Planned by Annalisa,
local expert for Italy
5.0/5
Starting at USD 3865 per adult / 10 days
International flights not included. Price details
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Southern Italy is the dream of many: charming towns to explore on the Amalfi Coast, crystal clear waters around the island of Capri, a heaven for foodies in Naples and surroundings as well as historical sights such as Pompeii are at your fingertips to discover.

This itinerary is just a starting point as all services are 100% customizable to suit your travel wants and needs. Looking for different hotels, other experiences or an alternative route? Get in touch with Annalisa today to receive your personalized quote. Just enter your details and receive a quote based on your preferences.

Overview

Naples 3 nights
Positano 3 nights
Capri 3 nights

Detailed Itinerary

DAY 1-4

Naples

Naples Travel guide

DAY 1

Arrival in Naples

Upon arrival in Naples, you will meet your private driver at the airport. From there you will be taken to the hotel in for the check-in and will have the rest of the day at your leisure. Naples is a magical place where colours, flavours, culture and history are intertwined in a charming mix of knowledge, joy and fun. The area is loomed over by Mt. Vesuvius and overlooks a marvellous bay, whose beauty has served as driving inspiration for many an artist. The allure of the landscape, the beautiful islands that dot the blue waters of the Mediterranean like jewels, the energy of a fiery and vivacious people open the doors to that “joie de vivre” that pervades every inch of this land, whose popular songs and delicious recipes never fade. 

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Accommodation: La Ciliegina

DAY 2

Naples walking tour + street food

Take a chance to visit the city of Naples with a local guide that is not just a guide but is a true Neapolitan traditions believer! With the tour guide, you will discover the real heart of Naples, full of the artistic influences left by the different dominations suffered by the city after the Greek and Roman ages.Visit Piazza Plebiscito with the magnificent Royal Palace, walk along the seaside to enjoy the view of the bay and Mt. Vesuvius, stroll inside the food market Pignasecca and taste different typical dishes, belonging to our traditional street food culture. Walkthrough the narrow streets of the historical centre and in the famous “Spaccanapoli”. In the historical centre take the chance to enter into a craftsman shop to learn about the tradition of the handmade statues of the Nativity (called “Presepe”), a tradition deeply felt in Naples during the Christmas time that goes back to 1000 years ago. Walk along the central nave of Naples Cathedral also known as “Duomo” and be fascinated by the history of Saint Gennaro and the liquefaction of his blood. Visit Naples, the oldest city of Italy (older than Rome and Florence), built up 2800 years ago by the Greeks under the name of Parthenope.

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Accommodation: La Ciliegina

DAY 3

Pompei & Vesuvius with wine tasting or pizza lunch

Take the chance to visit one of the most visited sites of the Campania region: Pompeii and Mount Vesuvius.The tour starts with the visit of the Roman city of Pompeii ruins, the most famous and evocative archaeological site in the world and “the Big Giant” is what made it immortal, caused the destruction of this city in AD 79.First, our tour guide will show you the landmarks of the ancient Roman city of Pompeii, such as the thermal baths, the frescos of the Lupanare, the Macellum and the Basilica. In case of ongoing maintenance work of some villas or buildings for restoration or other exceptional circumstances, the tour guide will replace the visit with an alternative interesting ancient building to visit.After Pompeii, drive up to Mount Vesuvius and stop in a local restaurant located in a panoramic place along the volcano slopes. Enjoy your pizza lunch or the wine tasting with local and genuine food.Whereupon our driver will lead you to 1000 mt. and then you will walk to the real top of the volcano to see the crater. At the summit, you can enjoy the explanation made by a professional tour guide of the National Park, or just peek into the crater on your own. You will admire the summit of Mount Somma (1133 mt.) and to the right the cone of Vesuvius (1281 mt.), both separated by a valley, called Valley of the Giant. Mt.Vesuvius is majestic and stunning at the same time. It is absolutely worth visiting it!

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Accommodation: La Ciliegina

DAY 4

Arrival in Positano & stop Sorrento

You will be picked up at the hotel by your private driver and get to Sorrento for a 2h private walking tour.Sorrento is one of Italy's most famous resort towns. Placed on a perch high above the Mediterranean, it is like a balcony over the sea with views that extend from Mt. Vesuvius and the Gulf of Naples, to Procida, Ischia, Capri and the Amalfi coast.Optional food tasting available on the spot.After the tour, your driver will escort you to the hotel in Positano for check-in and free time afterwards.

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Accommodation: Villa Gabrisa

DAY 4-7

Positano

DAY 5

Day at leisure: enjoy the beach

Positano is a small picturesque town with splendid coastal views. It is known as a vertical town perched on the face of a hill and winded down towards the crystal waters of the Amalfi Coast.Positano attracts thousands of visitors every year, it is one of the most postcard-perfect beach towns.Its steep streets are dotted with boutique shops and fancy restaurants. Suggested day at the beach down to Positano Marina enjoying the sunshine and crystal clear waters.

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Accommodation: Villa Gabrisa

DAY 6

Amalfi coast boat tour

Sail along the splendid Amalfi Coast, stopping in the most beautiful bays for swimming and admiring all the grottoes and caves. Pass in front of Praiano, the Fiordo di Furore, Conca dei Marini whit the Emerald Grotto (optional visit to be paid locally) and the ancient maritime republic of Amalfi. As an alternative to lunch*, it is possible to take a break/free time of about 2/3 hours in Amalfi. Return to Positano in the afternoon around 5.30 pm. 

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Accommodation: Villa Gabrisa

DAY 7

Arrival in Capri

Walk down to Positano pier and get on your hydrofoil to Capri. Upon arrival on the island, transfer to the hotel, check in and have free time in the afternoon.The Island of Capri is famed as a luxurious holiday destination. It's an island of myths, ranging through sirens charming seafarers, ancient Roman villas and orgies, breathtaking sea views, celebrities in big sunglasses, and summer evenings spent chilling in exclusive boutiques and restaurants.Capri is an island of many contrasts. For rushed day-trippers, it is a crowded maze of expensive boutiques. For celebrities and the ultra-rich, a point of rendezvous. For historians, it is the palace-island of Emperor Tiberius, dotted with neglected Roman remains. Walkers can step out along scenic short walks along with staggering views and crystal blue sea. Capri is definitely a dreamy destination. 

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Accommodation: Villa San Felice

DAY 7-10

Capri

DAY 8

Day at leisure + sunset boat tour

Spend your day in Capri and relax as much as you wish. In the afternoon enjoy an exclusive private boat tour.The "Sunset Tour" is a tour for connoisseurs, for those who want to know the charm of the island at sunset, when you have the feeling of having the island "all by itself" and navigate in incredible colours that the sky and the sea assume at sunset ...Ending the day with a toast to the day that ends, with a glass of prosecco in front of an exceptional sunset, perhaps in the shadow of the Faraglioni remains one of the most unforgettable experiences of a dream Capri. 

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Accommodation: Villa San Felice

DAY 9

Half day walking tour with guide

The guide will be at your disposal for the morning. You will have a short walk through Anacapri and Capri town centres. You can either visit Augustus gardens or take the chairlift up to Mt. Solaro. The tour will end roughly at lunchtime. 

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Accommodation: Villa San Felice

DAY 10

Departure from Naples airport

Preferred afternoon flight. You will have a private transfer from the hotel, hydrofoil tickets and private transfer from Naples pier to Capodichino airport included.Take a minute to look back at all you have experienced, learned and enjoyed during this itinerary.Have a safe flight back home.

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End in Naples

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