The cradle of the Renaissance, Florence is a must-see for first-time visitors to Italy. Marvel at world-famous art and architecture, including the Duomo, Michelangelo’s David, and the Uffizi Gallery. Stroll across the Ponte Vecchio, browse leather markets and boutique shops, and enjoy aperitivo along the Arno River. Florence is also a food lover’s paradise, with everything from historic cafés to Michelin-starred dining.
A beautifully preserved medieval city, Siena feels like stepping back in time. Its heart is the stunning Piazza del Campo, famous for the Palio horse race and lined with cafés perfect for people-watching. Don’t miss the striking black-and-white Siena Cathedral, one of Italy’s most impressive. Siena’s narrow streets, historic contrade (districts), and relaxed pace make it ideal for a leisurely day trip.
Known as the “Town of Fine Towers,” San Gimignano is a UNESCO World Heritage site famous for its medieval skyline. Walk along stone streets, climb one of the towers for sweeping views of the Tuscan countryside, and sample local specialties like Vernaccia di San Gimignano wine. It’s a charming stop for photos, shopping for artisanal goods, and enjoying a long lunch.
Home to the iconic Leaning Tower of Pisa, this historic university city offers much more than its famous photo opportunity. Explore the Piazza dei Miracoli, visit the cathedral and baptistery, and wander along the Arno River. Pisa’s lively student atmosphere, cafés, and smaller museums make it an easy and enjoyable half-day trip.
A hidden gem close to the venue, Montelupo Fiorentino is renowned for its centuries-old tradition of hand-painted ceramics. Visit artisan workshops, browse unique souvenirs, or explore the Museum of Ceramics. The town’s relaxed vibe and riverside location make it perfect for a low-key afternoon.
Empoli offers a glimpse into everyday Tuscan life. Wander through its historic center, stop for espresso or aperitivo in the main piazza, and explore local shops and markets. It’s a great option for guests looking for an authentic, less touristy experience close to the estate.