Tuscany, the heart of Italy, is where history meets breathtaking landscapes, exquisite cuisine, and world-class wines. This 10-day itinerary is designed for those seeking a blend of luxury, culinary delights, and thrilling adventures. You’ll stay in the finest hotels from The Leading Hotels of the World, indulge in wine tastings, horseback riding, and experience the thrill of driving a Ferrari.
Day 1: Arrival in Florence
- Accommodation: Hotel Savoy (Rocco Forte Hotels), Florence.
- Program:
Arrive in Florence and check in to the luxurious Hotel Savoy. Spend the afternoon exploring the city’s historic center, including Piazza della Signoria, the Uffizi Gallery, and the iconic Duomo. Enjoy a traditional Tuscan dinner at the hotel’s restaurant. - Tip: Stroll along Via de’ Tornabuoni to visit high-end boutiques and enjoy Florence’s sophisticated charm.
- Secret Place: Visit Piazzale Michelangelo at sunset for breathtaking panoramic views of Florence.
Day 2: Chianti Wine and Countryside Charm
- Accommodation: Castello del Nero Hotel & Spa, Tavarnelle Val di Pesa.
- Program:
Depart for the Chianti region, famous for its rolling hills and vineyards. Visit a local winery for a guided tour and wine tasting, followed by a picnic lunch among the vines. Check in to Castello del Nero, a historic castle turned luxury retreat. Relax at the spa and savor a gourmet dinner featuring local ingredients. - Highlight: Try the region’s signature Chianti Classico wine and learn about its rich history.
- Secret Place: Explore Badia a Passignano, a 1000-year-old abbey hidden in the hills, offering a serene escape and historic charm.
Day 3: Siena and San Gimignano
- Accommodation: Castello del Nero Hotel & Spa, Tavarnelle Val di Pesa.
- Program:
Explore the medieval town of Siena, with its stunning Piazza del Campo and Siena Cathedral. In the afternoon, visit San Gimignano, the “Town of Fine Towers,” known for its skyline and world-class gelato. Return to your hotel for a relaxed evening. - Tip: Don’t miss a glass of Vernaccia di San Gimignano, a celebrated local white wine.
- Secret Place: Visit the lesser-known Eremo di Montesiepi, a mystical chapel with the famous “Sword in the Stone.”
Day 4: Val d’Orcia and Montepulciano
- Accommodation: Rosewood Castiglion del Bosco, Montalcino.
- Program:
Journey to the picturesque Val d’Orcia, a UNESCO World Heritage Site. Stop in Montepulciano for a private tour of its wine cellars and enjoy a tasting of the region’s renowned Vino Nobile. Check in at Rosewood Castiglion del Bosco, a luxurious estate surrounded by vineyards. - Highlight: End the day with a private dinner overlooking the rolling hills of Tuscany.
- Secret Place: Take a short detour to the charming village of Pienza, known for its pecorino cheese and romantic streets.
Day 5: Brunello Wine and Relaxation
- Accommodation: Rosewood Castiglion del Bosco, Montalcino.
- Program:
Discover the world-famous Brunello di Montalcino wines with a visit to a boutique winery. Participate in a hands-on cooking class and learn to prepare authentic Tuscan dishes. Spend the rest of the day at leisure, enjoying the hotel’s spa or exploring the surrounding countryside. - Secret Place: Visit the Abbazia di Sant’Antimo, a peaceful abbey surrounded by olive groves.
Day 6: Horseback Riding in the Tuscan Hills
- Accommodation: Rosewood Castiglion del Bosco, Montalcino.
- Program:
Begin the day with a guided horseback ride through the Tuscan countryside, taking in the tranquil beauty of the vineyards and cypress-lined roads. Have a light lunch at a local trattoria before returning to the hotel for a relaxed evening.
Day 7: Driving a Ferrari Through Tuscany
- Accommodation: Il Borro Relais & Châteaux, San Giustino Valdarno.
- Program:
Experience the thrill of driving a Ferrari through Tuscany’s scenic routes. Stop at quaint villages and enjoy a luxurious lunch at a Michelin-starred restaurant. Arrive at Il Borro, a stunning estate offering top-tier accommodations and dining. - Secret Place: Drive through the Crete Senesi, a unique landscape of rolling clay hills that feels like another world.
Day 8: Arezzo and Cortona
- Accommodation: Il Borro Relais & Châteaux, San Giustino Valdarno.
- Program:
Visit Arezzo, a charming town known for its antique market and Renaissance art. In the afternoon, explore Cortona, a hilltop town with panoramic views and historical landmarks. Return to Il Borro for a wine tasting and elegant dinner. - Secret Place: Visit Eremo Le Celle, a peaceful monastery near Cortona, surrounded by nature.
Day 9: Lucca and Pisa
- Accommodation: Bagni di Pisa Palace & Spa, San Giuliano Terme.
- Program:
Discover the medieval city of Lucca, famous for its intact Renaissance walls and charming streets. Continue to Pisa to see the iconic Leaning Tower. Check in at Bagni di Pisa, a luxury spa hotel, and unwind in its natural thermal baths. - Secret Place: Explore Orto Botanico di Pisa, one of Europe’s oldest botanical gardens.
Day 10: Departure from Florence
- Program:
Return to Florence for your departure. Spend any remaining time shopping for souvenirs or visiting the city’s landmarks one last time.
This carefully curated itinerary offers a perfect blend of luxury, culture, and adventure, making your journey through Tuscany truly unforgettable.
For a personalized itinerary tailored to your preferences, feel free to reach out to us