Discover the best of Tuscany in one unforgettable day. This small-group experience takes you from Florence to the medieval towns of Siena and San Gimignano, followed by a relaxing Chianti wine tasting at a family-run winery. Enjoy a scenic drive through rolling hills, cypress-lined roads, and historic vineyards while our expert tour leader takes care of all logistics. Perfect for travelers wanting to see the top Tuscan highlights without rushing or worrying about transportation.
Admire this ancient fortress located right outside the center of Siena
Spend your afternoon discovering the city of Siena and its stunning center. In the afternoon the tour continues with sightseeing in Siena. Here our official guides will lead our tour to the old city center. You will have the chance to admire the magnificent Siena Cathedral (called Duomo) and the Town Hall in the Piazza del Campo, the scenery of the world-famous Senese Palio horse race.
The shell-shaped famous city center - Piazza del Campo, as the locals call it is an important spot for all the civic and political life of Siena, as well as the location for celebrations. Piazza del Campo is also where the famous Palio di Siena takes place, twice a year. Ten horses, representing the main districts, race around the square for the famous Palio event .
One of the main roads of the historical center. Pass here with your guide
Siena’s Cathdral is one of the finest Gothic-Romanesque churches in Italy, and its beauty it's s breathtaking. From the outside you will see three portals with the central one dominated by a bronze sun and the facade is in black and white marble, which are also the colours of the city.
Admire this part of the Siena Cathedral. The church also houses paintings and sculptures made by Donatello, Pinturicchio and Nicola Pisano.
An ancient fountain covered with white marble located in Piazza del Campo. The fountain is formed by wolves which represent the mother of Romulus and Remus, to celebrate the link to ancient Rome. The original sculpted panels are not on the square – they were removed for preservation purposes, but you can now see them at Santa Maria della Scala.
Discover the history and anecdotes of the city. The best way to do this is on foot, admiring the city's transformations over the centuries and enjoying spectacular landscapes and curious details.
One ancient Palace located in the heart of Siena. There will be no shortage of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palaces, the great tradition of the Palio di Siena, and also the stories of pilgrimage and sanctity that distinguish the city.
This was the government of the Republic of Siena and also nowadays represent one of the city hall of the city. Here you will find the Civic Museum of Siena which houses famous paintings and frescoes, including the “The Maestà”
In the stunning Tuscan countryside enjoy a private tour of the winery before indulging in a tasting of their finest products. Sip on a selection that includes 5 wines paired with artisanal olive oils like extra virgin, truffle, and spicy pepper, as well as their Gold Seal balsamic vinegar.
The lunch is a true Tuscan feast. Start with appetizers of Tuscan cheese, cured meats, bruschetta, and salad. Savor the first course of Lasagne al Tartufo and hearty Tuscan ribollita, followed by dessert: cantucci paired with Ildebrando Vin Santo. This exceptional dining experience highlights the rich flavors and heritage of Tuscany, making your visit unforgettable.
This is one of the gate to enter the medieval hamlet
Have some free time in this stunning medieval village also declared world cultural heritage from UNESCO due to its beauty and for its tower houses. This was also known as the "Manhattan of the Middle Ages". You will have free time to visit everything you want in San Gimignano, such as taste one of the best ice-cream in the world at Gelateria Dondoli.
During your free time you can decide to visit the beautiful Duomo located in the main square of the village. This is an extraordinary example of a well-preserved Medieval urban town, with the original old walls. This is also the main reason why UNESCO included this town into the world heritage sites.
One of the main squares of the village, has this name cause there is a wheel in the middle of the square. Admire beautiful palaces that face the square. The old town center is full of alleys and beautiful squares, museums, palaces, churches, magnificent towers and craftsmen’s workshops.
If you wish to climb one original tower house and go back to the Middle Ages then you should climb this tower. From the top the view is stunning. This wonderful landscape will seduce you with its unique skyline made of towers. Most of the tower in San Gimignano were built during the 14th century by families who wanted to demonstrate their growing power.
Meet us at "Via dell' Oriuolo Piazza del Duomo" - at the intersection with Via del Proconsolo
Please look for our assistant holding a panel advertising our tour.
Meet our staff in front of "Tuscany Region - Guadagni Strozzi Sacrati Palace".
Once arrived, look for our staff member(s) wearing either a green t-shirt or a white shirt with green foulard with myTour logo.
*For urgent communication please contact +39 0577236330
Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.
The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.
One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.
A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.
A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.
Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.
A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.
A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.
A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.
Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.
These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.
Euro (EUR)
GMT+1 (CET), GMT+2 (CEST during daylight saving time)
230VV, 50HzHz
Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.
Santa Maria Novella Station
Villa Costanza Bus Station, Florence Airport Bus Terminal
The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.
Available • Apps: MyTaxi, FreeNow
Car, Bike, Scooter
A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.
Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.
A picturesque wine region known for its rolling hills, vineyards, and charming villages.
Price varies by option