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Florence - Chianti Wine Region and Amalfi (Self Drive)
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10 to 15+ Nigths from $812*
This sample price: priced within the past 7 days for arrival on 7/27/2025. Choose your own arrival dates
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9 Customer Feedbacks Wonderful trip through Italy. Each hotel met our expectations and were accurately describ ... more
This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Sample Italy with this unique, customizable vacation package! . Begin with a visit to artistic Florence (capital of Italy’s Tuscany region, is 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 -beautiful small town, with distinctive architecture, crystal blue waters, and local delicacies-, 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
This 10 night sample itinerary includes:
  • 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
  • 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.

Price history for this itinerary (past 7 days):
From Houston HOU (Hobby) (TX), US for 10 nights
5892.43 * incl.tax
From Montreal YUL (QC), CA for 10 nights
1402.48 * incl.tax
Related Itineraries:
Related Cities:
Naples (41)     Florence (221)     Amalfi Town (12)     Chianti Wine Region (11)     Amalfi Coast (24)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Florence
  263 hotels
2. Chianti Wine Region
   (53 hotels)
3. Amalfi Town
   (25 hotels)
4. Naples
   (66 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 nights in 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.



3 nights in 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.



3 nights in 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.



1 nights in 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.



Book This Package
Flexible Itinerary
Florence
Day 1
Arrive to Florence
Overnight in Florence   263 hotels offered
Optional   1392 Things to do
Day 2
Overnight in Florence   263 hotels offered
Optional   1392 Things to do
Day 3
Overnight in Florence   263 hotels offered
Optional   1392 Things to do
Day 4
Departing from Florence
Transportation to next city by: Regional Air
Chianti Wine Region
Day 4
Arrive to Chianti Wine Region
Overnight in Chianti Wine Region   53 hotels offered
Optional   37 Things to do
Day 5
Overnight in Chianti Wine Region   53 hotels offered
Optional   37 Things to do
Day 6
Overnight in Chianti Wine Region   53 hotels offered
Optional   37 Things to do
Day 7
Departing from Chianti Wine Region
Transportation to next city by: Regional Air
Amalfi Town
Day 7
Arrive to Amalfi Town
Overnight in Amalfi Town   25 hotels offered
Optional   61 Things to do
Day 8
Overnight in Amalfi Town   25 hotels offered
Optional   61 Things to do
Day 9
Overnight in Amalfi Town   25 hotels offered
Optional   61 Things to do
Day 10
Departing from Amalfi Town
Transportation to next city by: Regional Air
Naples
Day 10
Arrive to Naples
Overnight in Naples   66 hotels offered
Optional   403 Things to do
Day 11
Departing from Naples
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Florence Hotels (263 total)
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Chianti Wine Region Hotels (53 total)
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Amalfi Town Hotels (25 total)
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Naples Hotels (66 total)
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Tours in Florence (1392 total)
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Tours in Chianti Wine Region (37 total)
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Tours in Amalfi Town (61 total)
›
Tours in Naples (403 total)
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Italy

For centuries <b>Italy</b> has drawn foreign visitors - mostly for its architectural, artistic, and scenic splendors. Italy can truly be all things to all people. From the passion and excitement of noisy urban crowds to the quiet, rural idyll where the traditional life can be experienced. Italy's great cities are replete with rich attractions and culture alongside some of the most pristine beaches and spectacular mountains in the world.
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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*Sample prices on display include ALL taxes & fuel surcharges... read more
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Florence - Chianti Wine Region and Amalfi (Self Drive)
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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, 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 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
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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