Intrepid Travel

Rome to Sicily

Rome to Sicily

Starting in Italy’s ‘Eternal City’ of Rome, this epic adventure will take you through the Amalfi coastline to Calabria and Sicily over 23 days. Learn about the catastrophic fate of Pompeii, soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast, before heading south to Calabria – a hidden gem for those who stray off Italy’s beaten path. Continue to bustling Sicily, with the volcanic valleys of Mt. Etna, the timeworn streets of Syracuse, the Baroque wonders of Ragusa, the ruins of the Valley of Temples and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of southern Italy.

Activities

  • Naples – Leader-led orientation walk
  • Naples – café sospeso
  • Pompeii – Archaeological Site
  • Pompeii – Walking Tour with Local Guide
  • Mt Vesuvius – Crater Rim Walk & Summit Climb
  • Sorrento – Limoncello Tasting
  • Sorrento – Gelato Making Demonstration
  • Amalfi – Walk of the Gods Hike (Sentiero degli Dei)
  • Amalfi – Coastal Ferry Cruise Positano to Amalfi
  • Civita – Nature based hike
  • Tropea – Stromboli by Night
  • Reggio Calabria – Archaeological Museum
  • Taormina – private boat excursion
  • Taormina – leader led orientation walk
  • Catania – leader led orientation walk
  • Catania – local granita tasting
  • Mt Etna – Day Trip
  • Siracusa – Leader-led Orientation Walk
  • Noto & Ragusa – Day Trip
  • Agrigento – Guided visit Valley of the Temples
  • Erice – local sweets tasting
  • Palermo – Anti-Mafia Movement Tour

Highlights

  • Wander around Rome’s famous landmarks including the Colosseum – one of the Seven Wonders of the World – as well as Vatican City, Sistine Chapel, St Peter’s Basilica and many more.
  • Explore the ruins of ancient Pompeii, which emerged from the ashes after thousands of years, and peek inside the steaming crater of Mt Vesuvius – the volcano that destroyed it.
  • Hike among the olive groves on the Path of the Gods along the spectacular Amalfi Coast.
  • Get up close and personal with the active volcanoes scattered across the Aeolian Islands and perhaps take a dip in one of the Sulphur springs.
  • Search the crumbling Greek and Roman ruins in the charming seaside town of Taormina and maybe indulge in some deliciously fresh seafood.

05/15/2025 through 09/29/2027
05/15/2025 through 10/03/2027

Day 1 Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.

Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city.

With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover!
Day 2

Pompeii, Italy, is a mesmerizing time capsule that invites travelers to step back into the world of ancient Rome. Once a thriving city, Pompeii was abruptly buried under volcanic ash and pumice following the catastrophic eruption of Mount Vesuvius in 79 AD. This tragic event preserved the city in remarkable detail, allowing visitors today to walk the cobbled streets and witness a snapshot of Roman life, from grand villas and bathhouses to bakeries and amphitheaters. Pompeii's archaeological park, a UNESCO World Heritage Site, is a sprawling complex where tourists can explore fascinating sites like the Forum, the Temple of Apollo, and the House of the Faun, one of the largest and most opulent residences that still showcases stunning mosaics.

A visit to Pompeii is incomplete without a tour of the Villa of the Mysteries, famed for its vividly preserved frescoes depicting enigmatic rituals possibly related to the cult of Dionysus. For a more intimate experience, wander through the Lupanar, Pompeii’s largest brothel, with its unique erotic frescoes that provide insights into the daily life of the city's inhabitants. The Baths of Pompeii, including the Forum Baths and the Stabian Baths, offer a glimpse into the sophisticated Roman bathing culture, complete with well-preserved mosaics and marble fixtures.

What makes Pompeii truly extraordinary is the vivid sense of life and tragedy that permeates its ruins. The plaster casts of victims, frozen in their final moments, evoke a powerful emotional response and provide a hauntingly real connection to this ancient disaster. The Garden of the Fugitives, where many of these casts are displayed, is both a somber and compelling reminder of the eruption's suddenness and impact on the city.

Fun fact: Did you know that Pompeii was only rediscovered in the 18th century? The site was lost for nearly 1,700 years under layers of ash and was accidentally found during the construction of a palace. Since then, continuous excavations have revealed more about the daily lives of ancient Romans, and Pompeii has become one of Italy's most visited tourist attractions. Visiting Pompeii offers a rare opportunity to connect with history on a deeply personal level and to witness one of the world's most remarkable archaeological wonders.


Day 3

Pompeii, Italy, is a mesmerizing time capsule that invites travelers to step back into the world of ancient Rome. Once a thriving city, Pompeii was abruptly buried under volcanic ash and pumice following the catastrophic eruption of Mount Vesuvius in 79 AD. This tragic event preserved the city in remarkable detail, allowing visitors today to walk the cobbled streets and witness a snapshot of Roman life, from grand villas and bathhouses to bakeries and amphitheaters. Pompeii's archaeological park, a UNESCO World Heritage Site, is a sprawling complex where tourists can explore fascinating sites like the Forum, the Temple of Apollo, and the House of the Faun, one of the largest and most opulent residences that still showcases stunning mosaics.

A visit to Pompeii is incomplete without a tour of the Villa of the Mysteries, famed for its vividly preserved frescoes depicting enigmatic rituals possibly related to the cult of Dionysus. For a more intimate experience, wander through the Lupanar, Pompeii’s largest brothel, with its unique erotic frescoes that provide insights into the daily life of the city's inhabitants. The Baths of Pompeii, including the Forum Baths and the Stabian Baths, offer a glimpse into the sophisticated Roman bathing culture, complete with well-preserved mosaics and marble fixtures.

What makes Pompeii truly extraordinary is the vivid sense of life and tragedy that permeates its ruins. The plaster casts of victims, frozen in their final moments, evoke a powerful emotional response and provide a hauntingly real connection to this ancient disaster. The Garden of the Fugitives, where many of these casts are displayed, is both a somber and compelling reminder of the eruption's suddenness and impact on the city.

Fun fact: Did you know that Pompeii was only rediscovered in the 18th century? The site was lost for nearly 1,700 years under layers of ash and was accidentally found during the construction of a palace. Since then, continuous excavations have revealed more about the daily lives of ancient Romans, and Pompeii has become one of Italy's most visited tourist attractions. Visiting Pompeii offers a rare opportunity to connect with history on a deeply personal level and to witness one of the world's most remarkable archaeological wonders.


Day 4

Nestled along the cliffs of the Gulf of Naples, Sorrento will charm you with its picturesque scenery and breathtaking coastal views. Three hours south of metropolitan Rome, Sorrento provides easy access to many of Italy’s most beloved destinations, including Naples, Pompeii, Amalfi, and Capri. Swim near the piers of Sorrento’s Marina Grande, stroll the delightfully Mediterranean Piazza Tasso, nibble on lemony gelato and fresh seafood, or travel north to the Parco Regionale dei Monti Lattari to hike the peninsula’s stunningly verdant mountainside. Sparkling Sorrento awaits!


Day 5

Nestled along the cliffs of the Gulf of Naples, Sorrento will charm you with its picturesque scenery and breathtaking coastal views. Three hours south of metropolitan Rome, Sorrento provides easy access to many of Italy’s most beloved destinations, including Naples, Pompeii, Amalfi, and Capri. Swim near the piers of Sorrento’s Marina Grande, stroll the delightfully Mediterranean Piazza Tasso, nibble on lemony gelato and fresh seafood, or travel north to the Parco Regionale dei Monti Lattari to hike the peninsula’s stunningly verdant mountainside. Sparkling Sorrento awaits!


Day 6

Amalfi, Italy, is a gem nestled along the world-famous Amalfi Coast, where dramatic cliffs meet the shimmering Mediterranean Sea. This enchanting town, once a powerful maritime republic, is now a beloved destination for those seeking a blend of history, culture, and breathtaking natural beauty. The heart of Amalfi is its bustling Piazza del Duomo, dominated by the stunning Amalfi Cathedral. With its striking Arab-Norman architecture, bronze doors from Constantinople, and beautifully ornate interior, this 9th-century cathedral is a must-visit for anyone intrigued by Italy's rich historical tapestry. Climbing the 62 steps to the cathedral’s entrance rewards visitors with a commanding view of the lively square below, filled with quaint cafes, boutique shops, and the joyful hum of daily life.

Just steps away from the cathedral lies the Chiostro del Paradiso, a peaceful cloister dating back to the 13th century that showcases Moorish-influenced architecture and houses the tombs of Amalfi’s nobility. The adjacent Museo della Carta offers a fascinating glimpse into the town’s history as a medieval center of papermaking, where visitors can witness traditional techniques still in practice today. Wandering through Amalfi's labyrinthine streets reveals charming piazzas, vibrant ceramics shops, and delightful spots serving limoncello, the zesty lemon liqueur made from locally grown lemons. For those with a sweet tooth, indulging in a delicious sfogliatella, a shell-shaped pastry filled with ricotta and citrus, is a must.

Amalfi also serves as a gateway to the natural wonders of the Amalfi Coast. The Valle delle Ferriere is a serene nature reserve just a short hike from the town center, where visitors can escape the crowds and immerse themselves in lush greenery, cascading waterfalls, and ancient ruins. The valley is named after its historic ironworks, some of which still stand today. For those who prefer the sea, Amalfi’s pebble beaches, such as Marina Grande, offer the perfect spot to bask in the sun or take a refreshing dip in the crystal-clear waters. Boat tours along the coast provide a unique perspective of the region’s dramatic cliffs and hidden coves, including the famed Emerald Grotto, known for its dazzling green waters.

Fun fact: Amalfi was one of the four great maritime republics of Italy, alongside Venice, Pisa, and Genoa. During its peak in the 10th and 11th centuries, Amalfi established the Amalfi Tables, the earliest known maritime code that governed the Mediterranean Sea. These regulations were so influential that they remained in effect until 1570, demonstrating Amalfi’s historical significance as a formidable maritime power. Today, this legacy lives on, not only in its historical sites but also in the town’s enduring spirit of adventure and discovery.


Day 7

Perched on the cliffs of Italy's Amalfi Coast, Positano is a picturesque haven renowned for its dramatic beauty and charming character. This coastal gem is celebrated for its colorful, cascading buildings that cling to the steep hillsides, offering stunning views of the turquoise waters of the Tyrrhenian Sea. The town’s narrow, winding streets are lined with boutique shops, cafes, and restaurants, inviting visitors to explore its vibrant atmosphere. The iconic Spiaggia Grande, Positano’s main beach, is a perfect spot to relax and take in the breathtaking scenery, framed by the dramatic cliffs and azure sea.

For those who love to wander, Positano’s maze-like streets lead to hidden treasures, such as the Church of Santa Maria Assunta. This historic church is famous for its striking dome covered in majolica tiles and its beautiful Byzantine icon of the Black Madonna. A stroll through the town also reveals charming artisan shops where you can purchase locally made limoncello, ceramics, and exquisite linen clothing, reflecting the region’s artisanal traditions.

The surrounding landscape offers ample opportunities for adventure. Hike the Path of the Gods, a renowned trail that provides panoramic views of the Amalfi Coast and connects Positano to other scenic towns like Nocelle and Bomerano. This hike showcases the rugged beauty of the coastline and the lush Mediterranean vegetation. Additionally, Positano is a gateway to exploring nearby gems such as the island of Capri and the historic ruins of Pompeii, both easily accessible via boat or car.

Fun fact: Positano is often referred to as "the vertical town" due to its unique layout on the steep cliffs. This distinctive topography not only creates its stunning visual appeal but also results in a fascinating array of microclimates and vistas within a relatively small area.


Day 8 Situated between magnificent Mount Vesuvius and the glittering Tyrrhenian Sea, Naples is the perfect destination for history and archaeology aficionados and lovers of savory Italian eats. Marvel at the ruins of Pompeii and Herculaneum, explore the San Gennaro Catacombs, and end your day with authentic Neapolitan pizza.
Day 9
Day 10
Day 11
Day 12 Stromboli is a small volcanic island in the Tyrrhenian Sea, just off the north coast of Sicily. Referred to by some as the "Lighthouse of the Mediterranean," Stromboli is in a constant state of mild volcanic activity, so don't venture out on a hike without an experienced guide. Stromboli was also featured in Jules Verne's Journey to the Centre of the Earth as the protagonists' exit point.
Day 13

Reggio Calabria, located at the tip of Italy’s toe, is a city where ancient history and natural beauty converge in spectacular fashion. One of the city's most renowned landmarks is the Bronzi di Riace, two magnificent bronze statues from the 5th century BC that were discovered off the coast of Riace in 1972. These statues are celebrated as masterpieces of Greek art and are housed in the National Archaeological Museum of Reggio Calabria.

Beyond its archaeological treasures, Reggio Calabria boasts stunning natural vistas, particularly from its Lungomare promenade. Often cited as one of the most beautiful waterfronts in Italy, the Lungomare offers panoramic views of the Strait of Messina and Mount Etna. The promenade is perfect for leisurely strolls, allowing visitors to soak in the sea breeze and marvel at the picturesque scenery.

The city's culinary scene is another highlight, with a focus on traditional Calabrian dishes. Don’t miss the opportunity to sample ’nduja, a spicy spreadable salami that is a local specialty. The city’s vibrant markets and local eateries provide a genuine taste of Calabrian cuisine.

For a touch of local culture, visit the Cathedral of Reggio Calabria, a stunning example of Norman architecture. The cathedral’s intricate mosaics and historic charm reflect the city’s rich cultural tapestry. The best time to visit Reggio Calabria is from April to October when the weather is warm and ideal for exploring the city's many outdoor attractions.

Fun fact: Reggio Calabria is home to the Gambino Vineyard, where you can explore local winemaking traditions and taste some of the region’s finest wines.


Day 14 Catania
Day 15 Catania
Day 16 Catania
Day 17 On the East coast of Sicily is the city of Syracuse. Some people says that it has the best natural harbour of Italy. Once a great rival to ancient Athens, the old city is based in a small island next to the coast and contains many historical buildings. Archimedes lived and died here. Catania is a city that dates from the 18th century, reconstructed after a series of earthquakes. Mount Etna, the greater active volcano of Europe, is close and its continuous eruption attracts many tourists.

Visit the archaeological museum Paolo Orsi. Break for lunch in a noble villa in the gulf in front of the island of Ortigia. Explore the city and its monuments, such as the Greek theather and the Dyonisus’s Ear. Tour Ortigia, historical centre of the city and visit Palazzo Bellomo to see paintings by Caravaggio and Antonello da Messina.
Day 18 On the East coast of Sicily is the city of Syracuse. Some people says that it has the best natural harbour of Italy. Once a great rival to ancient Athens, the old city is based in a small island next to the coast and contains many historical buildings. Archimedes lived and died here. Catania is a city that dates from the 18th century, reconstructed after a series of earthquakes. Mount Etna, the greater active volcano of Europe, is close and its continuous eruption attracts many tourists.

Visit the archaeological museum Paolo Orsi. Break for lunch in a noble villa in the gulf in front of the island of Ortigia. Explore the city and its monuments, such as the Greek theather and the Dyonisus’s Ear. Tour Ortigia, historical centre of the city and visit Palazzo Bellomo to see paintings by Caravaggio and Antonello da Messina.
Day 19

Agrigento, located on the southern coast of Sicily, is a city steeped in history and renowned for its ancient Greek ruins. The crown jewel of Agrigento is the Valley of the Temples, a UNESCO World Heritage Site and one of the most spectacular archaeological sites in the Mediterranean. Visitors can marvel at the remarkably preserved Temple of Concordia, which dates back to the 5th century BC and is considered one of the best-preserved Greek temples in the world. Other temples, such as the Temple of Hera and the Temple of Zeus, provide further insight into the grandeur of ancient Akragas, as Agrigento was once known.

Beyond its historical significance, Agrigento offers a rich cultural experience. The city’s old town is filled with narrow streets, Baroque churches, and charming piazzas where visitors can immerse themselves in Sicilian life. Don’t miss the Cattedrale di San Gerlando, a stunning example of medieval architecture that overlooks the city. The Regional Archaeological Museum of Agrigento houses fascinating artifacts that bring the ancient past to life, making it a must-visit for history enthusiasts.

Agrigento also boasts a stunning coastline, and nearby Scala dei Turchi is a major draw for visitors. This natural limestone formation, with its stark white cliffs cascading into the crystal-clear Mediterranean waters, is perfect for sunbathing or taking a scenic walk along the beach. Fun fact: Scala dei Turchi is said to have been a hiding place for pirates during the Ottoman Empire, adding a layer of mystique to this already captivating landscape.

For the best experience, visit Agrigento between April and June, or September and October, when the weather is mild and the crowds are smaller. This charming blend of history, culture, and natural beauty makes Agrigento a must-visit destination for any traveler to Sicily.


Day 20
Day 21

Palermo, the vibrant capital of Sicily, Italy, is a city where history, culture, and gastronomy converge in a kaleidoscope of experiences. A walk through Palermo is like stepping into a living museum, where Byzantine, Arab, Norman, and Baroque influences blend seamlessly. The Palermo Cathedral, a masterpiece of architectural evolution, showcases a mix of styles from its Norman origins to later Baroque and Neoclassical elements. Visitors can marvel at its intricate façade and explore the royal tombs within.

One of Palermo’s most captivating sites is the Capella Palatina, an exquisite chapel within the Norman Palace. Adorned with stunning mosaics and golden Byzantine artwork, this chapel reflects the grandeur of Sicily’s medieval period. The palace itself, once a royal residence, offers a glimpse into the opulent past of Sicilian nobility.

The city's bustling markets are a sensory overload of vibrant colors and enticing aromas. The Mercato di Ballarò and Mercato della Vucciria are among the most famous, where you can experience the lively atmosphere and taste local delicacies like arancini (stuffed rice balls) and cannoli. These markets not only offer delicious food but also an immersive look into Palermo's daily life and traditions.

Fun fact: Palermo is known for its unique street food culture, with the city's market vendors offering some of the best street food in Italy. Be sure to try "pane con la milza," a traditional Sicilian sandwich made with spleen, a local delicacy.


Day 22

Palermo, the vibrant capital of Sicily, Italy, is a city where history, culture, and gastronomy converge in a kaleidoscope of experiences. A walk through Palermo is like stepping into a living museum, where Byzantine, Arab, Norman, and Baroque influences blend seamlessly. The Palermo Cathedral, a masterpiece of architectural evolution, showcases a mix of styles from its Norman origins to later Baroque and Neoclassical elements. Visitors can marvel at its intricate façade and explore the royal tombs within.

One of Palermo’s most captivating sites is the Capella Palatina, an exquisite chapel within the Norman Palace. Adorned with stunning mosaics and golden Byzantine artwork, this chapel reflects the grandeur of Sicily’s medieval period. The palace itself, once a royal residence, offers a glimpse into the opulent past of Sicilian nobility.

The city's bustling markets are a sensory overload of vibrant colors and enticing aromas. The Mercato di Ballarò and Mercato della Vucciria are among the most famous, where you can experience the lively atmosphere and taste local delicacies like arancini (stuffed rice balls) and cannoli. These markets not only offer delicious food but also an immersive look into Palermo's daily life and traditions.

Fun fact: Palermo is known for its unique street food culture, with the city's market vendors offering some of the best street food in Italy. Be sure to try "pane con la milza," a traditional Sicilian sandwich made with spleen, a local delicacy.


Day 23

Palermo, the vibrant capital of Sicily, Italy, is a city where history, culture, and gastronomy converge in a kaleidoscope of experiences. A walk through Palermo is like stepping into a living museum, where Byzantine, Arab, Norman, and Baroque influences blend seamlessly. The Palermo Cathedral, a masterpiece of architectural evolution, showcases a mix of styles from its Norman origins to later Baroque and Neoclassical elements. Visitors can marvel at its intricate façade and explore the royal tombs within.

One of Palermo’s most captivating sites is the Capella Palatina, an exquisite chapel within the Norman Palace. Adorned with stunning mosaics and golden Byzantine artwork, this chapel reflects the grandeur of Sicily’s medieval period. The palace itself, once a royal residence, offers a glimpse into the opulent past of Sicilian nobility.

The city's bustling markets are a sensory overload of vibrant colors and enticing aromas. The Mercato di Ballarò and Mercato della Vucciria are among the most famous, where you can experience the lively atmosphere and taste local delicacies like arancini (stuffed rice balls) and cannoli. These markets not only offer delicious food but also an immersive look into Palermo's daily life and traditions.

Fun fact: Palermo is known for its unique street food culture, with the city's market vendors offering some of the best street food in Italy. Be sure to try "pane con la milza," a traditional Sicilian sandwich made with spleen, a local delicacy.


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04/25/27 - 10/03/27

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