way back to the meeting point in order to continue the rest of the tour!!

Excellent Tour

jonathan_g, Sep 2026
Overall was great experience. Staff was kind and knowledgeable. Each stop had its own beauty to it. It's something you will never forget.

Buyer beware

Orla_R, Sep 2026
A good tour overall, packed day with a good tour guide, however, a guided tour of Sienna, cathedral entry, lunch are all additional extras adding roughly €50 to the initial ticket, the prices of which were not indicated when buying the ticket initially.

This was super fun! Our...

Ashlyn_C, Sep 2026
This was super fun! Our tour guides were absolutely awesome unfortunately there was on 09/15 a few guests who were super disrespectful to our tour guides and that has NO impact on the tour but our tour guides were extremely respectful to these disrespectful guests and handled the situation extremely well! I was thoroughly impressed! Virginia Luke and Constintio

Next time opt for one activity instead of 3

Donna_G, Sep 2026
We spent more time on the bus than actually doing the activities. The AC on the bus was almost nonexistent. Our driver was absolutely amazing how he drove and navigated the streets. Our tour guides Alex and Guya were great.

Excelent!!

Katherine_B, Sep 2026
A lot of walking for an Older person like me who should be in better physical shape. There was a lot offered for the price. Our guide was great and so very friendly!!!

Great tour

Steven_Z, Sep 2026
Great tour with lunch and wine tasting and visiting the Tuscan countryside. Alex and Gaia were great hosts.

Best tour in Toscany

Andre_B, Sep 2026
Incredible tour! We saw allot! The explanations were really helpfull! The Wine was amazing! Alex has the Best Vibe! We did everything with good timing in the Best places.

Florence / Tuscany Tour

FRANCESCO_C, Sep 2026
I have done this excursion 2X before and I am convinced that we need more time at each of the locations, specifically Siena and San Gimignano. An hour at each is not enough time to see everything. You may want to eliminate one of the stops (Pisa or the Winery) and have them as a separate excursion. Lastly, the bus at Pisa was parked far enough away from the site that it required us to walk a significant distance in the rain. We also had to switch buses because of a mechanical issue at Siena. To the tour guides credit, she did a good job managing the situations and us to ensure that everyone was accounted for and safe. The winery experience was the best of the stops!!!

So yourself a favor and book another company.

Tanya_G, Sep 2026
The lunch and wine tasting was the highlight. There was way too many people. It was close to a full double decker bus. The stops at each place was about an hour. When I did what I thought was the same tour last year the church in Sienna was included. This trip I had to pay around 30€ for my day and myself to go in. Then at the leaning tower of Pisa additional 12€ if you did not want to walk. The guided tour in Siena I honestly leaned nothing. After the initial cost of 191 then add in the other cost the whole day was rushed. With other tours they make sure you have rest stops. This tour told us about the public restrooms that charge and with long lines that take Away from your already excessively short visit to the cities.

Very enjoyable but a long day

Heather_B, Sep 2026
Absolutely loved our tour guides! Maya was so helpful and friendly. The bus was comfortable and cool! My favorite part was San Gimignano. The shops and gelato were great for gifts and souvenirs. The winery lunch was fun and appropriately timed as we needed a break. This was a very big group and at one point I got in the wrong bus (there were several buses with the same name going the same place!) but I found my way. I appreciated the guided tour in Siena and paid for a cathedral tour, but it wasn’t my favorite stop. Pisa could even be shorter…I was excited to go but not much to do there. Overall, just a lot of walking and 12 hours is probably a little too long for me. I got over 16,000 steps in. Be advised there are uneven areas and steps/stairs/hills to climb. At some points it was hard to keep up with the tour guide.

Such an amazing tour!...

Savannah_E, Sep 2026
Such an amazing tour! Very organized program with lots of free time to explore on your own. Alex and Lucia were amazing guides. Both bilingual which was very helpful and the tour was filled with amazing facts and many jokes. Definitely be prepared to walk A TON! Bus ride is a great place to relax after each tour and even sneak in a nap. Enjoyed this tour very very much!

First time in Florence

Neil_W, Sep 2026
Raul and his group were great, very accommodating and informative. Great day exploring Tuscany. We had a great time. Definitely would recommend this trip

Wear good walking shoes! This trip covers a lot of good stuff but is long and may be tiring

Virginia_S, Sep 2026
Be warned, this is a very long day! It was also more people on the bus than I expected with a total of 69 people plus two guides and the driver. Although I booked an English-speaking tour, it was multilingual and most of the people were Spanish speaking. Our guide did a good job of communicating in both languages. I was excited to go back to Sienna and to see Pisa for the first time. San Gimignano is charming but it was an uphill hike from where the bus was able to drop us off and the weather was hot, so after popping in one leather store we found a table at an outdoor cafe with shade and a breeze and spent our time drinking and snacking. We had been there once before, although our small tour van was able to drop us near the top back then. We did the same thing in Pisa - sat at an outdoor cafe in the shade with a lovely view of the leaning tower until time to go back to the bus. We thoroughly enjoyed our lunch at the winery, so be sure you are opted in for the meal with the wine pairing! My one big negative was the local tour guide who met us and took six of the English-speakers through the city center ending at the cathedral in Sienna. She left us outside the cathedral with instructions to go around the side and buy a ticket to enter if we wanted to. We did that with one other couple, and I consider the inside "not to be missed". However, the instructions our tour guide gave us to get back to the meeting point had us wandering around lost. The other couple had the same experience, although separate from us. When I contacted the tour company for help getting back the guide kept telling us to come to the restaurant where we started. I was asking over and over for the name of the square or the coordinates so I could use my own GPS to navigate. Instead they sent a picture. We already had that ourselves and it didn't help as it didn't include the actual name of the restaurant. We did eventually stumble upon the spot where we met our tour guide and were able to navigate to the meeting point from there when the guide finally gave us the name of the square. Lesson learned: drop a pin when you have to navigate back to a spot in an unknown city. My fitness tracker shows I walked over 14,000 steps for a total of 6 miles with 96 minutes of exercise and 13 flights of stairs climbed. We opted in for a tram to take us to the leaning tower in Pisa or it would have more. Take extra cash with you because there will be things you didn't expect to need to pay (like the tram) as well as admission to things you may decide you want to enter that are noted as not included in the tour description. Overall, a thumbs up.

We as a family had a very...

Abymon_M, Sep 2026
We as a family had a very good experience but the time allotted at each place were not enough to go around and enjoy the place. It was very rushing at all the other three places visited because they spent too long at the place of lunch which was a winery. The winery doesn’t even had a cellar or a tour. The guide and the driver were very friendly and helpful.

Excellent Day Out

Craig_R, Aug 2026
This was really good, I highly recommend. Many places to visit, Roberto our guide was brilliant, him and his team really made the day. Food and wine was nice, places were great to visit.

St. Gimignano was an unknown delight

Bryan_H, Aug 2026
I enjoyed the day. It was a long day, but actually went fast. The tour guides were good. The bus was comfortable and wi-fi reliable. I especially loved St. Gimignano, which I had never even heard of before.

A must to visit all these places in one day

Sharon_F, Aug 2026
Very well organised and great to do all these stops in one day. Long day but so worth it. Wear comfortable shoes and add the sienna cathedral entrance, you won’t be disappointed
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$71.32

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Was $75.08(-5%)

up to 24 hours before the experience starts (local time)

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