2 Week Itinerary Exploring Southern Italy & Sicily
How To Spend 2 Weeks In Southern Italy & Sicily
Our 2-week itinerary delivers a journey through the breathtakingly beautiful region of Southern Italy and Sicily!
From ancient ruins to stunning beaches, and vibrant street markets to ancient Greek temples, this 2-week itinerary has it all. Whether you’re a history buff, a food lover, or just looking for a relaxing holiday in a picturesque setting, we’ve got you covered.
Imagine strolling through the ancient ruins of Paestum and feeling like you’ve stepped back in time. Picture yourself lounging on the picturesque beaches of the Amalfi Coast, taking in the breathtaking views. Imagine indulging in the delicious street food of Palermo and immersing yourself in the vibrant culture. And let’s not forget the ancient Greek temples of Agrigento, a true masterpiece of history and architecture.
Day 1: The Best Of The Amalfi Coast Tour
This private tour of the Amalfi Coast takes you on a journey along the 43-mile stretch of coast that winds along the peninsula below the Bay of Naples.
Along with your private driver and in the comfort of our luxury vehicle, you can explore one of the most beautiful coastlines in the world at your leisure.
The tour starts in Sorrento, a prominent town located at the start of the Amalfi Coast, near Pompeii and Naples. In Sorrento, you will have the opportunity to stroll through charming streets, visit local artisan shops, and admire traditional crafts such as ceramics, wood inlaying, and painting.
Then, the tour moves on to Positano, a picturesque village perched on cliffs, known for its terracotta-colored houses, boutique shops, and the Church of Santa Maria Assunta, famous for its Byzantine “Black Madonna” icon.
You will then take in the breathtaking views on the way to our next destination, the picturesque village of Amalfi, which is surrounded by dramatic cliffs and breathtaking coastal scenery.
Amalfi is not just a visual treat, but it also has a rich history and cultural influence of the Byzantine Empire which can be seen in some of the architecture found in the city.
Before heading to your next destination, you will make a stop at the Museum of Handmade Paper. Amalfi has a unique history as one of the first places in Europe to produce paper, and at the museum, you will have the chance to create your own paper using traditional methods in an original paper mill.
Finally, you will arrive at the cliff-top town of Ravello, where you can visit the 12th-century cathedral, Villa Rufolo, known for its breathtaking views of the entire coastline, and Villa Cimbrone, featuring luxurious gardens with rare botanical species, statues, fountains, artificial grottos and the famous “Infinity Terrace” one of the most beautiful views in the world.
Day 2: Pick Up At Sorrento Hotel
Just 30 mins away from your hotel you will arrive at the beginning of the ancient tour of Pompeii with your chauffeur.
Ancient Pompeii Tour
Our knowledgeable guides will take you on a journey through the fascinating ruins of Pompeii, an ancient city buried by the eruption of Mount Vesuvius.
They will provide an engaging and informative perspective on the city’s history as you explore the Roman Forum, baths, theater, brothel, and ancient shops. You will get a glimpse into the daily lives of the ancient city’s inhabitants as you visit their houses and the streets they walked on.
You can also see the famous plaster casts of the citizens frozen in the final moments of their lives during the eruption. Through this tour, you will gain an understanding of how the ancient Romans lived, their food, and their lifestyle.
Strolling Naples' Heart Tour
The tour begins in Spaccanapoli, a street that runs through the heart of the historical center of Naples, as old as the city itself.
Along the way, you will visit Via San Gregorio Armeno, known for its workshops that create handcrafted presepe or Christmas nativity scenes, as well as historic Baroque churches such as the Chiesa del Gesu’ Nuovo and Chiesa di Sansevero, which houses the famous Veiled Christ marble sculpture.
In the vicinity, you will also see the impressive Complesso Monumentale di Santa Chiara, including the Basilica of Santa Chiara, a monastery, tombs, and an archaeological museum.
Day 3: Capri & Anacapri Tour
Begin the day taking the Ferry from Sorrento to Capri.
Experience a one-of-a-kind tour showcasing the iconic landmarks of the island, led by your guide. You will visit the renowned Piazzetta of Capri, a symbol of the island’s hospitality, and the Giardini di Augusto, offering breathtaking views of the Faraglioni of Capri.
You’ll also stop at the Carthusia perfume workshop. Next, you will travel to Anacapri by convertible taxi and have the option to either take a chairlift to the summit of Monte Solaro, the highest point of the island, with panoramic views of the Gulf of Naples and Amalfi Coast, or visit Villa San Michele, constructed by the Swedish author Axel Munthe.
Blue Waters: Capri Private Boat Tour
Experience a leisurely sailing excursion around the island on a private boat tour, guided by a local sailor.
Take frequent dips in the clear waters and explore the secluded grottos surrounding the island, including a visit to the famous Blue Grotto, White Grotto, or Green Grotto.
End your tour with a refreshing glass of homemade limoncello, made by the boatman’s family.
End your Capri tour with the Ferry back to Sorrento.
Day 4: Guided Tour Of Paestum
Join your private chauffeur for the one-hour-and-a-half journey to the Paestum.
When the first travelers arrived at Paestum in the 18th century, they were confused by the Doric temples and their severe, ancient design. However, it was precisely this unfamiliarity that led to the Greek colony of Paestum becoming so captivating to modern scholars and artists.
The awe and wonder felt by 18th-century travelers upon seeing the classical monuments of Paestum continues to this day.
The carved frieze from the first Hera Temple on the River Sele, the Tomb of the Diver, and the bronze vases from the heroon, all on display in the Paestum Archaeological Museum, continue to perplex and intrigue visitors as they offer a glimpse into a past world that is “completely strange” to our modern eyes, as Johann Wolfgang Goethe wrote in 1787.
However, this past world also holds a message for the future: the diversity of forms of life, art, politics, thought, ecology, family life, and sexuality found in history shows that another world is possible.
Guided Tour Of Salerno
Salerno is a beautiful coastal city located in the Campania region. A guided tour of Salerno is a great way to explore the city and learn about its past.
The tour starts in the historic center, where you will see the Salerno Cathedral, a beautiful medieval church that dates back to the 12th century. The cathedral is home to many important works of art, including a fresco of Saint Matthew by Renaissance painter, Roberto d’Oderisio.
You will also visit the Castello di Arechi, an imposing fortress that dates back to the 9th century. The castle offers panoramic views of the city and the sea and is a great place to take photos.
Next, you will visit the Schola Medica Salernitana, the first medical school in Europe, which was founded in the 9th century and was an important center of learning during the Middle Ages.
The tour also includes a visit to the Roman Villa, an archaeological site that dates back to the 1st century BC. The villa is famous for its well-preserved mosaics and frescoes, which give visitors an idea of how the Roman elite lived during that period.
Lastly, you will take a walk along the Lungomare Trieste, a beautiful promenade that runs along the sea and offers stunning views of the Gulf of Salerno. You will have time to enjoy an ice cream or a coffee in one of the many cafes on the promenade before returning to the starting point of the tour.
Day 5: Reggia di Caserta Tour
An hour’s drive from your Sorrento accommodation lies the Royal Palace of Caserta.
The Royal Palace of Caserta, a UNESCO World Heritage site, is a breathtaking destination that stands out for its lack of crowds despite its grandeur.
It was built as the largest palace in 18th-century Europe, spanning over 70 million cubic feet with 1,200 rooms. The palace’s elegant Baroque and early Neoclassical design is awe-inspiring, featuring twenty-four state apartments, thirty-four staircases, and richly decorated interiors adorned with frescoes and works of art. Its magnificent gardens, similar to those of Versailles, are meticulously maintained and will leave a lasting impression.
Flight to Palermo
Your driver will deliver you to the airport as you prepare for the next phase of your Italian vacation in Palermo.
Day 6: Street Food Tour In Palermo
Explore the local markets of Capo and Vucciria on a Palermo street food tour and discover its hidden gems.
Sample the most authentic street food specialties and learn about their history and recipes, such as arancina (meat rice balls), sfincione (tomato sauce focaccia), vegetarian panelle and cazzilli fritters, the challenging pani ca’ meusa (veal offal roll), the famous cannoli with ricotta cream, or the giant broscia col gelato (ice cream sandwich) and other daily treats.
Along the tour, you will also visit an old inn to taste a glass of wine or beer, sample some fresh products, and have a toast with locals. Meeting the Palermitans is an important part of the experience, we want you to experience the city as a local, not just as a tourist!
Experience the pinnacle of Arab-Norman art and architecture at its finest.
This cathedral showcases scenes from the Old and New Testaments in golden mosaics. The enlightened and tolerant King William II brought together the best Arabic, Byzantine, and Norman craftsmen to work on the cathedral, resulting in a unique blend of architectural styles, artistic influences, and religious symbolism.
Day 7: Segesta Archeological Park
Segesta Archeological Park is an ancient site located in the western part of Sicily, Italy. The park is home to the well-preserved remains of a Doric temple and a theater, both dating back to the 5th century BC.
A tour of Segesta Archeological Park will begin with a visit to the temple, one of the most well-preserved examples of Doric architecture in the world. The temple, dedicated to the god Zeus, is thought to have been built by the Elymians, an ancient people who inhabited the region before the arrival of the Greeks. The temple’s 36 columns and lintel are still standing, and the temple’s pediments and friezes are adorned with intricate carvings.
Next, you will visit the theater, which was built on a hillside and could seat around 5,000 people. The theater is still used for performances today and offers spectacular views of the surrounding countryside.
The tour also includes a visit to the Segesta Museum, where you can see a collection of artifacts found at the site, including pottery, sculptures, and coins. The museum also houses a replica of the temple’s frieze, which provides a detailed look at the intricate carvings that adorn the temple’s pediments.
Guided Tour Of Erice
Erice is a beautiful medieval town located on top of a mountain in western Sicily, Italy. A guided tour of Erice is a great way to explore the town and learn about its history and culture.
The tour starts at the Porta Trapani, one of the town’s main gates, which dates back to the 14th century. From there, you will walk through the town’s narrow streets, lined with charming houses and shops, and see the Chiesa Matrice, a 14th-century church that is one of the town’s most important landmarks. The church is known for its beautiful frescoes and the wooden statue of the Madonna della Libera, which is considered a masterpiece of medieval sculpture.
You will also visit the Castello di Venere, a fortress dating back to the 12th century, which offers panoramic views of the town and the surrounding countryside. The castle is also home to the Museo Civico, where you can see a collection of artifacts and documents that tell the story of Erice and its inhabitants.
Next, you will visit the medieval town of San Giovanni degli Eremiti, known for its beautiful church and its panoramic views of the town. The church is one of the best examples of the Arab-Norman architectural style, characterized by its ornate arches and domes.
You will also have the opportunity to taste some of the local specialties like the typical sweets of Erice such as the almond paste, marzipan, and the traditional sweet “cassatelle”.
Guided Tour Of Trapani
Trapani, also known as Drepanon in Greek, is a city located in an enviable position between the Mediterranean and Ionian seas, beneath Mount Erice, near the Selinunte archeological site, facing the Egadi Islands, and the famous salt pans. The city’s economy has been built on salt extraction and trade, bluefin tuna fishing, and marble exportation.
The cultural center of the area, Trapani boasts one of the oldest high schools in Sicily, many libraries, and several museums. Walking through the old town, it is clear that the city has been shaped by the various civilizations that have passed through it over the centuries, as evidenced by the architectural, artistic, and monumental landmarks throughout the city.
The oldest and most characteristic streets of the city include Via Garibaldi, Corso Italia, and Corso Vittorio Emanuele.
Drop off at accommodation in Trapani.
Day 8: Guided Tour Of Marsala & It’s Saltpans
Built on the site of an ancient Roman shipping port, Marsala, also known as the “City of Wine”, is a popular resort town known for its excellent museums, grand churches, and a picturesque waterfront.
Salt production has a long history in Western Sicily and the “Salt Way” starts in Trapani and proceeds to Marsala.
Join a guided tour to discover the Marsala salt pans, located in the surreal landscape of the Lagoon with ancient windmills, a natural reserve with an unspoiled environment. The expert guide will lead you through the history and process of salt production that has shaped the city over the years.
Guided Tour Of Selinunte Archeological Park
Selinunte is an ancient Greek city located on the southwestern coast of Sicily, Italy. The Selinunte archeological park is home to the ruins of several temples, a theater, and other structures that date back to the 5th century BC. A guided tour of the park is a great way to learn about the history and culture of the ancient city.
The tour starts with a visit to the Temple of Hera, also known as Temple E, one of the best-preserved temples in the park. The temple, which dates back to the 5th century BC, is made of limestone and has 36 columns and a lintel that are still standing. The temple’s pediments and friezes are adorned with intricate carvings.
Next, you will visit the Temple of Concordia, also known as the Temple C, which is considered one of the best-preserved Doric temples in the world. The temple, which dates back to the 5th century BC, has 34 columns and a lintel that are still standing.
You will also visit the theater, which was built on a hillside and could seat around 5,000 people. The theater is still used for performances today and offers spectacular views of the surrounding countryside.
The tour also includes a visit to the Selinunte Museum, where you can see a collection of artifacts found at the site, including pottery, sculptures, and coins. The museum also houses a replica of the temple’s frieze, which provides a detailed look at the intricate carvings that adorn the temple’s pediments.
Drop off at accommodation in Agrigento.
Day 9: Valley Of The Temples
The Valle dei Templi, located near the western Sicilian town of Agrigento, is considered to be one of the best Greek ruins in the world.
The temples, most of which date back to the 5th century BC, are especially breathtaking when lit up in the evening. The most well-preserved temples include the Tempio della Concordia (Temple of Concordia) and the oldest, the Tempio di Ercole (Temple of Hercules) from the 6th century BC.
Explore one of the most intact examples of the island’s Greek heritage with a knowledgeable local guide. As Douglas Sladen, an English author and historian, said, “To truly understand ancient Greece, visit Sicily.” The island’s colonies of southern Italy and Sicily, known as Magna Graecia, were once home to more Greeks than Greece itself. This tour offers an opportunity to delve into this rich history and culture.
On this tour, you’ll hear the captivating stories behind the 8 temples: from the remarkably well-preserved Temple of Concordia to the Temple of Hera, damaged in a medieval earthquake, from the Temple of Juno perched on a hilltop to the unfortunate Temple of Zeus, which was dismantled over the centuries for its stones by those looking to profit.
Guided Tour Of Agrigento & The Archeological Museum
The historic center of Agrigento, also known as Kerkent by the Arabs, Gergent by the Normans, and Girgenti until 1927, is situated on the hill of Girgenti. This strategic location was chosen in the Middle Ages for its defensive advantages and proximity to the harbor, making it more favorable for trade.
Exploring the streets and alleys of the old town, visitors can discover charming corners and significant monuments that reveal Agrigento’s multi-cultural past, including the Arab maze of streets and courtyards, the Norman palaces and churches, and the Baroque architecture of Spanish derivation.
A tour of the historic center should begin in Piazza Vadalà, where there is a monument dedicated to the philosopher Empedocles. From there, visitors can enter via Porta di Ponte (Bridge’s Gate) and walk down Via Atenea, the main street that cuts through the lower part of the old town. Along or near this street, visitors will find a number of churches and buildings of interest.
Drop off at accommodation in Agrigento.
Day 10: The Two Souls Of Ragusa
Ragusa is a charming town located in the southern part of Sicily, Italy. Known for its well-preserved Baroque architecture, Ragusa is a UNESCO World Heritage Site and is home to several historical and cultural attractions. A guided tour of Ragusa is a great way to discover the town’s rich heritage and culture.
The tour starts with a visit to the Cathedral of San Giorgio, which is located at the highest point of the city. The Cathedral is famous for its magnificent dome and its impressive Baroque facade. From there, you will walk through the charming streets of the old town, where you will see beautiful examples of Baroque architecture and admire the colorful houses, which are typical of the town.
You will also visit the Church of San Giovanni Battista, a beautiful example of Baroque architecture, and the Church of San Giuseppe, which is famous for its impressive dome. The tour also includes a visit to the Palazzo Cosentini, a beautiful 18th-century palace that is now home to the Town Hall.
You will also visit the Ibla, the old town of Ragusa, which is a maze of narrow streets and charming squares. This is the perfect place to take a stroll and admire the beautiful houses and churches. The tour also includes a visit to the Palace of the Dukes of Saint-Pierre, a magnificent 18th-century palace that is now home to the Regional Museum of Ragusa.
Modica & It's Chocolate
Modica is known for its well-preserved Baroque architecture and delicious chocolate.
A guided tour of Modica is a great way to discover the town’s rich heritage and culture, as well as indulge in some delicious chocolate.
The tour starts with a visit to the historic center of Modica, where you will admire the beautiful Baroque architecture and charming streets. You will see the Cathedral of San Giorgio, which is famous for its impressive Baroque facade, and the Church of San Giuseppe, which is famous for its impressive dome.
After exploring the historic center, you will visit a traditional chocolate factory where you will learn about the history and production of Modica’s famous chocolate. The chocolate is made using an ancient Aztec recipe, which involves grinding cocoa beans with a special stone mill and adding sugar, cinnamon, and other spices. The chocolate is then poured into molds and cooled to create a unique texture and flavor.
During the tour, you will have the opportunity to taste different types of Modica chocolate, including dark chocolate, milk chocolate, and white chocolate, as well as different variations with added flavors like chili pepper, orange, and more. The tour also includes a visit to the Chocolate Museum, where you can learn more about the history and production of chocolate in Modica.
Drop off at accommodation in Noto.
Day 11: A Baroque Masterpiece: Tour Of Noto
Noto has been designated as a Cultural Patrimony of Humanity by UNESCO. The town was completely destroyed by a powerful earthquake in 1693, leading to its reconstruction in the grand Baroque style.
A tour of Noto, led by an expert guide, will take you through the city, where grandiose flights of steps lead up to the ornately carved entrance doors of churches, and the roads open up into sweeping piazzas lined by palaces built in stone of soft pink and golden yellow hues.
The tour can start from the main square, where you can visit Palazzo Ducezio, Palazzo Vescovile, Palazzo Lanolina, the Church of San Domenico, and the town’s magnificent Cathedral, among many other buildings worth visiting. Noto’s Baroque architecture and art make it an unmissable destination for any lover of history and culture.
The Greek City: Siracusa
Siracusa is a UNESCO World Heritage Site and is home to several historical and cultural attractions.
The tour starts with a visit to the ancient city of Siracusa, where you will see the impressive Greek Theater, the Ear of Dionysius, a limestone cave that is said to have the acoustics of an ancient theater, and the Roman Amphitheater. From there, you will visit the historic center of Siracusa, where you will see the impressive Baroque architecture, charming streets, and beautiful squares.
You will also visit the Cathedral of Siracusa, which is famous for its impressive Baroque facade, and the Church of San Giovanni, which is famous for its impressive dome. The tour also includes a visit to the Palazzo Beneventano, a beautiful 18th-century palace that is now home to the Town Hall.
You will also visit the island of Ortigia, the old town of Siracusa, which is a maze of narrow streets and charming squares. This is the perfect place to take a stroll and admire the beautiful houses and churches. The tour also includes a visit to the Palace of the Dukes of Saint-Pierre, a magnificent 18th-century palace that is now home to the Regional Museum of Siracusa.
Drop off at accommodation in Catania.
Day 12: Excursion On Mount Etna By Cable Car & Jeep
A visit to the summit of Mount Etna, the largest active volcano in Europe, is a must-do when in Sicily.
With the help of the Etna Cable Car, you can easily reach an altitude of 2,900 meters, at Torre del Filosofo, or the Philosopher’s Tower.
Here, with the guidance of experienced guides, you can explore the eruptive cones from 2002 and on clear days, enjoy stunning views that stretch from the Ionic Riviera to the interior of Sicily.
The cable car ride is an easy and convenient way to reach the top and discover one of the most impressive natural wonders of the island.
Drive Along Cyclops Riviera
Explore the legendary Cyclops Riviera, a 12-kilometer stretch of coastline located north of Catania, from Acireale to Aci Castello.
This breathtaking coastline is named after the giant rocks that jut out of the sea, said to be the work of the Cyclops Polyphemus.
According to legend, Polyphemus, the giant son of Poseidon and one of the Cyclops threw these boulders into the sea in his rage against Ulysses, as told in Homer’s Odyssey.
The drive along Cyclops Riviera will offer you a chance to witness the natural beauty of the place and also to learn more about the fascinating legends of the place.
Drop off at accommodation in Catania.
Day 13: Street Food Tour Of Catania
Experience the bustling and authentic atmosphere of Catania’s central fish market on a guided tour.
Starting in Piazza Duomo, where you will receive a brief overview of the city’s history, the tour delves into the unique Pescheria market. As you taste fresh fish and listen to your guide’s insights into the market and its vendors, you’ll get a glimpse into the daily life of Catania.
The tour also includes a visit to Villa Pacini, where locals gather each morning to play Sicilian card games, offering a glimpse into the “real life” of the city.
Indulge in the local delicacy of arancini, and then delve into the hidden underground world of the Amenano river flowing through a lava tunnel.
Your guide will lead you through the city, sharing interesting history and anecdotes about each food item you try, from spicy anchovies to baked cipollina and a celebratory toast. The tour also includes a visit to the majestic Castello Ursino and concludes with a sweet treat, such as a seasonal granita with brioche or a delicate minnuzza cake.
Historical Museum Of The Landing In Sicily & Catania War Cemetery
The Historical War Museum offers an in-depth look at the Allied landings on the southern coast of Sicily in July 1943 and their impact on the local population.
The museum features multiple galleries and exhibits displaying photographs, newspaper clippings, and various artifacts from World War II.
Another important stop for those interested in the war’s history is the Catania War Cemetery, which serves as the final resting place for 2,135 soldiers who died in the later stages of the Italian campaign during World War II. Many of these soldiers fell in the intense fighting in Catania and the battle for the Simeto River bridgehead.
Guided Tour Of Taormina & It’s Theatre
Taormina is famous for its ancient Greek theater, which dates back to the 3rd century BC. This historic theater is one of the main attractions of Taormina and offers an unparalleled view of the coastline and Mount Etna.
Your expert guide will take you through the charming streets of the town, the tour will also include a visit to the ancient theater, where you will learn about its history and significance, as well as the opportunity to take in the breathtaking views. Additionally, the tour may also include a visit to other notable sites in Taormina such as the medieval castle and the beautiful Piazza IX Aprile.
The theater is a masterpiece of ancient Greek engineering and a symbol of Taormina’s rich heritage and cultural significance.
Drop off at accommodation in Catania.
Day 14: Private Transfer From Catania Hotel To Airport
Your 2-week tour of Southern Italy and Sicily comes to a close with your private driver unpacking your luggage at the airport and wishing you a fond farewell before you return home.
Get A Complimentary Custom Version Of This Itinerary
This 2-week itinerary has highlighted just a few of the many experiences that you can have while visiting this beautiful region. From the ancient ruins of Paestum to the stunning beaches of the Amalfi Coast, from the vibrant street markets of Palermo to the ancient Greek temples of Agrigento, there is truly something for everyone in Southern Italy and Sicily.
We hope that this itinerary has provided you with inspiration and a general idea of what to expect when planning a trip to this beautiful part of the world. However, we understand that every traveler is different, and therefore, we would be happy to help you create a customized version of this itinerary, tailored to your interests, budget, and preferences.
Contact our tour planning team using the contact form below.
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