From Siena: Pisa and San Gimignano Day Trip
Siena, Italy

From Siena: Pisa and San Gimignano Day Trip

Outty Ranking 55 2.7 · 3 traveler reviews8 hoursFrom $90
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Outty Ranking

55/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

2.7/5

Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is From Siena: Pisa and San Gimignano Day Trip worth booking?

From Siena: Pisa and San Gimignano Day Trip is a 8-hour experience in Siena, Italy, from $90 per person. It scores 55 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 2.7/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
55 / 100
Rating
2.7/5 (3)
Duration
8 hours
From
$90 per person

Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.

What you get

    About this experience

    Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.

    What's included

    Included

    • Free time in Pisa and San Gimignano
    • Lunch at a Chianti winery
    • Wine tasting experience
    • Round-trip transportation by air-conditioned coach
    • Multilingual tour leader (EN / ES / ITA)

    Not included

    • Extras

    What you'll see and do

    1. Agricola Poggio Ai Laghi

      Surrounded by olive groves and vineyards, it blends traditional farming methods with a deep respect for the land. Visitors can experience authentic wine production, from grape to glass, while enjoying panoramic views, rustic architecture, and a peaceful atmosphere rooted in centuries-old agricultural heritage.

      85 minutes here · Admission included

    2. San Gimignano

      Set against the iconic skyline of San Gimignano, this winery agricola offers a unique fusion of history and viticulture. Known for its sun-drenched vineyards and fertile soil, the estate produces distinctive wines that reflect the region’s character. Guests can explore the vineyards, taste local varieties, and immerse themselves in a landscape defined by medieval towers, golden fields, and a rich cultural tradition of winemaking.

      75 minutes here

    3. Pisa

      Located in the gentle countryside near Pisa, this winery agricola combines coastal influences with classic Tuscan farming. The estate features expansive vineyards, modern yet respectful production techniques, and a welcoming rural setting. Visitors can enjoy guided tastings, discover local flavors, and relax in a serene environment where tradition meets innovation, all within reach of Pisa’s historic landmarks and vibrant atmosphere.

      90 minutes here

    Where it starts and ends

    Meeting point

    Siena

    Please meet the guide at Chiesa di San Domenico,Siena

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    This tour ends at Porta Camollia, Viale Vittorio Emanuele II, 1, 53100 Siena SI, Italy.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, it, es
    Ticket
    Mobile Only
    Runs on
    Mon, Tue, Wed, Thu, Fri, Sat
    Group size
    Up to 15 travelers per booking
    Operated by
    myTour in Italy

    Know before you go

    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • Travelers should have at least a moderate level of physical fitness
    • On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany

    Photos

    From Siena: Pisa and San Gimignano Day Trip, photo 2From Siena: Pisa and San Gimignano Day Trip, photo 3From Siena: Pisa and San Gimignano Day Trip, photo 4From Siena: Pisa and San Gimignano Day Trip, photo 5From Siena: Pisa and San Gimignano Day Trip, photo 6From Siena: Pisa and San Gimignano Day Trip, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    2 mentions

    Travelers single out the guide as the reason the experience works.

    Pace and timing

    1 mention

    Several reviewers found the schedule tight or the day long.

    Small groups

    1 mention

    The group size is repeatedly described as intimate rather than packed.

    Traveler reviews

    3 verified traveler reviews for From Siena: Pisa and San Gimignano Day Trip. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    0
    4 star
    1
    3 star
    1
    2 star
    0
    1 star
    1
    Sort
    Kari_F · September 2026

    An Ok experience but too large of a group

    Overall it was an OK experience. The group was way too large and the check-in process was confusing and long. It took over 40 minutes from the start time to leave for the first location. We got on in Siena but apparently this tour originated in Florence. As a result our group of three was not able to sit together on the bus. The tour guides were friendly and helpful but due to the size of the group it still led to a confusing day. The drop off site was different from the published location in the itinerary and we returned back to Siena two hours later than expected. With the three destinations, more time was spent in travel and waiting for the buses to load and unload than anything else. There were approximately 100+ people on this tour split between two large double decker buses. It would have been helpful to know prior to booking that there would be that many people. I may have chosen a different tours as I prefer not to travel in such large groups of tourists.

    Response from the operator: Dear Customer, Thank you for your feedbck! With a larger group, boarding and exiting the buses can naturally take more time, which is why we provide enough guides to assist throughout the tour. As it is a full-day tour, we also follow a fixed itinerary to ensure we return to the meeting point on time. Thank you for your understanding. Best regards, my Tour

    via Viator

    John_M · September 2026

    Worst tour EVER

    Worst tour EVER. Picked us up late and in the wrong place. It wasn’t a tour, it was transport to 3 different places and we were left to wander around aimlessly until it was time to go back to the bus. Then, we were dropped off in a different city and had to take a smaller bus back to our original city. Don’t waste your money!

    via Viator

    Tapan_M · June 2026

    Nice

    The experience was very good. Sofi was our tour guide she was excellent. The trip is actually a 5 star. Our trip started from Siena and ending was also Siena but after our last stop Pisa the bus took us to Florence which is 50 minutes and then from there again we traveled back 1.15 hours to Siena although they have sent us in a private van back but it was tiring and waste of 2 hours. So if one is taking a trip from Siena please clarify with the tour guide to send you back from Pisa

    Response from the operator: Dear Customer, Thank you for your feedback! We would like to kindly confirm that the tour ends at the same location where the tour started. We appreciate your comments and are glad to hear that you enjoyed the experience with Sofi. Kind regards, my Tour in Italy

    via Viator

    Good to know

    Duration
    8 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Tue, Wed, Thu, Fri, Sat
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    1
    Verdict
    Worth a Look

    Who runs this experience

    Operated by myTour in Italy, who run 51 experiences we rank across 5 cities, with an average Outty Ranking of 57.8.

    See everything myTour in Italy runs

    Why this scores 55

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)63
    Review evidence (18% weight)24
    Booking momentum (14% weight)14
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)17
    Booking flexibility (8% weight)100

    From Siena: Pisa and San Gimignano Day Trip: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Siena.

    How much does From Siena: Pisa and San Gimignano Day Trip cost?

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    Prices start at $90 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does From Siena: Pisa and San Gimignano Day Trip take?

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    Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Siena is not rushed.

    Is From Siena: Pisa and San Gimignano Day Trip worth it?

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    It holds an Outty Ranking of 55 out of 100, which we label "Worth a Look". That score blends traveler sentiment (2.7/5 across 3 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Siena, and how flexible the cancellation terms are.

    Can I cancel or reschedule From Siena: Pisa and San Gimignano Day Trip?

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    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is From Siena: Pisa and San Gimignano Day Trip suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book From Siena: Pisa and San Gimignano Day Trip?

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    Around 1 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Siena can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

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    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Siena and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.

    Where does From Siena: Pisa and San Gimignano Day Trip start and how do I get there?

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    The exact meeting point and directions are on your voucher once you book, and they sit in central Siena within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Siena?

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    On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Siena?

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    Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Siena?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

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    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

    What is included in From Siena: Pisa and San Gimignano Day Trip?

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    Included: Free time in Pisa and San Gimignano; Lunch at a Chianti winery; Wine tasting experience; Round-trip transportation by air-conditioned coach; and Multilingual tour leader (EN / ES / ITA). Not included: Extras. Always check the voucher for the final list before you travel.

    Where is the meeting point for From Siena: Pisa and San Gimignano Day Trip?

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    Please meet the guide at Chiesa di San Domenico,Siena Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is From Siena: Pisa and San Gimignano Day Trip offered in?

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    It is offered in English, Italian and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for From Siena: Pisa and San Gimignano Day Trip?

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    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is From Siena: Pisa and San Gimignano Day Trip wheelchair or stroller accessible?

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    The operator notes: Specialized infant seats are available; and Not recommended for pregnant travelers. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to From Siena: Pisa and San Gimignano Day Trip if the weather is bad?

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    It generally runs rain or shine, so dress for the forecast in Siena. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    What do travelers say about From Siena: Pisa and San Gimignano Day Trip?

    +

    Across 3 reviews averaging 2.7 out of 5, recurring themes include the guide, small groups. Travelers single out the guide as the reason the experience works. One thing to know: Several reviewers found the schedule tight or the day long.

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