Tuscany Trip Inspiration

Arrive in Florence and check into your hotel.

Discover the heart of Florence with its 3 core monuments!

Visit Saint John’s Baptistery, Santa Maria del Fiore Duomo, and the recently restored Opera del Duomo Museum, admiring masterpieces by Giotto, Donatello, Michelangelo, and, of course, Brunelleschi: the genius behind Florence’s most famous dome.

Enjoy a traditional Florentine dinner at Trattoria Cammillo.

A journey through the Renaissance masterpieces: admire an exceptional collection of paintings housed within an architectural masterpiece, taking a journey from the Middle Ages to the great masters of the Renaissance.

Walk to the Ponte Vecchio and explore its unique shops.

Dine at Il Santo Bevitore for refined pasta and regional dishes.

Visit the Palazzo Pitti and the Boboli Gardens, the former residence of the Medici family.

Stroll through the Oltrarno District, known for its artisan shops.

Shop at designer stores and artisan boutiques in the central neighborhood, including Giulio Giannini e Figlio and Madova for hand-stitched leather gloves.

Enjoy dinner at Trattoria Marione for a taste of bistecca alla Fiorentina.

Book tickets ahead to visit the Galleria dell’Accademia to see Michelangelo’s David.

You will journey through the life and works of the "Divine Artist," Michelangelo, visiting two extraordinary museums in Florence.

In the evening head to Piazzale Michelangelo to watch the sunset over the city, followed by dinner at Antico Ristorante Paoli 1827.

Transfer and check in your Tuscan countryside hotel.

Stop in Siena and start in the heart of the city at Piazza del Campo, one of Italy’s most iconic squares.

Grab a coffee at an outdoor café and soak in the buzz before climbing the Torre del Mangia for panoramic views over Siena’s terracotta rooftops.

Step inside the Duomo di Siena, a masterpiece of Gothic architecture with its dramatic striped marble, intricate floors, and works by Michelangelo and Donatello.

Don’t skip the attached Piccolomini Library, it’s a gem.

Art lovers should head to Santa Maria della Scala, a former hospital turned cultural complex with layered exhibitions that dive deep into Siena’s medieval history and artistic legacy.

In the afternoon your private driver will take you to San Gimignano, a perfectly conserved medieval town. Just like travellers from the Middle Ages, you will enter the town walls and walk into the piazza della Cisterna, where we will stop to admire its magnificent towers before moving towards piazza della Collegiata.

Here, access the Duomo, with its splendid medieval and Renaissance frescoes; then go even higher, towards the remains of the local fortress where you can enjoy a breathtaking view of the surrounding countryside.

Don’t miss the best gelato in the world at Gelateria Dondoli and tell them that I sent you.

Embark in a Wine tour in the lands of Leonardo da Vinci.

Walk among the olive groves and vineyards of an enchanting historical estate once belonging to the Medici, while tasting wine and olive oil and discovering how the most famous Tuscan products are made.

In the afternoon visit Vinci and the places of Leonardo’s lifetime, admiring the landscapes which inspired his famous paintings.

Today visit Pisa and Lucca.

Pisa is a city characterized by discrete charm, with its famous Piazza del Duomo featuring the majestic Cathedral and the much celebrated leaning Tower.

A half-day visit will suffice to visit Piazza del Duomo, a Unesco Heritage Site, and the heart of city, including the gorgeous Piazza dei Cavalieri featuring the historical headquarters of the Scuola Normale Superiore.

In the afternoon, visit the city of Lucca, a rich and elegant medieval city surrounded by its well-known circle of walls.

Enjoy your last stunning morning in the tuscan country side and prepare for farewell and Airport transfer.