Renaissance Florence by day, family-table Florence by night then Lucca’s walled charm, villa-spa downtime in Figline Valdarno, Chianti tastings on the wine road, and a grand finale in Siena.
The Tuscany Experience with Private Driver
8 Days/7 Nights
Starting from
$
per person*
Unforgettable Italian Journeys, Designed for You
Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories
Day 1
FLORENCE
The First Chianti Toast
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Arrive in Florence and check in to your hotel
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Leisure time to relax or explore the city
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Overnight stay in Florence
Day 2
FLORENCE
David, Duomo, and Dinner
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Enjoy an Italian breakfast at your hotel
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Guided walking tour of Florence’s top landmarks
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Skip-the-line reservations for the Uffizi and Accademia
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Leisure time for lunch and personal exploration
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Special dinner at a private Florentine home for an authentic local experience
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Hotel pick-up and return for overnight stay
Day 3
LUCCA
Puccini Whispers
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Breakfast at your hotel
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Train ride to the historic walled city of Lucca
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Full day at leisure to explore Lucca’s Roman and medieval sites, including Piazza dell’Anfiteatro, Piazza Napoleone, Duomo di San Martino, and Puccini’s home
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Stroll the preserved medieval walls or visit the Church of San Frediano
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Return train to Florence
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Dinner on your own and overnight stay in Florence
Day 4
FIGLINE VALDARNO
Villa Life and Spa Time
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Breakfast and checkout from your Florence hotel
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Train to Figline Valdarno
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Check in to your hotel
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Tuscan dinner at the hotel
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Overnight stay in Figline Valdarno
Day 5
FIGLINE VALDARNO
Cook, Feast and Stroll
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Breakfast at the hotel
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Hands-on Tuscan cooking class with Chef Claudio Piantini at Relais Torre Guelfa
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Lunch featuring your own creations
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Leisure time to explore Figline Valdarno’s historic sites Palace
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Overnight stay in Figline Valdarno
Day 6
CHIANTI
Greve, Montefioralle Magic and Wine Dreams
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Breakfast and check out from hotel
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Meet your English-speaking driver
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Scenic drive along the Chiantigiana wine road to Greve in Chianti
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Visit the Franciscan monastery at Piazza del Mercato
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Wine tastings at two renowned Chianti wineries
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Explore the fortified village of Montefioralle
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Transfer to your hotel for dinner and an overnight stay
Day 7
SIENA
Gothic Granduer
- Breakfast at your hotel
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Private transfer to Siena
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Guided exploration of Siena’s Cathedral, Piazza del Campo, and Palazzo Pubblico
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Leisure time for lunch and sightseeing
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Return to your hotel in Chianti for dinner and overnight stay
Day 8
FLORENCE
Farewell, Tuscany!
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Breakfast and checkout
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Private transfer to Florence
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End of tour and services
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
FLORENCE
The First Chianti Toast
Arrive in the enchanting city of Florence and check in to your centrally located hotel. Enjoy leisure time to relax or start exploring the vibrant streets and Renaissance treasures that make Florence a must-visit destination. In the evening, savor a delicious dinner at a typical restaurant in the historic center, accompanied by carefully selected local wines. Unwind and settle in for your first overnight stay in Florence, setting the tone for an unforgettable Italian journey.
Day 2
FLORENCE
David, Duomo, and Dinner
Begin your day with a classic Italian breakfast before embarking on a guided walking tour of Florence’s top landmarks. Discover architectural marvels such as Piazza del Duomo, the Cathedral with its iconic Dome, the Bell Tower, Baptistery, and the majestic Piazza della Signoria with Palazzo Vecchio. Skip the long lines at the Uffizi and Accademia Galleries, where you’ll admire masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo’s renowned David. In the evening, enjoy an exclusive dinner in a private Florentine home, experiencing the warmth and authenticity of local hospitality. Return to your hotel for an overnight stay.
Day 3
LUCCA
Puccini Whispers
After breakfast, take a scenic train ride to the historic walled city of Lucca. Spend the day at leisure exploring Lucca’s Roman and medieval heritage, from the unique oval Piazza dell’Anfiteatro and elegant Piazza Napoleone to the striking Duomo di San Martino and the birthplace of composer Puccini. Don’t miss a stroll along the city’s intact medieval walls or a visit to the Romanesque Church of San Frediano. Return to Florence in the evening for an overnight stay, with dinner at your leisure.
Day 4
FIGLINE VALDARNO
Villa Life and Spa Time
Enjoy breakfast before saying farewell to Florence. Board a train to Figline Valdarno, nestled in the picturesque Tuscan countryside. Check in to your charming hotel, set in a beautifully restored 14th-century villa. Spend the rest of the day relaxing in the hotel’s spa, swimming pool, or wandering through lush Tuscan gardens. In the evening, indulge in a flavorful Tuscan dinner at the hotel and enjoy a peaceful overnight stay.
Day 5
FIGLINE VALDARNO
Cook, Feast and Stroll
Start your day with breakfast, followed by a hands-on cooking class at Relais Torre Guelfa led by Chef Claudio Piantini. Learn to prepare authentic Tuscan dishes and enjoy a delectable lunch featuring your own creations. The afternoon is yours to explore the historic town of Figline Valdarno, with its beautiful churches and the Praetorian Palace. Dinner is at your leisure, and you’ll spend another restful night at your hotel.
Day 6
CHIANTI
Greve, Montefioralle Magic and Wine Dreams
After breakfast and check-out, meet your English-speaking driver and journey along the scenic Chiantigiana wine road to Greve in Chianti. Discover the town’s Franciscan monastery at Piazza del Mercato before enjoying exclusive wine tastings at two renowned Chianti wineries. Continue to the fortified village of Montefioralle, birthplace of explorer Amerigo Vespucci, and soak in the region’s medieval charm. Transfer to your hotel in the Chianti area for a delightful dinner and overnight stay.
Day 7
SIENA
Gothic Granduer
Begin with breakfast at your hotel, then travel to the captivating city of Siena. Explore Siena’s magnificent Cathedral, featuring works by Donatello and Ghirlandaio, and visit the historic Piazza del Campo, famous for the Palio horse race and the Palazzo Pubblico adorned with frescoes by renowned artists. Enjoy leisure time for lunch and sightseeing before returning to your hotel in Chianti for dinner and overnight stay.
Day 8
FLORENCE
Farewell, Tuscany!
After breakfast, check out from your hotel and enjoy a private transfer back to Florence. Your memorable tour and our services conclude.
