Embark on a full day tour of Tuscany, exploring the medieval towns of Siena, San Gimignano, and Monteriggioni. Indulge in a Chianti wine tasting and soak in the breathtaking views. A perfect day-out to relax and replenish your spirits.
Embark on a full day tour of Tuscany, exploring the medieval towns of Siena, San Gimignano, and Monteriggioni. Indulge in a Chianti wine tasting and soak in the breathtaking views. A perfect day-out to relax and replenish your spirits.
- Piazzale Montelungo - Begin your adventure through the breathtaking Tuscan hills without delay! Meet the tour guide at Piazzale Montelungo Bus Terminal early in the morning. This location is conveniently situated just a 5-10 minute walk from the Santa Maria Novella train station. Board the comfortable coach bus, select your seat, and unwind before…
- Piazzale Montelungo - Begin your adventure through the breathtaking Tuscan hills without delay! Meet the tour guide at Piazzale Montelungo Bus Terminal early in the morning. This location is conveniently situated just a 5-10 minute walk from the Santa Maria Novella train station. Board the comfortable coach bus, select your seat, and unwind before setting off on your journey! The drive to Monteriggioni will take approximately one hour. During the trip, the guide will share fascinating insights about Tuscany and its attractions along the way. Upon arrival, the knowledgeable guide will provide intriguing information and entertaining stories about Monteriggioni! Should you have any questions, the guide will be available to assist you.
- Monteriggioni - After a 40-minute bus ride, arrive at Monteriggioni, a delightful medieval fortress perched on a hill. Enjoy 45 minutes of free time to explore the village squares and absorb its timeless charm. Guests may also opt to walk along the fortress walls (optional, additional cost).
- Siena - Proceed to Siena, one of Tuscany’s most picturesque historic cities. Guests who choose the Classic Tour option will enjoy a 1-hour guided walking tour with a professional guide, highlighting the city’s main attractions (exterior visits only). Guests with the Semi-Independent option will have around 2.5 hours of free time to discover Siena at their leisure.
- Piazza del Campo - During the guided tour, admire Piazza del Campo from the outside, one of Europe’s most beautiful medieval squares. The guide will explain its distinctive shell shape and its significance as the venue for the famous Palio horse race, as well as the exterior of the Palazzo Pubblico and the Torre del Mangia.
- Duomo di Siena - The final stop in Siena is the Siena Cathedral, admired from the outside. Discover this magnificent example of Italian Gothic architecture, celebrated for its elaborate marble façade.
- San Gimignano - After lunch, continue to San Gimignano, the medieval town renowned for its tower-filled skyline. Enjoy free time to wander its cobblestone streets, explore local shops, or relax with a coffee in one of the charming squares.
- Collegiata di Santa Maria Assunta - Duomo di San Gimignano - During your free time, you may choose to visit the Collegiata, the town’s main church, known for its well-preserved frescoes and Romanesque architecture (entrance optional).
- Gelateria Dondoli - During your free time in San Gimignano, consider stopping at the famous Gelateria Dondoli, an award-winning gelato shop located in the main square. This is a wonderful opportunity to sample some of Italy’s most celebrated artisanal gelato (not included in the tour price).
- Castellina In Chianti - Conclude the day at a charming wine estate in the heart of the Chianti region. Here, a wine host will guide you through a tasting of three Chianti wines, accompanied by light snacks, offering a perfect taste of the Tuscan countryside.
- Piazzale Montelungo - In the evening, relax on the return journey to Florence, concluding an unforgettable day in Tuscany.

- Free time in San Gimignano and Monteriggioni Medieval towns
- Expert multilingual Tour Leader
- Visit to a charming Chianti wine estate with tastings of up to 2-3 Chianti wines and regional snacks
- Siena tour with professional guide with Headsets (not included in the ‘+ Free Time’ option)
- Journey by fully-fitted GT Coach with Free Wifi on board
- Free time in San Gimignano and Monteriggioni Medieval towns
- Expert multilingual Tour Leader
- Visit to a charming Chianti wine estate with tastings of up to 2-3 Chianti wines and regional snacks
- Siena tour with professional guide with Headsets (not included in the ‘+ Free Time’ option)
- Journey by fully-fitted GT Coach with Free Wifi on board
- Gratuities
- Hotel pickup and drop-off
- Siena Cathedral tickets (approx. 7€ pp)
- Lunch
- Gratuities
- Hotel pickup and drop-off
- Siena Cathedral tickets (approx. 7€ pp)
- Lunch
Experience a full day exploration of the prime attractions in Central Tuscany, complete with a delightful Chianti wine tasting. Traverse through the stunning rural scenery to your first stop, the radiant city of Siena, known for its unique square and Gothic-style town hall. Next, navigate towards San Gimignano, often referred to as the Medieval New…
Experience a full day exploration of the prime attractions in Central Tuscany, complete with a delightful Chianti wine tasting. Traverse through the stunning rural scenery to your first stop, the radiant city of Siena, known for its unique square and Gothic-style town hall. Next, navigate towards San Gimignano, often referred to as the Medieval New York, and Monteriggioni, a castle perched atop a hill offering panoramic views. No trip would be complete without a stop at a Chianti winery where the finest Italian wines are waiting to tantalize your taste buds. It’s an ideal day out to unwind and rejuvenate your senses.
- May be operated by a multi-lingual guide
- Please note that the given order of the visits may change
- Kindly note that the Semi independent option does not include the professional guide in Siena
- LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
- HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.