Southern Italy & Sicily

Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily's capital Palermo and its Moorish and Norman influences. Explore Agrigento's ancient Valley of the Temples and the Ancient Roman mosaics of Piazza Armerina. Travel to the historic hilltop town of Taormina. Visit a local winery for a wine tasting and agriturismo dinner. Venture to the ancient cave dwellings of Sassi di Matera. Explore Sorrento and stunning Positano, the pearl of the Amalfi Coast. Walk in the footsteps of ancient Romans in the excavated Pompeii. Allow the unique culture to capture your heart and get a glimpse into an age-old heritage composed of ancient monuments and cultivated lands.

Call (207) 623-4591 for more information or to book today! Mention code 18500050

Tour Operator
Offer valid through 9/30/2024
13 Days
Day 1PalermoThe hidden treasures of Southern Italy and Sicily are yours to explore, for it's here you'll find breathtaking scenery, historic cities, centuries-old hilltop villages and iconic cuisine.
Day 2PalermoYour Italian sojourn opens in Palermo, the capital of Sicily. Discover the city's vibrant culture as you take in its gritty, unshakable spirit and captivating energy. Tonight, join your fellow travelers for a welcome dinner featuring authentic Sicilian cuisine.
Day 3PalermoBegin the day with an extensive walking tour of Palermo's old town. On foot, uncover cobblestoned piazzas and ornate buildings, many worn by time and conflict. Visit hilltop Monreale (UNESCO), ascending 92 steps to its 12th-century cathedral. Tour its majestic Byzantine mosaics and explore the cathedral's cloisters. Take in the serene atmosphere of the monastic complex before returning to Palermo for an evening at leisure.
Day 4PalermoThis morning, journey to a family-owned farmhouse, picturesquely set in the hills surrounding Palermo. Meet the owners and discover what a typical day on a Sicilian farm is like. Sit back and tuck into a hearty farm-to-table lunch, made with family recipes. Relax aboard your bus as you travel over rolling hills and peaceful farmland to Sicily's southern coast for a 2-night stay in the outskirts of Agrigento.
Day 5AgrigentoThis morning, it's your choice! Enjoy time at leisure at your hotel, where you can take in the views from its panoramic terrace and walk along the beach -OR- venture into Agrigento's old town for a stroll through its historic center and free time to explore. This afternoon, step back 25 centuries and delve into ancient Greek history with a visit of the stunning Valley of the Temples (UNESCO), one of the world's most esteemed archeological sites. Get an up-close view of the temples of Juno, Concordia, and Hercules during an extensive walking tour of this ancient acropolis. Then, pause for dinner at a local restaurant before returning to your hotel.
Day 6AgrigentoVenture deep into Sicily's countryside to Piazza Armerina, home of the ancient Villa Romana del Casale (UNESCO). Explore the site with an expert insider for a locally guided tour of its impressive Roman mosaics. In the afternoon, journey east to Sicily's Ionian Coast for your 2-night stay in Giardini Naxos. This evening, perhaps you'll join an optional dinner with music, where traditional Sicilian melodies fill the air.
Day 7Giardini NaxosThis morning explore beautiful Taormina, home to ancient relics, rocky hills, and charming gardens. With an expert local guide, you'll stroll the lively pedestrianized main street and climb to the city's well-preserved Greek theatre. The afternoon is yours to relax in Giardini Naxos - the "garden of Sicily" - or opt to see Sicily's wilder side on an off-road adventure to Mount Etna. During this optional tour, your vehicle climbs along the sides of Europe's largest active volcano while you take in views of its lava formations and basalt rocks.
Day 8Giardini NaxosTake a short and scenic ferry ride across the narrow Strait of Messina, separating Sicily from Italy's mainland. During your full day bus transfer, pass through the unspoiled region of Calabria and onto the Basilicata region. Wander through the twisting vines of a local winery before touring the cellar for a tasting. Linger over regional cuisine at dinner in the winery's agriturismo restaurant.
Day 9MateraExplore the Sassi di Matera (UNESCO), an ancient settlement of carved cave dwellings. A local guide shares the history and explains why film producers are seeking out this unique landscape. The afternoon is at leisure. Perhaps you'll join an optional tour to Alberobello (UNESCO) in the nearby region of Puglia. Here, marvel at the town's whimsical trulli homes, known for their distinct, cone-shaped roofs.
Day 10MateraStop at a sustainable buffalo dairy farm* for a taste of freshly made mozzarella and a peek into the history of this iconic cheese. After lunch at the farm, transfer to the Sorrentine Peninsula and settle in for a 2-night stay.** During a walking tour, discover the charms of Sorrento and learn about the local tradition of wood marquetry.
Day 11SorrentoThis morning, take in the sights and colors of the Mediterranean Sea as you sail*** along the initial stretch of the breathtaking Amalfi Coast (UNESCO). Gaze out over the deep blue hues of the sea paired with the bright citrus fruits lining the hillsides. Pause in Positano with its pastel-colored houses and pebbly beaches. Spend time in this legendary locale browsing the posh boutiques or resting along the beach, before returning to Sorrento for an afternoon at leisure.
Day 12SorrentoJourney north to Rome. En route, experience the excavated ruins of Pompeii (UNESCO). Here, it's your choice! Soak in the history of this 2,000-year-old Roman town at your own pace by picking between a leisurely walking tour of Pompeii's essential sights -OR- a faster paced walk covering more off-the-beaten-path gems. Step into another time as you explore the preserved buildings and imagine life in the 1st century. An afternoon-long transfer leads to Rome, where you arrive in the early evening. Celebrate the end of your journey with a delightful farewell dinner.
Day 13RomeYour tour comes to a close today.

Click Quote or call us to get additional information on your chosen travel date. Special offers or competitive pricing may be available!

DatePrice / DescriptionQuote
06/07/2025$3,999.00* (USD) / Land OnlyQuote
06/14/2025$3,999.00* (USD) / Land OnlyQuote
06/21/2025$3,999.00* (USD) / Land OnlyQuote
06/28/2025$3,999.00* (USD) / Land OnlyQuote
07/12/2025$3,999.00* (USD) / Land OnlyQuote
07/19/2025$3,999.00* (USD) / Land OnlyQuote
07/26/2025$3,999.00* (USD) / Land OnlyQuote
08/09/2025$3,999.00* (USD) / Land OnlyQuote
08/28/2025$3,999.00* (USD) / Land OnlyQuote
09/04/2025$4,299.00* (USD) / Land OnlyQuote
09/06/2025$4,299.00* (USD) / Land OnlyQuote
09/11/2025$4,299.00* (USD) / Land OnlyQuote
09/18/2025$4,299.00* (USD) / Land OnlyQuote
09/27/2025$4,299.00* (USD) / Land OnlyQuote
10/02/2025$4,299.00* (USD) / Land OnlyQuote
10/04/2025$4,299.00* (USD) / Land OnlyQuote
10/09/2025$4,299.00* (USD) / Land OnlyQuote
10/18/2025$3,999.00* (USD) / Land OnlyQuote
10/23/2025$3,999.00* (USD) / Land OnlyQuote
10/25/2025$3,999.00* (USD) / Land OnlyQuote
11/06/2025$3,599.00* (USD) / Land OnlyQuote
11/15/2025$3,599.00* (USD) / Land OnlyQuote
12/06/2025$3,599.00* (USD) / Land OnlyQuote
01/24/2026$3,599.00* (USD) / Land OnlyQuote
02/28/2026$3,599.00* (USD) / Land OnlyQuote
03/07/2026$3,899.00* (USD) / Land OnlyQuote
03/14/2026$3,899.00* (USD) / Land OnlyQuote
04/11/2026$3,899.00* (USD) / Land OnlyQuote
04/18/2026$3,899.00* (USD) / Land OnlyQuote
04/25/2026$4,199.00* (USD) / Land OnlyQuote
04/30/2026$4,199.00* (USD) / Land OnlyQuote
05/07/2026$4,199.00* (USD) / Land OnlyQuote
05/09/2026$4,199.00* (USD) / Land OnlyQuote
05/14/2026$4,199.00* (USD) / Land OnlyQuote
05/16/2026$4,199.00* (USD) / Land OnlyQuote
05/21/2026$4,199.00* (USD) / Land OnlyQuote
NH Palermo - Palermo, Italy
Baia di Ulisse - Agrigento, Italy
Una Hotel Naxos Beach Sicilia - Giardini Naxos, Italy
UNAHOTELS MH Matera Hotel - Matera, Italy
Hotel Michelangelo - Sorrento, Italy
Massimo D'Azeglio Hotel - Rome, Italy
* NOTE: Tour prices are land only rates based on per person, double occupancy. Some dates may feature various changes in hotels, sightseeing and inclusions. Please confirm your specific itinerary at the time of booking. Government taxes and fees are additional. Land rates are guaranteed at time of deposit. Certain taxes and fees are to be paid upon exiting the country in local currencies.
Airfare is additional and is available through Collette Vacations.


  • Southern Italy & Sicily

    From $3,599.00 (USD)

    Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily's capital Palermo and its Moorish and Norman influences.

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