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Florence - Chianti Wine Region and Amalfi (Self Drive)

4.9 out of 5 stars
9 Customer Feedbacks 9 Customer Feedbacks
10 to 15+ Nights from $1,184*
* This sample price: priced within the past 7 days for arrival on 1/31/2025, departure from Boston BOS (MA), US. Choose your own departure city, cabin type and dates.

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This 10 night sample itinerary includes:

  • Flight into Florence and out of Naples
  • Hotel for 3 nights in Florence
  • Rental Car for 8 days
  • Hotel for 3 nights in Chianti Wine Region
  • Hotel for 3 nights in Amalfi Town
  • Hotel for 1 night in Naples
  • Driving Time
    Florence - Chianti Wine Region: 1 hr . approx.
    Chianti Wine Region - Amalfi: 6 hrs. approx.
    Amalfi - Naples: 1 hr. 20 mins. approx.

Sample Italy with this unique, customizable vacation package!. Visit Florence (home to many masterpieces of Renaissance Art and architecture), then pick up your car and spend a few days in one of the charming towns of the Chianti Wine Region (famous for its wines). Ride along south to Amalfi Town, on the scenic Amalfi Coast (known for its stunning coastline, cliffs, and beaches and colorful villages with steep and narrow streets). Drive to Naples for one last stay, before returning home.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Flexible Itinerary

  • Florence

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  • Chianti Wine Region

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  • Amalfi Town

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  • Naples

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Italy

Customer Reviews

4.9 out of 5 stars

Trip Summary

  • Florence
    Florence

    The Italian city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

    Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

  • Chianti Wine Region
    Chianti Wine Region

    Chianti, located in the center of Tuscany between Florence, Siena and Arezzo, is a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves. With tall green cypress trees and woods bordered with yellow broom, its palette of colors combine to create a painting beautiful enough to rival those of the famous art museums nearby. Discover and explore the amazing Siena, Castelnuovo Berardenga, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Poggibonsi, Monteriggioni and so much more.

  • Amalfi Town
    Amalfi Town

    Amalfi Town is a jewel of a picturesque seaside resort that has an ideal climate, breathtaking views and unique natural beauties plus the most vibrant, typical Italian atmosphere. It is a graceful place with its cluster of white buildings which amble up the hillside from the water rather than clinging vertically to it like the other towns in the area, making it a bit easier to walk around. The city starts at the water`s edge with a pretty promenade along the Mediterranean and a marina full of colorful boats and their international flags. The focal point of the historic center is the Piazza del Duomo, in front of the striking cathedral. The piazza is clustered with sidewalk cafes and elegant shops, sixty steps lead to the church with its the Byzantine style structure that bears Moorish-influenced arches and decoration.

    Visit and explore the Emerald Grotto is one of Amalfi's natural wonders, at Cape Conca as well as the Convento di San Francesco and so much more.

  • Naples
    Naples

    The proximity of the city of Naples (Napoli) to the Vesuvius gives its inhabitants a certain edge. Its reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists like it and some hate it outright. Nonetheless, the charm of Naples resides in its narrow streets with numerous ancient churches, street markets, cafes, bars and restaurants, all leading to a cacophony of sounds and images embodying the spirit of the Italian South. Visit and discover the Ancient Ruins of Pompeii, Climb Mount Vesuvius, sail to the Island of Capri, explore the Nativity Markets, visit the National Archaeological Museum, the Secret Underground World and the San Gennaro Catacombs, visit the Ruins of Herculaneum, enjoy the Piazzas of the city, and so much more.

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