Italian Journey: Naples, Matera, Puglia and Sicily
Ideal Length:12 Days
Best Time To Go:April - May, September - October
Flight Time:LAX 15 Hours 45 Minutes, CHI 12 Hours 40 Minutes, NYC-All Airports 11 Hours 40 Minutes
AVERAGE COST PER PERSON (Single occupancy; Airfare not included):$13,500
Begin your Italian vacation with a visit to Naples.
Feeling adventurous? Explore 9,000-year-old caves in Matera, Italy.
Sleep in a cavernous suite at the Sextantio Grotte della Civita Hotel in Matera, Italy.
While visiting Puglia, don't miss exploring charming small towns nearby like Alberobello.
More than 2,000 years old, Lecce is known as the "Florence of the South" with beautiful landmarks including the Piazza del Duomo Square and the Virgin Mary Cathedral.
In Taormina, our Italy travel specialists recommend a guided walking tour to see historical sites, such as the Greco-Roman Teatro Antico di Taormina.
Take a private boat tour along the coast of the Aeolian Islands and stop to visit popular destinations along the way, including Lipari.
Our Italy travel specialists recommend a stay here at the Therasia Resort & Spa in Vulcano, Italy.
Naples Day 1
Start your Italian vacation in Naples, a coastal city in southern Italy dating back to the 2nd millennium B.C. This UNESCO World Heritage Site is the birthplace of Neapolitan cuisine and home to sites such as the lavish Royal Palace and 13th century Castel Nuovo.
Private Luxury Transfer to HotelShare This Activity
Upon your arrival to the airport in Naples, a porter will collect your luggage and you will be escorted by a personal assistant to your driver and luxury vehicle for transportation to the Romeo Hotel. Full luggage assistance provided.
Stay at the Romeo HotelShare This Activity
Cutting-edge design meets chic style at this iconic hotel located amid Naples renowned historical sites. Relax in the salt sauna, take a swim in the rooftop pool, play a round of virtual golf in the games lounge (Il Salotto dei Giochi), indulge in caviar in the Beluga Sky Bar, and sample Michelin-starred cuisine at the onsite restaurant, Il Commandante.
Explore the Sights in NaplesShare This Activity
Take a four-hour orientation tour of Naples with a private chauffer and guide to see Castel Nuovo, Piazza del Plebiscito, the Royal Bourbon Palace, San Carlo Opera House, Galleria Umberto and city views, including Mount Vesuvius. After lunch, take a guided tour of Naples Underground to discover more the 2,400 years of the city’s history.
Matera Day 2-3
This 9,000-year-old city of about 60,000 people is located a 3-hour drive (via transfer from Naples. Matera became a UNESCO World Heritage site in 1993. This jewel of the Basilicata region was recognized as the 2019 European Capital of Culture.
Pompeii Guided Tour & Wine TastingShare This Activity
Take a private luxury transfer to Matera (a 3-hour drive east of Naples) with a stop for a 2-hour guided tour of Pompeii, al-fresco lunch at Cantine del Vusuvio, and a wine tasting guided by the owner of an organic winery set in the foothills of Mount Vesuvius National Park.
Explore Matera and Its CavesShare This Activity
With an English-speaking guide, see the natural caves where people lived approximately 7,000 years ago. Visit the landmarks above and below Old Matera, including the House Cave Museum. Lunch is recommended at Osteria L’ Arco, a well-known cavernous restaurant in Matera.
Puglia Day 4-6
A visit to Puglia should also include stops in notable destinations such as Bari, Alberobello and Lecce. Learn how to make pasta, explore Greco-Roman history in small towns, embark on Michelin-starred culinary experiences, and take catamaran tour on the Adriatic Sea.
Old Bari & Pasta-Making DemonstrationShare This Activity
En route to Puglia from Matera, take a guided walking tour of Bari to visit its old fish market on the seafront, Piazza Ferrarese, the Basilica of San Nicola, and the Norman Swabian Castle. At the end of the tour, see how local women – lined up outside their homes on Orecchiette Lane – show you how to make a local variety of pasta.
Luxurious Hotels Near PugliaShare This Activity
Consider staying at one of three recommended hotels: the luxurious Borgo Egnazia resort in Egnazia, the 5-star Masseria Torre Coccaro in Savelletri, or the peacefully elegant Hotel La Peschiera in Capitolo. Located on the coast of the Adriatic Sea, all three hotels also feature an endless list of high-end amenities.
Itria Valley TourShare This Activity
Visit Ostuni – known for its white walls and white-painted architecture. Go olive oil tasting at Masseria Brancati and see how organic extra virgin olive oil is produced. Proceed to Alberobello, a UNESCO World Heritage Site, for an amazing walking tour. Wrap up the 8-hour tour with a stop in Zona dei Trulli to see the town’s 1,500 beehive-shaped houses with white tips – dating back to the 14th century.
See Castellana Grotto at NightShare This Activity
A Speleological guide leads you on an exclusive, small group tour after Grotte di Castellana has been closed to the public. The Grave, Caverna della Lupa and Grotta Bianca are just a few stops along the way. Conclude your tour with a dinner at the Michelin-starred Il Pasha in Conversano.
Discover the Baroque City of LecceShare This Activity
More than 2,000 years old, Lecce is known as the “Florence of the South” because of the rich Baroque architectural monuments and affinity for Greek culture found in the city. Discover its hidden gems including a firsthand encounter with local artisans working with papier mache in their private studios.
Taste the famous Pasticciotti LecceseShare This Activity
This unique culinary experience will introduce you to the real flavors and traditions of Salento. Depending on the region, they are filled with either ricotta cheese or egg custard. Andrea Ascalone – a chef in the town of Galatina in Lecce – is credited for inventing pasticciotti.
Catamaran Full-Day TourShare This Activity
Embark on a private guided boat tour along the coast to see Polignano, Monopoli, the Castle of Santo Stefano and Capitolo. There’s a stop to swim and an aperitivo of local snacks and a chilled bottle of Prosecco or Spritz will be served on board.
Taormina Day 7-9
An Italy travel specialist can arrange your transfer to Bari Airport and your flight to Taormina – a hilltop town on the east coast of Sicily – known for the Teatro Antico di Taormina, an ancient Greco-Roman theater.
Stay at the Belmond Grand Hotel TimeoShare This Activity
With Mount Etna as its dramatic backdrop, this hotel has long been the destination of choice for European and Hollywood celebrities. It is surrounded by a six-acre park, with magnificent gardens encircling a panoramic pool. It is known for its Literary Terrace, a popular meeting place for distinguished guests.
Taormina Private Guided TourShare This Activity
Take a three-hour guided walking tour that includes historical sites including the city’s highest vantage point, the Greco-Roman Teatro Antico di Taormina; a small museum where many of Sicily’s ancient artifacts are kept; and a cannoli tasting with Italian coffee.
Explore Siracusa & NotoShare This Activity
Explore Siracusa Ortigia – the first Greek settlement of Sicily – to discover its ancient past and how it influenced the island’s history. Then after a 45-minute transfer ride, continue your journey to explore Noto’s charm and baroque architecture, including sites like Palazzo Villadorata. End your full-day tour with a delicious Sicilian lunch at Dolceria Costanzo, where you will find the best granita (semi-frozen dessert) in town.
Mount Etna & Gambino Winery TourShare This Activity
A private driver will take you to the lovely Gambino Winery, located on the foothills of Mount Etna. Enjoy a traditional lunch in addition to an opportunity to sample some of the local wines. After lunch, your driver will make the trek up the tallest active volcano in Europe for unforgettable breath-taking panoramic views.
Aeolian Islands Day 10-12
Explore the Aeolian Islands, an idyllic volcanic archipelago in the Tyrrhenian Sea. Take a full-day private boat tour to visit a couple of the islands to sample local wines, see the indigenous wildlife and to take a pore-cleansing dip in a natural mud pool.
Aeolian Islands Private Boat TourShare This Activity
This full-day, private boat excursion will include a stop in Lipari to explore its old town and to sample Malvasia wine. In Vulcano, you’ll discover the island’s wildlife and its fumaroles, where water of the sea, black sand and mud become the center for health and beauty. Gelso’s black beaches, Pools of Venus, The Arc of Pietralunga, Cala Fico and the Canneto are a few places you’ll see along the way.
Stay at Therasia Resort Sea and SpaShare This Activity
On Vulcano, Therasia Resort is a quiet refuge with spectacular views of the Aeolian Islands. This is a fabulous base to discover the island’s hot springs, natural mud pools and black sand beaches. The resort features two gourmet restaurants that serve Sicilian cuisine and a spa with several unique treatments.
Private Transfer to Cantania AirportShare This Activity
It’s recommended that visitors on Vulcano spend an extra day of leisure before arranging a private yacht from the Therasia Resort Sea and Spa to the Catania Port, and then a private luxury sedan will transport you to the Catania Airport to end your wonderful Italy vacation.