Timeless Tuscany: Art, Vineyards & Medieval Hill Towns

This seven-day self-drive itinerary captures the essence of Tuscany, combining Renaissance cities, rolling vineyard landscapes, and charming hill towns. From Florence and Pisa to the heart of Chianti, enjoy scenic drives, local wine and cuisine, and relaxed stays that let you explore Tuscany at your own pace.

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duration

7 Day / 6 Night Tour

price

$1,247

people going

82+ Booked

PACKAGE

Itinerary

Itinerary Details
  1. Day 1
    Welcome to Florence

    Welcome to Italy!

    Upon arrival at Florence Airport, you will reach the car hire office to collect your car. After that, drive to your hotel for check-in. Take some time to wander through the oldest streets of the city, including the Arno River and the famous Ponte Vecchio.

    Overnight in Florence.

  2. Day 2
    Florence

    After breakfast at the hotel, spend the day discovering Florence’s most famous sights. Visit the Accademia Gallery to see Michelangelo’s David, then continue to Piazza del Duomo to admire the Cathedral and Dome.

    Enjoy the remainder of the day at leisure in the city centre.

    Overnight in Florence.

  3. Day 3
    Florence – Pisa – Florence

    After breakfast, drive to Pisa to visit the renowned Piazza dei Miracoli. See the Leaning Tower and surrounding monuments, with time to explore and take photos.

    Return to Florence later in the day.

    Overnight in Florence.

  4. Day 4
    Florence – Chianti Area – Gaiole in Chianti

    After breakfast, drive south into the Chianti countryside. Enjoy scenic landscapes along the way before arriving in Gaiole in Chianti for hotel check-in.

    Spend the remainder of the day at leisure.

    Overnight in the Chianti Area.

  5. Day 5
    Gaiole in Chianti

    After breakfast, enjoy a full day at leisure in Gaiole in Chianti. Explore the surrounding countryside, nearby villages, or relax and enjoy the Tuscan setting.

    Spend the evening at leisure.

    Overnight in Gaiole in Chianti.

  6. Day 6
    Gaiole in Chianti – Siena – San Gimignano – Gaiole in Chianti

    After breakfast, drive to Siena to explore its historic centre and Piazza del Campo. Continue to San Gimignano to wander its medieval streets and admire the iconic towers.

    Return to Gaiole in Chianti in the evening.

    Overnight in the Chianti Area.

  7. Day 7
    Gaiole in Chianti – Florence Departure

    After breakfast, enjoy a leisurely morning before driving to Florence Airport. Return your rental car and proceed with check-in for your onward journey.

    End of tour.

Tour Highlights
    • Arrive at Florence Airport and collect your rental car.
    • Drive into the city and check in at your central hotel.
    • Wander Florence’s oldest streets at your own pace.
    • Stroll along the Arno River and admire the iconic Ponte Vecchio.
    • Settle in and relax for your first night in Italy.
Accommodations

Accommodations:

  • 3 nights in Florence 3 star Hotel with Breakfast
  • 3 nights in Chianti Area 3 star Hotel with Breakfast

 

Guests may request upgrades to 5-Star hotels. Upgraded options are subject to availability and additional costs.

Package Includes
  • Accommodation in well-rated 3-star Hotel for 6 nights
  • 6 Daily breakfast
  • 7-day car hire

 

Experiences & Activities

  • All entrance fees and activities mentioned in the itinerary
  • Chianti winery visit with wine tasting and light lunch (Day 4)

Enquire Now

Check availability and start your booking…

What Travelers Are Saying About Our Tours

John Carter
April 2024

“GoItalianTours planned the perfect getaway for us. The itinerary was seamless, and every stop felt magical. Highly recommended!”

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Emma Taylor
5 days ago

“Our honeymoon was unforgettable thanks to GoItalianTours. Stunning destinations, amazing food, and flawless planning. Couldn’t have asked for more!”

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Noah Smith
7 days ago

“The self-drive tour exceeded our expectations. Every detail was handled beautifully, making it stress-free and so enjoyable. Thank you!”

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