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        Private Full-Day Tuscany Tour: Pisa, Siena & San Gimignano3.8(78 Reviews)10 hours
        From€1,982.00per person
        1. Europe
        2. Italy
        3. Tuscany
        4. Florence
        Listing ID : 60266
        3.8(78 Reviews)

        Private Full-Day Tuscany Tour: Pisa, Siena & San Gimignano

        • 10hDuration
        • Max 12 peopleGroup Size
        • English, Spanish, ItalianSpeaking Guide
        • Mobile ticketAccepted

        About this experience

        Duration10 Hours
        Group SizePrivate
        Starts AtFlorence Accommodation
        LanguagesEnglish, Spanish, Italian
        Full-Day Private Tour from Florence

        Private Pisa, Siena and San Gimignano Tour from Florence

        One day, three UNESCO-listed treasures, and the timeless landscapes of Tuscany


        This private Tuscany day tour from Florence takes you through three of the region's most celebrated destinations in a single, unhurried journey. Siena, San Gimignano, and Pisa each reveal a distinct chapter of medieval Italian history, art, and culture. Your private vehicle ensures door-to-door comfort from your Florence accommodation throughout the entire excursion.

        The tour is designed for travelers who want to explore Tuscany's heritage without the constraints of a large group. A licensed guide accompanies you through the UNESCO World Heritage sites of Siena and San Gimignano, offering context that transforms monuments into living stories. The day flows at a measured pace, with time built in for independent exploration at each stop.

        A midday visit to a winery situated between Siena and San Gimignano provides a genuine taste of local gastronomy. The lunch menu draws on regional staples, from bruschetta and fresh cheese to tagliatelle with ragu, accompanied by a curated wine tasting. The afternoon then carries you onward through the Chianti countryside to Pisa and its celebrated Piazza dei Miracoli.

        Tour Highlights

        Walk through Siena's Piazza del Campo and Palazzo Pubblico, the civic heart of one of Italy's finest medieval cities.

        Admire the Siena Cathedral, a masterpiece of Italian Gothic architecture set within a UNESCO World Heritage city center.

        Explore the medieval towers of San Gimignano, stroll Piazza della Cisterna, and sample the town's world-famous artisan gelato.

        Enjoy a seated lunch and wine tasting at a working Tuscan winery, featuring Vernaccia and other celebrated local wines.

        Stand before the Leaning Tower of Pisa and explore the Piazza dei Miracoli, including the Baptistery and Cathedral.

        Travel in a private, luxury vehicle with pickup and drop-off directly at your Florence accommodation.

        Itinerary

        1
        Florence Departure

        Your private vehicle collects you from your Florence accommodation at the agreed time. The drive south takes you through the rolling hills of the Tuscan countryside before arriving in Siena.

        2
        Siena — UNESCO Historic Center

        An official guide leads you through Siena's UNESCO-listed historic center, covering Piazza del Campo, the Torre del Mangia, Palazzo Pubblico, and the striking Cathedral. Free time follows for independent exploration of the city's lanes and artisan shops.

        3
        Winery Lunch and Wine Tasting

        Midway between Siena and San Gimignano, you stop at a regional winery-restaurant for a traditional Tuscan lunch. The menu includes bruschetta, salami, fresh cheese, tagliatelle with ragu, dessert, and a tasting of local wines including Vernaccia, with water and wine included.

        4
        San Gimignano — City of Fine Towers

        The afternoon visit to San Gimignano, another UNESCO World Heritage Site, brings you through Piazza della Cisterna and Piazza del Duomo. Free time allows you to visit the medieval streets, try the acclaimed local gelato, and photograph the iconic tower skyline.

        5
        Pisa — Piazza dei Miracoli

        Following the panoramic roads of the Chianti region, the tour continues to Pisa. Here you visit the Piazza dei Miracoli to view the Baptistery, the Cathedral, and the Leaning Tower up close.

        6
        Return to Florence

        Your private vehicle returns you directly to your Florence accommodation in comfort, completing a full day of Tuscan discovery.

        What Is Included

        Included

        • Private luxury vehicle with driver for the full day
        • Official licensed guide in Siena and San Gimignano
        • Winery lunch with starter, pasta, dessert, water, and wine
        • Wine tasting of local Tuscan wines including Vernaccia
        • Hotel pickup and drop-off in Florence
        • All transportation between destinations

        Not Included

        • Entrance fees to monuments or museums
        • Personal travel insurance
        • Gratuities for guide and driver
        • Additional food and beverages beyond the included lunch

        Important Information

        This is a private tour. All arrangements are tailored exclusively to your group. Please review the details below before booking.
        Duration
        Approximately 10 hours from pickup to return. Exact timing depends on traffic and group preferences at each stop.
        Meeting Point
        Pickup is directly from your Florence accommodation. The exact address should be confirmed at the time of booking.
        What to Bring
        Comfortable walking shoes are recommended for cobblestone streets. Carry a light layer for cooler interiors. A camera is advised for the Piazza dei Miracoli and San Gimignano's skyline.
        Cancellation
        Please refer to the cancellation policy displayed during the booking process. Free cancellation terms, if applicable, will be stated at checkout.
        Accessibility
        This tour is rated Easy and involves moderate walking on uneven and cobblestone surfaces. The historic centers of Siena and San Gimignano are not fully wheelchair accessible. Contact the operator in advance for specific requirements.
        Age Range
        This tour is suitable for all ages. Children are welcome. Please inform the operator of any specific needs when booking.

        Reserve Your Private Tuscany Day Tour

        Secure your full-day private journey through Siena, San Gimignano, and Pisa with flexible booking and dedicated service from Florence.

        Book Now

        Frequently Asked Questions

        Is this tour truly private, or will I share the vehicle with other travelers?▼
        This is a fully private tour. The vehicle, guide, and itinerary are reserved exclusively for your group, with no other travelers joining.
        Is the winery lunch included in the tour price?▼
        Yes, a seated lunch at a winery-restaurant is included. The menu features bruschetta, salami, fresh cheese, tagliatelle with ragu, a typical dessert, and a wine tasting with water and wine.
        Do I need to purchase tickets separately to enter the Leaning Tower or the Siena Cathedral?▼
        Entrance fees to monuments and museums are not included in the tour price. Your guide can advise on which sites require tickets and how to purchase them on the day.
        How much walking is involved, and is this tour suitable for people with mobility limitations?▼
        The tour is rated Easy but does involve walking on cobblestone and uneven surfaces in all three towns. Travelers with significant mobility limitations should contact the operator before booking, as full wheelchair accessibility is not available in all areas.
        Can dietary requirements be accommodated at the winery lunch?▼
        The pasta course can be prepared with tomato sauce instead of ragu upon request. For other dietary needs, please inform the operator at the time of booking so arrangements can be made in advance.
        Where exactly does the tour start and end?▼
        The tour begins and ends at your Florence accommodation. Pickup and drop-off are included, so no additional travel to a central meeting point is required.
        Private Tour TuscanyFlorence Day TripSiena TourSan GimignanoLeaning Tower PisaUNESCO TuscanyChianti Wine TastingMedieval Towns ItalyTuscany Full DayPiazza del CampoVernaccia WinePiazza dei Miracoli
        Last updated: June 2025 | Product ID: TX-FLR-PSS-001

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        This tour operates from Florence, the capital of the Tuscany region in central Italy, and covers three major destinations within the same region. Siena is located approximately 70 km south of Florence in the province of Siena, and its historic center is inscribed as a UNESCO World Heritage Site. San Gimignano lies roughly 55 km southwest of Florence in the Siena province and is also a UNESCO-listed medieval hill town, internationally recognized for its preserved tower houses and its Vernaccia di San Gimignano white wine. Pisa is situated approximately 80 km west of Florence in the province of Pisa and is home to the Piazza dei Miracoli, a UNESCO World Heritage Site containing the Cathedral, Baptistery, and the iconic Leaning Tower. The route between stops passes through the Chianti wine country, a landscape of vineyards, olive groves, and hilltop villages that defines the visual identity of rural Tuscany. All destinations are accessible within a single full-day private circuit departing from and returning to Florence.
        Location: Florence, Tuscany, Italy | Region: Central Italy | Destinations Covered: Siena, San Gimignano, Pisa | UNESCO Sites: 3 | Tour Type: Private Full-Day Excursion | Difficulty: Easy | Duration: 10 Hours | Includes: Winery Lunch, Wine Tasting, Licensed Guide, Private Transfer | Suitable For: Couples, Families, Solo Travelers, Cultural Tourists | Season: Year-Round
        Best Price Guarantee
        From€1,982.00per person
        • AvailabilityReal-time
        • Duration10 hours
        • Min passengers1

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