Explore Sicily and Malta – two island paradises nestled amongst the deep blue waves of the Mediterranean. Sample specialties in Palermo’s colorful food market. Meet a countess in her medieval palace. Taste award-winning olive oil and learn about the Slow Food movement at a local farm. Explore Agrigento’s Valley of the Temples (UNESCO) with a guide at twilight. Spend three nights in Taormina, perched above the Ionian Sea. See Mount Etna from a different perspective on an off-road excursion. Engage with Malta’s dynamic past on a leisurely 3-night stay. Discover how ancient traditions blend into modern society as you travel along timeless Italian and Maltese towns.

MUST-SEE INCLUSIONS

  • Immerse yourself in ancient history and visit the Valley of the Temples (UNESCO) at dusk.
  • Pass by Baroque architecture and wrought iron balconies on a winding walking tour of Ragusa (UNESCO).
  • Spend three nights in Taormina (UNESCO) and explore its iconic Greek theatre.

CULINARY INCLUSIONS

  • Sample Sicilian "street food" during a walking tour of Palermo's Ballarò Market.
  • Taste award-winning olive oil and learn about the Slow Food movement at a local farm.
  • Delve into the history of Marsala wine during a visit to a local cellar.

CULTURAL EXPERIENCES

  • Ascend the sides of Mount Etna (UNESCO) on off-road vehicles.
  • Soak up the island ambiance of Malta with a 3-night stay in St. Julian's.
  • Visit a medieval palace where you’re welcomed by a countess.

HOTELS

INCLUDED

Stay:
  • 15 Days
  • 14 Nights
Meals:
  • 12 Breakfasts
  • 3 Lunches
  • 6 Dinners
day 1

Overnight Flight

You’re on your way to Sicily – an island paradise nestled amongst the deep blue waves of the Mediterranean. Look past the Italy you think you know and see how this coastal farmland balances ancient traditions and modern comforts.

Accommodation: Hotel Porta Felice
day 2

Palermo, Italy - Tour Begins

Start your journey in Palermo (UNESCO), Sicily’s welcoming capital city. Uncover the island’s deeply rooted heritage, teeming with Arab-Norman architectural masterpieces and delicate Classical designs. Come to know your fellow travelers over a welcome dinner.

Meals: Dinner
Accommodation: I Mulini Resort
day 3

Palermo

Begin your adventure tasting your way through Palermo’s lively markets on a walking tour unveiling the city’s historical center and introducing you to traditional Sicilian street food, which layers Oriental and Norman influences with local produce such as wild fennel, olives and spices. This afternoon, head to Monreale Cathedral, ascending on foot to see its majestic Byzantine mosaics. Then, it’s your choice! Explore the cathedral’s cloisters, taking in their serene atmosphere of the monastic complex -OR- ascend the southern tower to the panoramic terraces for a bird’s-eye view over Palermo. End your day at a medieval palace, where a countess guides you through her family’s home before pausing for an aperitif and hors d’oeuvres.

Meals: Breakfast & Lunch
Accommodation: I Mulini Resort
day 4

Palermo - Impact Moment - Trapani

Experience an impact moment with Addiopizzo, an anti-Mafia nonprofit that supports locals who refuse to pay the Mafia’s protection fees. Visit Capaci, the site of a terrorist act led by the Mafia, and pay tribute to fallen activists. Chat with locals for a personal perspective and learn how they overcame the Mafia’s reign. As the day draws to a close, settle into Trapani for two nights and watch the sunset fade against the crashing waves and whirling windmills.

Meals: Breakfast
Accommodation: Baia di Ulisse Hotel
day 5

Trapani - Isle of Mozia - Marsala - Optional Excursion

Venture to the isle of Mozia, once a great trading port for the Phoenician, Greek and Roman civilizations. On the way, sail next to a submerged Roman road, once traversed on foot. Explore Mozia with a guide, visiting the ruins of its ancient port, and a museum featuring impressive Greek statuary. Then continue to Marsala, heading down into a cellar for a taste of its renowned wine. The remainder of the day is yours. Perhaps you will join an optional tour to Erice to visit Maria Grammatico’s famous bakery for a hands-on pastry-making class.

Meals: Breakfast
Accommodation: NH Collection Hotel
day 6

Trapani - Agrigento - Valley of the Temples - Agrigento

Begin in Mazara del Vallo, a humble fishermen city with ties to Tunisia. Head to an award-winning olive grove and learn about the Slow Food movement, which supports local cultures and preserves traditions. Try their unique olive oil at lunch before departing for Agrigento, where ancient roots and medieval buildings blend into modernity. Wander through the Valley of the Temples (UNESCO) with a guide at dusk.

Meals: Breakfast, Dinner & Lunch
Accommodation: NH Collection Hotel
day 7

Agrigento - Piazza Armerina - Taormina

Venture deep into Sicily’s countryside to Piazza Armerina, home of the ancient Villa Romana del Casale (UNESCO), and explore the site with an expert insider for a locally guided tour of its impressive mosaics. In the afternoon, journey along the Ionian Coast to Taormina, a seaside hub of ancient Greek theaters and hilly walkways. Settle into your new home for the next three nights before enjoying Sicilian food at dinner, surrounded by local musicians.

Meals: Breakfast & Dinner
Accommodation: NH Collection Hotel
day 8

Taormina

Discover Taormina with a local guide, leading you to the city’s Duomo, public gardens, and the well-preserved Greek theater. Walk in the footsteps of ancient attendees and take in an unparalleled viewpoint of the adjacent ocean. Spend the afternoon on your own. Perhaps you’ll grab a bite to eat at a sidewalk café, or peruse the local boutiques for handcrafted souvenirs.

Meals: Breakfast
Accommodation: Poggio del Sole Hotel
day 9

Taormina - Mount Etna - Taormina

See Sicily’s wilder side on an off-road adventure to Mount Etna. Stare up at the iconic peak as your vehicle climbs along the sides of Europe’s largest active volcano. Spend the day exploring this legendary giant, passing by lava formations and basalt rocks.

Meals: Breakfast
Accommodation: Poggio del Sole Hotel
day 10

Taormina - Ragusa

Make your way to Ragusa (UNESCO), an ancient city perched upon a hill. Meander through its Baroque neighborhood with an expert guide, passing by winding lanes, cobblestone streets, and wrought iron balconies. Make the most of a free afternoon to explore on your own. As the sun sets, retreat to your countryside resort just outside the city.

Meals: Breakfast & Dinner
Accommodation: Land's End Boutique Hotel
day 11

Ragusa - Optional Excursion

The entire day is yours. With free time, you might choose to relax in the countryside and enjoy the resort’s amenities. Or, perhaps you will join an optional tour to the picture-perfect towns of Scicli and Modica, where you’ll enjoy a savory brunch at a ricotta farm before continuing to an Aztec chocolate shop for some sweet samples.

Meals: Breakfast & Dinner
Accommodation: Land's End Boutique Hotel
day 12

Ragusa - Pozzallo - Ferry to Malta - Three Cities - Sliema

Grab your bags* and hop on a ferry** in Pozzallo. Say goodbye to Italy and venture to the island paradise of Malta, one of the smallest countries in the world. Start your exploration in Three Cities, a conglomeration of three fortified cities of medieval heritage. Once the setting of battles by the Knights of Malta, this area preserves endless layers of the past. Connect with the heart of the neighborhood at a Band Club, where locals gather to learn music and marching for the local festivals. Your day ends in Sliema, your home for the next three nights.

Meals: Breakfast & Lunch
Accommodation: Land's End Boutique Hotel
day 13

St. Julian’s - Valletta - St. Julian’s

Your adventure continues in Valletta, the capital of Malta. Discover this fortified city on a guided walking tour. You’ll take in the picturesque Barrakka Gardens overlooking the harbor, featuring a charming blend of natural beauty and terraced arches. Then it’s your choice! Visit the private home of a modern-day Knight of Malta -OR- tour the masterpieces of Valletta’s Cathedral featuring Mattia Preti and Caravaggio. As the day draws to a close, enjoy a farewell dinner with your fellow travelers as you recount memories of the Mediterranean islands.

Meals: Breakfast & Dinner
day 14

St. Julian’s - Tour Ends

Say goodbye to Malta and the Mediterranean as your tour comes to a close today.

Meals: Breakfast
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