--- title: Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery lang: en type: tour city: Florence country: Italy price: 95 currency: EUR price_unit: per_person availability: bookable rating: 4.86 reviews: 23956 duration_minutes: 720 languages: [en] free_cancellation: true guidekin_pick: Three towns, budget? rank_in_category: 15 of 39 (Day Trips) schedule_checked: 2026-09-18 data_updated: 2026-09-18 canonical: https://guidekin.com/italy/florence/tours/tuscany-day-trip-from-florence-siena-san-gimignano-pisa-and-lunch-at-a-winery/ --- # Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery **Guidekin's take:** Three Tuscan towns in one coach day from Florence: a guided walk of Siena, free time in San Gimignano and Pisa, and on the classic tier a farmhouse lunch with four wine tastings. Semi-private and Leaning Tower ticket options exist; hotel pickup is not included and the pace needs steady walking. 4.86 from 23956 reviews at €95 per person. **Three towns, budget?:** Semi Independent at €95 per person: coach, guided Siena and free time in San Gimignano and Pisa; no winery, lunch or cathedral. 4.86 from 23956 reviews. Trade-off: Base skips winery, lunch and Siena Cathedral. (last checked September 18, 2026) ## Overview Famous for a wealth of art, history, striking landscapes and outstanding produce, Tuscany really does have the best of all worlds! With only a day to spare, see the best Tuscany has to offer on this full-day guided coach trip from Florence. ## Key facts - Price: from €95 per person - Duration: 12h - Rating: 4.86/5 from 23956 reviews (collected from Guidekin & Viator & Tripadvisor) - Free cancellation (see policy below) - Operator: Walkabout Florence Tours ## Tour options Prices are the operator's current list price for two travellers (whole euros); options sold only to bigger parties say so; pick the option on the booking page. | Option | Price | Guide languages | Details | |---|---|---|---| | Semi-Independent Option | €95 / person | English | Semi-independent experience with more free time. Does not include winery stop, lunch, and Siena Cathedral entry. | | Tour NO Siena Cathedral entry | €135 / person | English | Tour NO Siena Cathedral entry : This does not include tickets to enter the Cathedral in Siena. Unlike other multilingual tours, our tour is ONLY in ENGLISH!! | | Classic Tour | €150 / person | English | Classic Tour: Siena, San Gimignano, Pisa and a Chianti winery with lunch and wine tasting included - TOUR IS ONLY IN ENGLISH!!!! | | With Leaning Tower Tickets | €185 / person | English | Classic Tour with pre-booked tickets to climb the Leaning Tower in Pisa - TOUR IS ONLY IN ENGLISH!!!!! | | Semi Private Tour (MAX 8) | €345 / person | English | Enjoy the exclusivity of a private tour without the private price tag—English only, Tuscany’s must-see highlights, no crowds | ## What's included - Hearty farmhouse lunch with 4 wine tastings (for selected options only) - Siena Cathedral entrance fee (for selected options only) - Free time to explore the towns at your own pace - Professional English speaking tour guide with you for the whole day - Air-conditioned vehicle - Guided walking tour of Siena with local city guide ## Not included - Gratuities - Hotel pickup and drop-off - Food and drinks, unless specified ## Itinerary 1. **Siena** (1h 30m) - Leaving Florence behind, the journey begins with a scenic drive through the rolling Tuscan countryside until the skyline of Siena appears, a perfectly preserved medieval city perched atop three hills. Known for its warm-toned brick buildings and Gothic character, Siena offers... 2. **Piazza Salimbeni** (20m) - Upon arrival, a short walk leads to Piazza Salimbeni, a refined and quieter square framed by elegant palaces. At its center stands a statue of Sallustio Bandini, surrounded by the historic headquarters of one of the oldest banks in the world, giving the square a distinctly... 3. **Contrada della Torre** (20m) - As the tour continues, you’ll be introduced to the unique concept of the “contrade,” Siena’s historic districts. Each contrada has its own emblem, traditions, and fierce identity, all of which come to life during the famous Palio horse race. Walking through these... 4. **Piazza del Campo** (20m) - The heart of Siena reveals itself in Piazza del Campo, a vast shell-shaped square that gently slopes toward the Palazzo Pubblico. This is the stage for the Palio and one of the most unique public spaces in Europe, where locals and visitors alike gather to relax and soak in... 5. **Duomo di Siena** (30m) - The route then leads uphill to the magnificent Duomo di Siena, a masterpiece of Italian Gothic architecture. Its striking black-and-white marble façade and richly decorated interior—featuring intricate floors, sculptures, and works by masters like Michelangelo—make it one of... 6. **Fattoria Poggio Alloro** (2h) - Next, we visit an organic, family-run wine estate—one of the true highlights of the day. Here, you’ll enjoy a relaxed and informal tasting experience, sampling regional wines such as Chianti, Vernaccia, and the traditional Tuscan dessert wine, Vin Santo. This is followed by a... 7. **San Gimignano** (1h 30m) - Leaving the winery, the journey continues through vineyards and olive groves to San Gimignano, often called the “Medieval Manhattan” for its skyline of ancient towers. This UNESCO-listed hill town offers a striking contrast with its vertical silhouettes rising above the... 8. **Piazza Della Cisterna** (20m) - Entering the town, you’ll find yourself in Piazza della Cisterna, a triangular square named after the well at its center. Surrounded by towers and medieval houses, it’s a picturesque and lively spot, perfect for pausing and taking in the timeless ambiance. 9. **Piazza del Duomo** (20m) - A few steps away lies Piazza del Duomo, the town’s religious and civic center. Here, the Collegiate Church stands opposite the Palazzo Comunale, creating a harmonious space that reflects the balance of power in medieval life. 10. **Rocca of Montestaffoli** (20m) - The visit continues to the Rocca di Montestaffoli, a fortress offering panoramic views over the surrounding countryside. From this vantage point, the rolling hills, vineyards, and distant villages create a quintessential Tuscan landscape. 11. **Pisa** (1h 15m) - In the afternoon, the itinerary heads west toward Pisa, a historic maritime republic known worldwide for its architectural treasures. The city’s atmosphere blends academic energy—thanks to its university—with centuries of history. 12. **Piazza dei Miracoli** (30m) - Arriving in Pisa, you’ll step into the remarkable Piazza dei Miracoli, a vast green space where some of Italy’s most celebrated monuments stand in striking harmony. This UNESCO World Heritage Site showcases an extraordinary collection of Romanesque architecture. 13. **Leaning Tower of Pisa** (30m) - The visit naturally culminates at the iconic Leaning Tower, Pisa’s most famous landmark. Instantly recognizable for its distinctive tilt, this elegant white-marble bell tower has fascinated visitors for centuries. Whether admired from afar or up close, it provides the perfect... 14. **Florence** (1h 15m) - You will be dropped off in Florence at around 8.30pm with a camera full of pictures, a stomach full of hearty Tuscan food and a host of new friends. ## Schedule - Runs: daily - Departures: 08:00, 08:30 - Schedule last checked: 2026-09-18 - These are published departures, not a live seat count; availability is confirmed at checkout. ## Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time. ## Meeting point Check-in: 7.45am - Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's ## Good to know - Infants and small children can ride in a pram or stroller - Public transportation options are available nearby - Infants are required to sit on an adult’s lap - Travelers should have at least a moderate level of physical fitness - Due to uneven surfaces, we cannot accept anyone with walking difficulties or using a wheelchair - Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for - It is recommended to book any rail travel from Florence after 9pm to allow time for any traffic delays on your return journey - When the Duomo of Siena is closed for religious services, Palazzo delle Papesse will be visited instead - Operates in all weather conditions, please dress appropriately - Please note: For the Leaning Tower of Pisa children under the age of 8 are not admitted. Children between 8 and 12 years old must be accompanied by an adult and held by the hand at all times while you are in the Leaning Tower of Pisa. Teenagers between 13 and 18 years old must be accompanied by an adult while you are in the Leaning Tower of Pisa - Classic Tour option includes the visit to Pisa but not the ticket to climb the Leaning Tower - With Leaning Tower Tickets option also include the tickets to climb on the Leaning Tower in Pisa. ## How it compares in Day Trips Ranked **#15 of 39** by Guidekin's weighted score (rating weighted by review volume). Alternatives worth comparing: 1. [small-group-tuscan-wineries-olive-oil-gourmet-lunch-or-dinner](https://guidekin.com/italy/florence/tours/small-group-tuscan-wineries-olive-oil-gourmet-lunch-or-dinner/?format=md) — 4.96 (1542) 2. [tuscany-vespa-tours-through-the-hills-of-chianti](https://guidekin.com/italy/florence/tours/tuscany-vespa-tours-through-the-hills-of-chianti/?format=md) — 4.99 (577) 3. [SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence](https://guidekin.com/italy/florence/tours/small-group-wine-safaris-tuscany-wine-tasting-tour-from-florence/?format=md) — €130 per person, 4.94 (5675) Full list: https://guidekin.com/italy/florence/day-trips-from-florence/?format=md ## More in Florence - All Florence tours: https://guidekin.com/italy/florence/?format=md - This page as HTML: https://guidekin.com/italy/florence/tours/tuscany-day-trip-from-florence-siena-san-gimignano-pisa-and-lunch-at-a-winery/ ## Query this catalogue with URLs Every listing accepts filter parameters directly in the URL, so you can hand a user a link that already matches their constraints. Combine freely on https://guidekin.com/italy/florence/: | Group | Parameters | Values | |---|---|---| | Language of the tour | `language` | any ISO 639-1 code an operator lists, e.g. en, es, fr, de, it, pt, ru, uk, tr, hi. 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