Flight to Florence.

Pick-up at the airport and transfer to hotel. Welcome cocktail and wine tasting paired with Tuscan bruschettas and olive oil. Fattoria Pieve a Salti 4* (D)

Guided tour of the Buonconvento area. Drive to Montepulciano to discover its historic city centre, cathedral, and palace. Free time for lunch. Wine tasting experience in the cellar of the local producer’s association, whose headquarters are in Montalcino’s medieval fortress, known for its Brunello—one of Italy’s finest red wines. Short visit to the Abbey of Sant’Antimo, built in the 12th century. Return to the hotel in the late afternoon. (B-D)

Trip to Pienza for a guided tour of the town. Stroll through its maze of flower-filled streets, featuring Piazza Pio II, the monumental centre. Leaning against a rocky spur and surrounded by the Cathedral of the Assumption, the Palazzo Piccolomini is a stunning architectural gem. Carry on to Mulino Val d’Orcia and lunch on local fare at Grappi Luchino, a countryside farm and inn. Visit to the artisanal pasta production unit. Return to the hotel in the late afternoon. (B-L-D)

Depart for Siena and take a guided tour of its historic centre: Piazza del Campo with Palazzo Pubblico and Torre del Mangia, the Cathedral, and the bustling, narrow streets around the magnificent palaces of various contrade. Enjoy lunch and free time in Siena. Take an excursion to the Chianti hills of Siena. Visit a wine-producing cellar and taste 3 wines with grissini breadsticks, under the guidance of a sommelier. Then, head to San Gimignano. Cappuccina Country Resort & Spa 4* (B-D)

Walking tour of the picturesque medieval town of San Gimignano, known for its some 100 feudal towers. In the afternoon, head to Greve in Chianti to enjoy the wine festival. Return to the hotel for dinner. (B-D)

Travel on to Volterra. Take a guided tour of this walled mountaintop town, whose beautiful Piazza dei Priori is a highlight. Then head to the Bolgheri region, renowned for its fine red wines. Visit a cellar and taste three wines paired with bruschetta with garlic and olive oil. Return to the hotel in the late afternoon. (B-D)

Head for the Chianti hills south of Florence and stop at a production cellar that makes Castello Vicchiomaggio wine. Have lunch and a wine tasting at the farm. In the afternoon, travel to Montecatini Terme. Check in at the hotel and enjoy free time. In the evening, take the cogwheel funicular from Montecatini Terme to Montecatini Alto, a mountaintop medieval village offering panoramic views over the Tuscan valley. Stroll through the village at your own pace, exploring cobblestone streets, squares lined with cafés, artisan workshops, and old houses. Enjoy dinner on your own. Hotel TBD 4* (B-L)

Take the train to Florence for a guided walking tour of the city centre’s main monuments (from the outside): the dome of the Cathedral of Santa Maria del Fiore, Giotto’s Bell Tower, the Baptistery, Piazza della Signoria, the facade of Palazzo Vecchio, Santa Croce Basilica, Ponte Vecchio and the Vasari Corridor. Lunch and afternoon on your own. Take the train back to Montecatini in the late afternoon. Dinner at the hotel. (B-D)

Head to a farm located in the Montecarlo wine region, renowned for its wines and high-quality olive oil. Tour the farm and the wine cellar followed by a casual lunch featuring wine and local fare produced on site. Spend the afternoon as you please. Enjoy a farewell dinner at a restaurant. (B-L-D)

Transfer to the airport and fly back to Montréal. (B)