Custom Trip Plan
Destinations

Trip Ideas
Itineraries
Themes

About Us

1 800 344 5785

Southern Italy Sampler

10 Days / 9 Nights

Sorrento, Lecce, Bari, Taormina, Palermo

from$3,950 per person

Travel and LeisureFodorsUSA TodayNew York TimesNational GeographicWashington PostVogue

How about packing your summer vacation with some romance and exotics? Southern Italy is all about going back to the time where locals still enjoy the slow pace, mainly engaged to pass on “la vita e Bella” lifestyle to the next generations. This version of Italy is all about colorful streets, Mediterranean vibes, extremely rich gastronomic heritage, and unique historical sites. While the North of Italy is highly developed, the South of the country retains a sleepy and authentic nature. This carefully designed South Italy itinerary celebrates the culture of Sorrento in Campania – the ideal base for exploring the Amalfi Coast, the island of Capri, Pompeii, or the ancient Greek site of Paestum. Over in Puglia we've picked centrally located Lecce as your base. Sicily beckons and your time is split between Taormina and Palermo. We invite you to enjoy an exciting choice of activities in all destinations.

The services that we include as a part of our comprehensive travel package include small and boutique accommodation, gastronomy, and other themed private and group tours. All our destinations apart from a short internal flight between Puglia and Sicily are connected with private transfers including stops to visit small charming towns on the route.

In addition to the tours included we can arrange a number of excursions based on your own interests. All of our tours are custom, and this is just a sample meant to give an idea of what our trips are like, and the opportunities our destinations provide.

One of our team members in the region will be available to you leading up to and during your trip to answer any questions and arrange additional local services. You will receive access to your Guest Page, with its information on the best these destinations have to offer, including things to see and do, and other inside tips from restaurant recommendations to tipping advice. Upon your arrival, we will provide you with a local SIM that you can use to reach your local JayWay contact throughout your trip. In all of our destinations, we offer a variety of memorable 3-5 star accommodation options, including boutique hotels, charming B&Bs, and spacious apartments. With our first-hand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambiance.

Route for Sorrento, Lecce, Bari, Taormina, Palermo tour

3 Nights in Sorrento

3 Nights in Sorrento

4 days in Sorrento
4 days in Sorrento

3 Nights in Sorrento

The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.

The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.

Day 1

Day 1 - Arrival in Sorrento

Upon landing at the Naples Airport, our driver will pick you up and take you directly to your accommodation in Sorrento. The drive should take about 1 hour.

Indulge alla Sorrentino

Suggestion to explore on your own

Even though limoncello is the most famous product in this area, there are many other foods and specialties to try in Sorrento and the Amalfi Coast. Some of the most famous are Provolone del Monaco di Sorrento, a sort of semi-hard cow's milk cheese that has a smooth texture and mild smoky flavor, which goes great with local wine. The tomatoes here are also very special. There are many different varieties, and each is rich in flavor. They all taste excellent when they are sliced thick and topped with extra virgin olive oil, basil, and a dash of salt for a perfect bruschetta. Of course, the list wouldn't be complete without mozzarella! There are many places to try this famous cheese, but our favorite is the Caseificio Apreda Francesco, a traditional producer with many delicious varieties.

Indulge alla Sorrentino

Day 2

Day 2 - Your First Full Day in Sorrento

Amalfi Coast Private Day Trip from Sorrento

Amalfi Coast Private Day Trip from Sorrento

Included in your vacation package price.

The Amalfi Coast boasts many picturesque marvels characterized by its breathtaking scenery. This eight-hour tour, guided by an English-speaking driver well-versed in the region's nuances, stands out as the optimal means to acquaint oneself with its splendor. Amalfi and its proximate counterpart, Positano, abound in captivating coastal architecture, their renowned harbors steeped in the historical legacy of once-thriving maritime republics. Furthermore, Amalfi garners recognition for its esteemed lemons, boasting the coveted IGP designation within Italy. Visitors are encouraged to seize the opportunity to savor locally crafted artisanal limoncello during their vacation in the region.


Activity Level : Moderate
Duration : 8 hours

Day 3

Day 3 - Your Second Full Day in Sorrento

Group Boat Excursion to Capri

Group Boat Excursion to Capri

Please ask your travel advisor for the cost to add this to your package

Experience the beauty of Capri on a full-day excursion starting from the Sorrento port. Sail along the picturesque Sorrento coastline and marvel at iconic landmarks like the Green Cave, the White Cave, and Faraglioni Rocks. Enjoy stops for refreshing swims in crystal-clear waters and explore Capri and Anacapri during four hours of free time, discovering charming spots like Piazza Umberto I. Conclude your unforgettable journey with a return to the Sorrento port, having savored the essence of "la bella vita".


Activity Level : Moderate
Duration : 7-8 hours

Bagni Salvatore

Suggestion to explore on your own

Enjoy a dip in the sea and soak up the sun at this unique swimming structure in Sorrento. Three ample tiers have been turned into a relaxing haven where you can rent beach chairs and umbrellas and spend the whole day enjoying the warm sun and swimming in the crystal-clear sea. There is a series of sunbathing platforms on the stone piers, with direct access into the sea via ladders, which makes the area all the more unique with its views of Roman ruins. The historic setting makes for a picturesque place to spend an afternoon with everything you need, including a bar and restaurant for refreshments and meals.

Bagni Salvatore

Day 4

Day 4 - Traveling to Lecce by Private Transfer

Today you're crossing "the Italian Boot", from the Mediterranean coast to Puglian Adriatic beauty. Your driver will meet you at your accommodation in Sorrento and transport you comfortably across the width of Italy. On your way, you'll stop at Pompeii, the unique archeological site, where you'll have 2 hours to explore before continuing to Lecce. The total duration of the journey is around 6.5 - 7 hours. Please note that this is a non-guided transfer. We can arrange for a guide to meet you at Pompeii for an extra fee and pre-book your Pompeii entrance tickets too if you prefer.

Lecce by Private Transfer with a Stop in Pompeii

2 Nights in Lecce

2 Nights in Lecce

3 days in Lecce
3 days in Lecce

2 Nights in Lecce

Lecce is the most important town on the Salentine peninsula, the very heel of Italy. The town's rich history, stretching back to the times of the ancient Greeks, is what makes it so interesting.. The centerpiece of the old town is a 2nd century Roman amphitheater which was only rediscovered in the early 1900s during construction work, and it is still half buried; however, the exposed part is now used for concerts. Much of Lecce's historical center's architecture dates from the Baroque period and has earned the city the nickname 'Florence of the South'. These beauties stand in stark contrast to some of the Fascist buildings erected during Mussolini's reign.

Lecce is the most important town on the Salentine peninsula, the very heel of Italy. The town's rich history, stretching back to the times of the ancient Greeks, is what makes it so interesting.. The centerpiece of the old town is a 2nd century Roman amphitheater which was only rediscovered in the early 1900s during construction work, and it is still half buried; however, the exposed part is now used for concerts. Much of Lecce's historical center's architecture dates from the Baroque period and has earned the city the nickname 'Florence of the South'. These beauties stand in stark contrast to some of the Fascist buildings erected during Mussolini's reign.

Day 4

Day 4 - Arrival in Lecce

Your driver will bring you directly at your hotel in the city center of Lecce.

Day 5

Day 5 - Your First Full Day in Lecce

Lecce Private Walking Tour

Lecce Private Walking Tour

Included in your vacation package price.

Get to know the charming town of Lecce with your local guide. Splendid historic and artistic attractions of the center of Lecce await, spanning through over 2000 years of glorious history and with a spectacular scenic effect. An experienced guide will show you the main attractions of the Roman and Baroque times.


Activity Level : Light
Duration : 3 hours

Cisternino, Alberobello, and Polignano Full Day Group Tour

Visit Alberobello Rooftops

Please ask your travel advisor for the cost to add this to your package

Just an hour and a half drive from Lecce lies one of the most famous, unique, beautiful, authentic and recognisable places in Puglia, Alberobello and its surroundings. Known for its unique Trulli dwellings with conical stone rooftops marked with mysterious signs. This is a definite must-visit for any culture and history lover at least once in the lifetime, as well as for fantasy aficionados. Walk among Puglian Trulli, with all the stories they have to tell and try some of the delicious local food. To get there, we suggest renting a car (if you already don't have one). If you prefer not to drive, we'll be happy to arrange for a guided tour there.


Activity Level : Light
Duration : 9 hours

Day 6

Day 6 - Traveling to Taormina by Private Transfer & Airplane, via Bari

Today our driver will meet you at your accommodations and take you to Bari Airport in time to board your flight. The duration of the transfer is about two hours.

Day Stop in Bari

Day Stop in Bari

1 days in Bari
1 days in Bari

Day Stop in Bari

At first glance, stepping off a ferry or a train, Bari might seem anything between unexceptional and ugly. But hidden away is a beautiful historic city center that rewards the curious traveler with a number of gems. The final resting place of the bones of St Nicholas, the saint who inspired the Father Christmas legend is in the Basilica that bears his name. Wander through the centro storico and most afternoons you'll find the local ladies sitting outside their homes making orecchiette, the 'small ear' shaped pasta that Puglia is famous for. If you have time a visit to the Norman castle, approaching its thousandth birthday now and still in rude health is worth an exploration to see whatever the current exhibit is.

At first glance, stepping off a ferry or a train, Bari might seem anything between unexceptional and ugly. But hidden away is a beautiful historic city center that rewards the curious traveler with a number of gems. The final resting place of the bones of St Nicholas, the saint who inspired the Father Christmas legend is in the Basilica that bears his name. Wander through the centro storico and most afternoons you'll find the local ladies sitting outside their homes making orecchiette, the 'small ear' shaped pasta that Puglia is famous for. If you have time a visit to the Norman castle, approaching its thousandth birthday now and still in rude health is worth an exploration to see whatever the current exhibit is.

Day 6 - Day Stop in Bari

Day 6 - Day Stop in Bari

Today it's time to head to Sicily. The fastest way to get there is by taking a short direct flight from Bari to Catania, which takes about 1 hour. Our driver will pick you up from your accommodations in Bari and take you to the airport in plenty of time for your departing flight. We have included flight tickets in your package.

2 Nights in Taormina

2 Nights in Taormina

3 days in Taormina
3 days in Taormina

2 Nights in Taormina

Taormina is the most famous destination in Sicily, hosting actors and actresses in an atmosphere of glamor, luxury, and seaside relaxation. We recommend visiting the fascinating Greek theater, nestled in a splendid location with spectacular views of scenic beaches and the snow-capped volcanic Mt. Etna. Then take time for a walk among the picturesque medieval streets and go shopping for local handicrafts, which include coral, lace, ceramics, and sweets.

Taormina is the most famous destination in Sicily, hosting actors and actresses in an atmosphere of glamor, luxury, and seaside relaxation. We recommend visiting the fascinating Greek theater, nestled in a splendid location with spectacular views of scenic beaches and the snow-capped volcanic Mt. Etna. Then take time for a walk among the picturesque medieval streets and go shopping for local handicrafts, which include coral, lace, ceramics, and sweets.

Day 6

Day 6 - Arrival in Taormina

Upon arrival at Catania Fontanarossa Airport, your driver will be waiting for you in the arrivals hall to take you directly to Taormina, a 40 minute drive.

An Evening by the Beach

Suggestion to explore on your own

What's better than a nighttime stroll along the beach in a city renowned for its vibrant nightlife? Take a deep breath and inhale the lovely breeze coming from the sea, sit on the beach, and enjoy the Mediterranean Sea at night. If you are up for the nightlife, the promenade in Taormina is full of pubs, bars, and discos, especially in the summer. They all promise a lively atmosphere, with live music or DJ sets.

An Evening by the Beach

Day 7

Day 7 - Your First Full Day in Taormina

Private Tour of Mount Etna and Lunch at Etna Winery

Private Tour of Mount Etna and Lunch at Etna Winery

Included in your vacation package price.

On this exclusive private tour in an air-conditioned car, you'll explore Mount Etna, Europe's highest active volcano. Your English-speaking guide will share insights about Etna's history, culture, and folklore as you drive through scenic mountain villages. You'll visit Zafferana Etnea to taste local products like honey and olive oil and see the Silvestri Craters at "Rifugio Sapienza" at 2000 meters. For added adventure, you can take a cable car and jeep ride to 3000 meters. The tour concludes with a visit to a top winery for a guided estate tour, wine tasting, and a traditional Sicilian lunch.


Activity Level : Light
Duration : 5 to 7 hours

Food Time in Taormina

Suggestion to explore on your own

Taormina has much to offer in terms of food and wine, so our suggestion for a fun afternoon is a "DIY" food tour with the following stops: Start at Bam Bar for the best granita in Sicily. This traditional Sicilian dessert is a great way to freshen up - delicious crushed ice with fresh-squeezed fruit juice, chocolate, or even coffee - they have so many different flavors it will be hard to choose! Our pick for the next stop is La Bottega del Formaggio for some cheese and wine tastings. Make sure to try the rich local red called Nero D'Avola. Finish your day with a dinner at one of our recommended restaurants, such as Otto Geleng, where you can enjoy great food paired with some amazing views and, of course, pre or post-dinner drinks at the Daiquiri Cocktail Bar to chill the evening away with a cocktail or a glass of wine.

Savor Taormina: A Culinary Journey

Day 8

Day 8 - Traveling to Palermo by Private Transfer

Today you'll leave Taormina for the lively city of Palermo. We have arranged a stop at the lively coastal town of Cefalu, where you will enjoy a 2-hour stop for lunch or a refreshing swim. With the stop, your journey takes up to 7 hours. Please note that this is a non guided transfer.

Palermo By Private Transfer with a Stop in Cefalu

2 Nights in Palermo

2 Nights in Palermo

3 days in Palermo
3 days in Palermo

2 Nights in Palermo

Palermo doesn’t care if you like it. It’s the capital city of Sicily, and its biggest. Reminiscent in parts of Naples. It's not a place you'll find thronged with tourists, but the locals sure like to be outside. A hub of activity and a gridlock in rush hour and at weekends. Despite the order of the main avenues, the twisting lanes of the Centro Storico provide plenty of opportunities to get lost. Cheek by jowl here you will find grand palazzos (much of European royalty had their vacation palaces in Palermo) and scruffy tenements. Turn a corner in a grungy alley and you’re faced with an ornate fountain or pomp and circumstance statue. All of this provides a rich backdrop to your time in Palermo. Many have come before. The city was founded nearly 3,000 years ago and Palermo has truly been a crossroads of the great civilizations. Phoenicians, Greeks, Romans, Arabs, Normans, Germans, Spanish, Bourbon, and finally Italian rulers have held dominion over the city and left their mark. Its international airport and busy seaport make it a great starting or finishing point for an exploration of Sicily.

Palermo doesn’t care if you like it. It’s the capital city of Sicily, and its biggest. Reminiscent in parts of Naples. It's not a place you'll find thronged with tourists, but the locals sure like to be outside. A hub of activity and a gridlock in rush hour and at weekends. Despite the order of the main avenues, the twisting lanes of the Centro Storico provide plenty of opportunities to get lost. Cheek by jowl here you will find grand palazzos (much of European royalty had their vacation palaces in Palermo) and scruffy tenements. Turn a corner in a grungy alley and you’re faced with an ornate fountain or pomp and circumstance statue. All of this provides a rich backdrop to your time in Palermo. Many have come before. The city was founded nearly 3,000 years ago and Palermo has truly been a crossroads of the great civilizations. Phoenicians, Greeks, Romans, Arabs, Normans, Germans, Spanish, Bourbon, and finally Italian rulers have held dominion over the city and left their mark. Its international airport and busy seaport make it a great starting or finishing point for an exploration of Sicily.

Day 8

Day 8 - Arrival in Palermo

Once you arrive in Palermo, your driver will take you to your centrally located accommodations.

Palermo by Night

Suggestion to explore on your own

First glimpses of Palermo can be quite overwhelming; this loud and colorful city engages all of your senses at once. We suggest starting easy, with a nice drink and a meal in some of our favorite spots. Piazza Olivella (two steps from Teatro Massimo) is one of the main areas for shopping, food, and drinks. A small part of the square, known as the Champagneria, is one of the places where young people hang out. Piazza San Francesco and Via Paternostro are two vibrant areas full of bars and restaurants where you can get a feel for the Palermitan way of (night)life. Piazza Sant’Anna is the best square to enjoy a drink in summer and enjoy a favorite local past-time, people-watching, because the bars there put all of their tables outside.

Enjoying Your First Night in Palermo

Day 9

Day 9 - Your First Full Day in Palermo

Palermo Street Food Group Walking Tour

Discover Palermo on a Street Food Tour

Included in your vacation package price.

You'll meet your guide in the morning to take a three hour walk through the main squares, markets and monuments of the city center to taste the best palermitan street food, before the heat of the day sets in. A well balanced combination of food, art, history and culture. You'll join a like-minded group of travelers, meeting up in one of the city's most beautiful squares. As you stroll through the city's most famous markets your guide will tell you about the history of Palermo itself as well as the various food and drink you'll be sampling along the way. A light breakfast is advised!


Activity Level : Light
Duration : 3 Hours

Shopping like a Sicilian

Suggestion to explore on your own

If you want to do some shopping in Sicily, you've come to the right place! To get you started, we've collected some of the local's favorite places to shop: The best shopping streets are Via Ruggero Settimo, Via Roma and Via Liberta with Corso Alberto Amedeo which is full of small shops and antiquity stores. Real handcrafted ceramics can be found at Via Nicolo Gallo, Via Daita, and Via Isidoro La Lumia. Outdoor markets are among the best shopping places: Ballaro market dating back to the 11th century is mainly a food market. La Vucciria is the largest one, open every day except Sunday. Here you can find food, clothes, shoes, small crafts stores, as well as lots of bars and food places to enjoy a tasty snack.

Shopping and Markets in Palermo: Discover Sicily’s Best Finds

Day 10

Day 10 - Departure Day

Today your driver will meet you at your accommodations and take you to Palermo's airport. The drive takes approximately 45 minutes.

What's Included

Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.

Sorrento

3 Nights Accommodation
Breakfast (hotels only)
Naples Airport - Sorrento Private Transfer
Amalfi Coast Private Day Trip from Sorrento
Sorrento - Lecce Private Transfer With a 3 hours Stop in Pompeii

Lecce

2 Nights Accommodation
Breakfast (hotels only)
Lecce Private Walking Tour
Lecce - Bari Private Transfer

Bari

Bari - Catania Flight

Taormina

2 Nights Accommodation
Breakfast (hotels only)
Catania Airport - Taormina Private Transfer
Private Tour of Mount Etna and Lunch at Etna Winery

Palermo

2 Nights Accommodation
Breakfast (hotels only)
Palermo Street Food Group Walking Tour
Palermo Airport Transfer

package excludes:


  • Flights to and from Europe.
  • Tips for Tour Guides, Drivers and Local Reps.
  • Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
  • Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
  • Travel Insurance. See the insurance link on our website
Benefits of Traveling with JayWay

A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.

A Travel Advisor who speaks your language

We will make sure that all your requirements and interests are taken into account in preparing your itinerary.

A totally tailored itinerary for your vacation

Your trip is customized for you by  an experienced trip planner and an expert on the region.

A choice of hand-picked hotels and excursions

We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.

Detailed pre-trip preparation to make the most of every day

Your Europe-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.

On-trip Concierge Service to smooth out any bumps in the road

Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.

Personalized Guest Page to make sure you're not missing out

Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.
Get an Instant Price Estimate

Choose the month of travel, how many travelers and what star level accommodation you'd like to stay in, then get an instant price estimate.

Once you’ve done that you can request a tailor-made itinerary based on this by entering just a few more details.






Per Person Package Price from*
Get your personalized itinerary based on this trip.


Sending ...
Thank you!

Thank you for your interest in taking a trip based on this itinerary. One of our expert travel advisors will be in touch soon to start tailoring it precisely to your preferences.

Ooops!?

Something went wrong at our end, please try again in a moment.

Go To Top