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Naples - Positano - Sorrento - Capri
3 Customer Feedbacks
10 to 15+ Nigths from $2,070*
This sample price: priced within the past 7 days for arrival on 10/5/2025, departure from Portland PDX (OR), US. Choose your own departure city, cabin type and dates.
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3 Customer Feedbacks The hotels, transportation were as discriped and the follow ups were great. Every details ... 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.
Experience the beauty of southern Italy and its dramatic coasts. Begin in Naples (home place of Pizza; also known for its natural beauties, and La Dolce Vita life style!). Next drive along the Amalfi Coast (with its breathtaking views, famous for its cuisine and its production of limoncello liqueur), to Positano (a picturesque beach town with splendid coastline; famous for its colorful buildings, excellent restaurants, and mild climate) and a narrow road along the high cliffs above the Tyrrhenian Sea, to Sorrento (with its orange and lemon Groves, cliff-base marinas are lined with waterfront restaurants). After that, spend few days on striking Capri (famous for its jaw-dropping natural beauty, delicious cuisine and world-class shopping). Finally get back to Naples for one night 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:
  • Flight into and out of Naples
  • Hotel for 3 nights in Naples
  • Rental Car for 5 days
  • Hotel for 2 nights in Positano
  • Hotel for 2 nights in Sorrento
  • Ferry from Sorrento to Capri.
  • Followed transfer from Capri Port to Hotel
  • Hotel for 2 nights in Capri
  • Ferry from Capri to Naples.
  • Followed transfer from Naples Port to Hotel
  • Hotel for 1 night in Naples

  • Driving Time
    Naples - Positano: 1 hr. 20 mins. approx.
    Positano - Sorrento: 40 mins. approx.

Price history for this itinerary (past 7 days):
From Chicago CHI (All Airports)(IL), US for 10 nights
2399.13 * incl.tax
From Miami MIA (FL), US for 10 nights
2707.40 * incl.tax
From Nashville BNA (TN), US for 13 nights
4034.64 * incl.tax
From Portland PDX (OR), US for 10 nights
2069.37 * incl.tax
Related Itineraries:
Related Cities:
Positano (7)     Naples (41)     Capri (6)     Sorrento (25)     Amalfi Coast (25)    
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With Int'l Flight     Without Int'l Flight
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Cabin:
Destination
Arrival date
Stay
1. Naples
  68 hotels
2. Positano
   (39 hotels)
3. Sorrento
   (91 hotels)
4. Capri
   (49 hotels)
5. Naples
   (68 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 Naples

Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the 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.



2 nights in Positano

Positano really is a dream! Colorful houses painted shades of pink, white, and yellow appear to cling tightly to the jagged mountain rock face, but are actually very accessible through the narrow streets that snake their way up the steep mountainside. The unique cliffside setting is what gives most of the town its amazing views. Even to many Italians, Positano represents the perfect Italian holiday with its fashionable people, gorgeous location, amazing food and wine, and vibrant nightlife. Positano is called the 'pearl of the Amalfi Coast,' not only for the many terraces, stairways, and colorful houses, but also for the emotions it evokes in all who visit.

Visit and explore Roman ruins near the Church of Assunta, see the majolica tiled dome of the Collegiate Church of Santa Maria Assunta, lounge on the beaches of Positano, which are formed from volcanic sand and small stones, and so much more.



2 nights in Sorrento

Sorrento is the best known town on the Neapolitan Riviera. It's situated in a stunning location on a long cliff overlooking the sea, and surrounded by lemon and olive groves. Sorrento offers charming cobblestone streets, alluring lungomare (seafront promenades), colorful and fragrant flowers, and a lively cultural scene. The old town still retains its Roman grid of narrow streets and its centro storico (historic center) is alive with cafes, clubs, and restaurants, which become an exciting atmosphere during the sweet nights of summer.

Visit and discover Marina Grande and Marina Piccola, Cloister of San Francesco, Bagni della Regina Giovanna, Cathedral and Bell Tower, Basilica of Sant'Antonino, Villa Comunale, Correale di Terranova Museum, Museo-Bottega della Tarsia Lignea (Wooden Marquetry Shop-Museum), and so much more.



2 nights in Capri

Capri is famous for its wonderful natural beauty, deep-rooted history, mild climate and bright landscape. Inhabited since the Paleolithic era, the island was first Greek and later Roman. Following the rediscovery of the Blue Grotto in the 19th century, artists, intellectuals, writers, exiles, eccentrics and wealthy visitors chose it as their residence, contributing to the highly diverse cosmopolitan society that has made the name of Capri famous throughout the world.

Visit and explore the Blue Grotto (Grotta Azzurra), Anacapri, the Phoenician Steps, Villa San Michele, Marina Piccola and Marina Grande, the Gardens of Augustus, Certosa di San Giacomo, the Natural Arch, and so much more.



1 nights in Naples

Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the 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
Naples
Day 1
Arrive to Naples
Overnight in Naples   68 hotels offered
Optional   410 Things to do
Day 2
Overnight in Naples   68 hotels offered
Optional   410 Things to do
Day 3
Overnight in Naples   68 hotels offered
Optional   410 Things to do
Day 4
Departing from Naples
Transportation to next city by: Regional Air
Positano
Day 4
Arrive to Positano
Overnight in Positano   39 hotels offered
Optional   111 Things to do
Day 5
Overnight in Positano   39 hotels offered
Optional   111 Things to do
Day 6
Departing from Positano
Transportation to next city by: Regional Air
Sorrento
Day 6
Arrive to Sorrento
Overnight in Sorrento   91 hotels offered
Optional   514 Things to do
Day 7
Overnight in Sorrento   91 hotels offered
Optional   514 Things to do
Day 8
Departing from Sorrento
Transportation to next city by: Ferry - Sorrento to Capri
Capri
Day 8
Arrive to Capri
Overnight in Capri   49 hotels offered
Optional   115 Things to do
Day 9
Overnight in Capri   49 hotels offered
Optional   115 Things to do
Day 10
Departing from Capri
Transportation to next city by: Ferry - Capri to Naples
Naples
Day 10
Arrive to Naples
Overnight in Naples   68 hotels offered
Optional   410 Things to do
Day 11
Departing from Naples
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Naples Hotels (68 total)
›
Positano Hotels (39 total)
›
Sorrento Hotels (91 total)
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Capri Hotels (49 total)
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Tours in Naples (410 total)
›
Tours in Positano (111 total)
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Tours in Sorrento (514 total)
›
Tours in Capri (115 total)
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Package Map Picture
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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Naples - Positano - Sorrento - Capri
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Naples
Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the 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.
Positano
Positano really is a dream! Colorful houses painted shades of pink, white, and yellow appear to cling tightly to the jagged mountain rock face, but are actually very accessible through the narrow streets that snake their way up the steep mountainside. The unique cliffside setting is what gives most of the town its amazing views. Even to many Italians, Positano represents the perfect Italian holiday with its fashionable people, gorgeous location, amazing food and wine, and vibrant nightlife. Positano is called the 'pearl of the Amalfi Coast,' not only for the many terraces, stairways, and colorful houses, but also for the emotions it evokes in all who visit.

Visit and explore Roman ruins near the Church of Assunta, see the majolica tiled dome of the Collegiate Church of Santa Maria Assunta, lounge on the beaches of Positano, which are formed from volcanic sand and small stones, and so much more.
Sorrento
Sorrento is the best known town on the Neapolitan Riviera. It's situated in a stunning location on a long cliff overlooking the sea, and surrounded by lemon and olive groves. Sorrento offers charming cobblestone streets, alluring lungomare (seafront promenades), colorful and fragrant flowers, and a lively cultural scene. The old town still retains its Roman grid of narrow streets and its centro storico (historic center) is alive with cafes, clubs, and restaurants, which become an exciting atmosphere during the sweet nights of summer.

Visit and discover Marina Grande and Marina Piccola, Cloister of San Francesco, Bagni della Regina Giovanna, Cathedral and Bell Tower, Basilica of Sant'Antonino, Villa Comunale, Correale di Terranova Museum, Museo-Bottega della Tarsia Lignea (Wooden Marquetry Shop-Museum), and so much more.
Capri
Capri is famous for its wonderful natural beauty, deep-rooted history, mild climate and bright landscape. Inhabited since the Paleolithic era, the island was first Greek and later Roman. Following the rediscovery of the Blue Grotto in the 19th century, artists, intellectuals, writers, exiles, eccentrics and wealthy visitors chose it as their residence, contributing to the highly diverse cosmopolitan society that has made the name of Capri famous throughout the world.

Visit and explore the Blue Grotto (Grotta Azzurra), Anacapri, the Phoenician Steps, Villa San Michele, Marina Piccola and Marina Grande, the Gardens of Augustus, Certosa di San Giacomo, the Natural Arch, and so much more.
Naples
Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the 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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