Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in Florence, Italy
Florence, Italy

Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan

Outty Ranking 69 4.5 · 84 traveler reviews10 hoursFrom €137
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Outty Ranking

69/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

4.5/5

Based on 84 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan worth booking?

Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan is a 10-hour experience in Florence, Italy, from €137 per person. It scores 69 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.5/5 rating across 84 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
69 / 100
Rating
4.5/5 (84)
Duration
10 hours
From
€137 per person

Relax in a comfortable deluxe vehicle with wi-fi on board and discover the allure of Tuscan art cities. Begin your journey in Pisa, famous for its architectural wonders. Visit the mesmerizing Piazza dei Miracoli with the world-known Leaning Tower. Continue through the picturesque Chianti region, passing vineyards and olive groves, pass by the ancient fortified hamlet of Monteriggioni. Indulge your senses at a country estate, savoring a delicious lunch and guided tasting of Chianti and Vernaccia wines. Next, explore the enchanting town of San Gimignano, known for its preserved medieval town planning and majestic towers. Finally, conclude your memorable adventure in the medieval city of Siena, a UNESCO World Heritage site renowned for its artistic treasures. Explore the iconic Piazza del Campo, marvel at the Palazzo Comunale and Torre del Mangia, and take your time to visit the extraordinary Cathedral and wander through charming streets.

What you get

    About this experience

    Relax in a comfortable deluxe vehicle with wi-fi on board and discover the allure of Tuscan art cities. Begin your journey in Pisa, famous for its architectural wonders. Visit the mesmerizing Piazza dei Miracoli with the world-known Leaning Tower. Continue through the picturesque Chianti region, passing vineyards and olive groves, pass by the ancient fortified hamlet of Monteriggioni. Indulge your senses at a country estate, savoring a delicious lunch and guided tasting of Chianti and Vernaccia wines. Next, explore the enchanting town of San Gimignano, known for its preserved medieval town planning and majestic towers. Finally, conclude your memorable adventure in the medieval city of Siena, a UNESCO World Heritage site renowned for its artistic treasures. Explore the iconic Piazza del Campo, marvel at the Palazzo Comunale and Torre del Mangia, and take your time to visit the extraordinary Cathedral and wander through charming streets.

    What's included

    Included

    • If Option selected: Hotel pickup and drop-off from Florence Hotels if centrally located
    • Small Group up to 8 people
    • Lunch with Tuscan Wines including Chianti and Food Tasting
    • Transport by air-conditioned minivan with WIFI on board and English-Speaking Driver

    Not included

    • Gratuities
    • Hotel pick up and drop off

    What you'll see and do

    1. Pisa

      Reach the famous town of Pisa, one of the most known worldwide, that is waiting for us with the sparkling sight of Piazza dei Miracoli, UNESCO world heritage, where the peerless masterpieces in marble rise in the green lawn.

      120 minutes here

    2. Leaning Tower of Pisa

      The famous Leaning Tower, the magnificent Baptistery, the stunning Cathedral, and the Monumental Graveyard, maximum expressions of the Romanesque architecture of the twelfth and thirteenth centuries which house works of immense artistic value.

      30 minutes here · Admission not included

    3. Strada Statale 222 Chiantigiana

      From Pisa we will take a panoramic road to reach a pleasant country estate surrounded by aromatic plants, you will be served a lunch of typical Chianti products and a guided tasting a selection of fine Chianti and Vernaccia wines, managed with passion and expertise by the friendly owner of the farm.

      120 minutes here · Admission included

    4. San Gimignano

      After lunch we leave the farm and at a short distance away we find San Gimignano, another beautiful town, UNESCO world heritage, famous for the still intact medieval town planning with the numerous and beautiful towers hence the name "Manhattan of the Middle Ages". This town is also known for the "Vernaccia" wine, produced here. A stroll in the town centre means discovering true jewels of art, among which Piazza della Cisterna, the Dome, Palazzo del Podestà and the Church of Sant' Agostino.

      120 minutes here

    5. Monteriggioni

      From San Gimignano, we will take a panoramic road and admire the vineyards and olive groves in the heart of the Chianti territory and on the top of the hill the ancient fortified hamlet of Monteriggioni, a small jewel built during the thirteenth century and embraced by its still intact walls.

      60 minutes here

    6. Siena

      During our last stop you'll be seduced by the eternal charm of Siena, where the beauty of the monuments is linked with the rhythm of life that is still on a human scale and where every stone exudes centuries of history. In this splendid medieval city, universally known for its artistic treasures that has been recognized by the UNESCO as a "heritage of the humanity", we will visit the famous Piazza del Campo, with its particular "shell" shape.  Here are the Palazzo Comunale (1298) flanked by the tall Torre del Mangia (1325) and where every year the famous "Palio" takes place. You may use your free time to visit the splendid Cathedral, one of the highest artistic expressions of the Middle Ages, and admire the splendid buildings and suggestive churches along the narrow lively streets.

      120 minutes here

    Where it starts and ends

    Meeting point

    Florence

    in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.

    Options you can book

    • Tuscany Day Trip

      Starts from Republic Square: Pisa, Siena, San Gimignano, Chianti and Monteriggioni Small-Group Tuscany Day Trip

    • Day Trip with Hotel pick-up

      Pick-up at city center Hotels

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Mon, Wed, Fri, Sat
    Group size
    Up to 8 travelers per booking
    Operated by
    CAF Tour and Travel - Gray Line Florence

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Suitable for all physical fitness levels
    • Make a note of any specific dietary requirements in the 'Special Requirements' field when booking
    • The English speaking driver leads the Tour providing general introductory information. He is not allowed to lead a guided visit inside a city centre, nor to provide historical and artistic information inside museums or churches
    • Appropriate clothing is recommended to visit places of worship.
    • We suggest to wear comfortable shoes
    • Minimum numbers apply. If the minimum number of 4 passengers is not reached you will be offered another date or an alternative Tour or full refund.
    • Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.

    Photos

    Chianti vineyards, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in FlorenceSan Gimignano historical center, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in FlorencePisa visit, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in FlorenceWines and Typical Products Tasting, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in FlorencePisa, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in FlorencePiazza dei Miracoli - Pisa, Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan in Florence

    What travelers are saying

    Outty’s summary of the themes that recur across 82 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    6 mentions

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

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Food and drink

    5 mentions

    The tastings and food stops are a highlight for most reviewers.

    Photo opportunities

    3 mentions

    The views and photo stops come up again and again.

    Organization

    3 mentions

    Pickup, timing, and logistics are described as running smoothly.

    Small groups

    2 mentions

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

    Traveler reviews

    82 verified traveler reviews for Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    60
    4 star
    7
    3 star
    9
    2 star
    4
    1 star
    2
    Sort
    J1528ZEkathyo · October 2026

    Wine Tastings tour

    Had a wonderful guide/driver for the day! Enjoyed our wine tastings an we would highly recommend going with Francesco!

    Response from the operator: Good Morning from Caf Tour & Travel, Dear Kathy, Thank you for your wonderful feedback! We’re delighted to hear that you had such a great day with Francesco and enjoyed the wine tastings along the way. It’s fantastic to know that Francesco made your experience special with his professionalism and personal approach. We’ll be happy to share your kind words with him. Thank you for the recommendation, and we hope to welcome you back to Tuscany for another beautiful day! Warm regards, Caf Tour & Travel Team

    via Tripadvisor

    davidmD3512UJ · October 2026

    Tour of Tuscany

    A wonderful tour of Tuscany! Taste of wines from 2 vineyards and nice lunch. Loved the small group. Francesco was very personable and professional and made sure we enjoyed our day

    Response from the operator: Good Morning from Caf Tour & Travel, Dear David, Thank you for your fantastic review! We’re thrilled to hear that you had a wonderful day exploring Tuscany and enjoyed the combination of wine tastings, a delicious lunch and beautiful countryside. We’re especially pleased that you appreciated the small-group format and that Francesco made the day even more enjoyable with his personable and professional approach. We’ll be sure to pass your kind words along to him! We hope to see you again in Tuscany for another memorable experience. Warmly, Caf Tour & Travel Team

    via Tripadvisor

    501connort · October 2026

    Best tour!

    Benito was absolutely amazing. He was very informative and took the time to make stops for pictures and really did his best to make the tour special. Couldn’t ask for a better tour guide. The winery was great with a very passionate owner who was a fantastic host. All and all everything was perfect.

    Response from the operator: Good Morning from Caf Tour & Travel, Dear Connor, Thank you so much for your fantastic review! We’re thrilled to hear that Benito made such a special impression and went the extra mile to make your day memorable, from sharing interesting information to stopping at beautiful viewpoints for photos. We’re also delighted that you enjoyed the winery and the warm welcome from its passionate host. It sounds like you experienced exactly what makes a day through Tuscany so special, beautiful scenery, fascinating stories, wonderful wine and genuine hospitality. Thank you for calling it the best tour, and we hope to welcome you back for another Tuscan adventure! Warm regards, Caf Tour & Travel Team

    via Tripadvisor

    465donnys · October 2026

    Take this tour

    Benito, our driver was amazing. He stopped at all the great picture sites. He gave us some history along the way there was plenty of time in each occasion to enjoy it without feeling rushed, and he always looked out for us.

    Response from the operator: Good Morning from Caf Tour & Travel, Dear Donny, Thank you for your wonderful feedback! We’re delighted to hear that Benito made your day so enjoyable with his excellent driving, interesting historical stories and thoughtful approach throughout the tour. We’re especially pleased that you had plenty of time at each stop without feeling rushed, and that Benito was always looking out for you. We’ll be sure to share your kind words with him! We hope to see you again in Tuscany for another memorable journey. All the best, Caf Tour & Travel Team

    via Tripadvisor

    114fredn · September 2026

    Guide-less tour

    This is a guide-less tour. They just drive you to the sites , drop you off and pickup Need to inform people of this information Not a Tour

    Response from the operator: Thank you for your review. We would like to clarify that you selected the “ENG Semi-Independent – No Lunch” option, which clearly includes round-trip transportation with an English-speaking Tour Leader on board, while lunch, the guided visit of Siena and Cathedral admission are not included. During the journey, the Tour Leader provides information and explanations about the destinations visited, as well as assistance throughout the day. The semi-independent formula then allows guests to explore the different stops at their own pace. For this reason, while this option does not include guided walking tours at each destination, it is not a guide-less experience.

    via Tripadvisor

    Good to know

    Duration
    10 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Wed, Fri, Sat
    Price range
    €137 to €280
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    29
    Verdict
    Solid Choice

    Who runs this experience

    Operated by CAF Tour and Travel - Gray Line Florence, who run 47 experiences we rank across 6 cities, with an average Outty Ranking of 55.4 and 1 in the 90+ Club.

    See everything CAF Tour and Travel - Gray Line Florence runs

    Why this scores 69

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

    Traveler sentiment (30% weight)67
    Review evidence (18% weight)59
    Booking momentum (14% weight)52
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)32
    Booking flexibility (8% weight)100

    Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan: questions travelers ask

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

    How much does Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan cost?

    +

    Prices start at €137 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan take?

    +

    Plan for about 10 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 Florence is not rushed.

    Is Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan worth it?

    +

    It holds an Outty Ranking of 69 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.5/5 across 84 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.

    Can I cancel or reschedule Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    Around 29 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 Florence 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?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.

    Where does Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Florence 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 Florence?

    +

    On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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 Florence?

    +

    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 Florence?

    +

    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?

    +

    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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    Included: If Option selected: Hotel pickup and drop-off from Florence Hotels if centrally located; Small Group up to 8 people; Lunch with Tuscan Wines including Chianti and Food Tasting; and Transport by air-conditioned minivan with WIFI on board and English-Speaking Driver. Not included: Gratuities; and Hotel pick up and drop off. Always check the voucher for the final list before you travel.

    Where is the meeting point for Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan offered in?

    +

    It runs in English. 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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan wheelchair or stroller accessible?

    +

    The operator notes: Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and Clients with motor disabilities or wheelchair users are encouraged to notify the tour orga. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan if the weather is bad?

    +

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

    What do travelers say about Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    Across 84 reviews averaging 4.5 out of 5, recurring themes include the guide, knowledge and storytelling, food and drink. Travelers single out the guide as the reason the experience works.

    What booking options are available for Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?

    +

    There are 2 options to choose from, including Tuscany Day Trip, Day Trip with Hotel pick-up. Prices and start times differ by option, so compare them on the booking screen.

    Ready to lock in your spot?

    Pick a date, choose your group, and see the exact price for Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan.

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