Join us in Sicily, one of Italy’s most beautiful and distinctive islands. This exclusive trip will be packed with up-close experiences in Sicilian culture, history, food and wine. 

We’ll explore the diverse landscapes, cuisine, wine and cultural treasures Sicily has to offer during this 10-day adventure that includes Palermo, Agrigento, Taormina and more.

This trip promises to be a special exploration of one of Italy’s most interesting and sought-after destinations.

Spend 10 nights in charming accommodations in the heart of ancient Sicily.

• Visit Europe’s most active volcano, Mount Etna, and taste impressive wines produced from grapes grown in its volcanic soil.

• Get off the tourist track to get a close-up view of distinctive Sicilian life, that includes a visit to Palermo’s famous outdoor food markets.

• Visit some of the most important and impressive ruins of Europe — from Greek temples to Roman theaters.

• Learn Sicilian culinary traditions in a hands-on cooking class alongside a local chef.

• Sample area wines and specialties during private exclusive tours with winemakers and their families.

• Enjoy dinners of local specialties prepared specifically for our group.

• Explore quaint villages and historical centers with experienced local guides plus time on your own.

• Take in the breathtaking views of eastern Sicily’s coastline on a half-day boat tour.

After arriving in Palermo, make your way independently to our hotel in Cefalù. Once checked in, take some time to relax and enjoy the beautiful seaside setting. This evening, meet your fellow travelers for a welcome dinner at a local restaurant, where we'll begin our Sicilian adventure together. Overnight in Cefalù.

After breakfast, depart for a half-day guided tour of Palermo, Sicily’s vibrant and historic capital. Highlights include a visit to nearby Monreale and its magnificent cathedral, widely regarded as one of the finest examples of Norman architecture in Sicily. Inside, marvel at the breathtaking golden mosaics depicting scenes from the Old and New Testaments—one of the greatest artistic achievements of the Middle Ages.

Continue into the heart of Palermo to explore the city’s lively markets, where colorful displays of fresh produce, seafood, and local specialties offer a glimpse into everyday Sicilian life. Along the way, sample some of Sicily’s most famous street foods and experience the city's unique blend of cultures and flavors.

This evening is yours to enjoy at leisure. Choose from one of Cefalù’s many excellent restaurants or dine with fellow travelers. Overnight in Cefalù.

After breakfast, depart for Sicily’s beautiful western coast. This morning, enjoy a guided visit to the remarkable archaeological site of Segesta, home to one of the best-preserved Greek temples in the world. Set amid rolling hills, the site offers a fascinating glimpse into Sicily’s ancient past and stunning panoramic views of the surrounding countryside.

Later, continue to our charming countryside retreat, La Foresteria in Menfi, nestled among vineyards and olive groves. After time to settle in, gather with your fellow travelers for a wine tasting and welcome dinner featuring regional specialties and wines produced on the estate.

Overnight at La Foresteria, Menfi. (B, D)

Enjoy a leisurely breakfast before immersing yourself in the flavors of Sicily during a hands-on cooking class with Chef Angelo. Learn the secrets behind traditional Sicilian dishes using fresh, local ingredients, then sit down to enjoy the delicious meal you've prepared together. Lunch will be paired with a selection of Planeta’s renowned wines, showcasing the best of the region’s winemaking traditions.

The remainder of the day is yours to enjoy at leisure. Relax by the pool, take in the peaceful vineyard views, or explore the surrounding countryside on a bike ride. Tonight, join your group for a light dinner. Overnight at La Foresteria, Menfi. (B, L, D)

After breakfast, depart for a scenic drive along Sicily’s southern coastline to Agrigento, home to the spectacular Valley of the Temples. This UNESCO World Heritage Site features some of the finest and best-preserved Doric temples in the world, offering a fascinating glimpse into the island’s ancient Greek heritage.

Following your visit, continue to the baroque town of Ragusa, known for its elegant architecture, charming piazzas, and picturesque streets. The remainder of the day is at leisure to explore at your own pace.

This evening, enjoy dinner on your own at one of Ragusa’s many inviting restaurants or cafés, where you can savor local Sicilian specialties in a beautiful setting.

Overnight in Agrigento, Ragusa or Syracuse. (B)

Following breakfast, enjoy a guided tour of Villa Romana del Casale, a Roman villa built in the 4th century that boasts the richest and largest collection of Roman mosaics in the world. Later, we’ll enjoy we’ll enjoy a special lunch of exquisite meats, including steak, at an area restaurant. Overnight Ragusa or Syracuse (B,L)

After breakfast, enjoy a leisurely day at your own pace in the beautiful baroque town of Ragusa. Take time to wander its charming streets, browse local shops, relax in a café, or simply soak in the atmosphere of this UNESCO-listed destination. You may also choose to explore nearby Ragusa Ibla, the town’s historic heart, known for its stunning architecture, elegant piazzas, and breathtaking views.

The day is yours to enjoy as you wish, whether that means sightseeing, shopping, or simply relaxing and embracing the slower pace of Sicilian life.

Overnight in Ragusa. (B)

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After breakfast, enjoy a free day to explore the enchanting city of Syracuse at your own pace. Stroll through the historic island of Ortigia, discover its picturesque piazzas and waterfront promenades, visit local markets and boutiques, or relax at one of the city's many cafés. Syracuse offers a wonderful blend of history, culture, and coastal beauty, making it the perfect place to spend a leisurely day.

Overnight in Syracuse. (B)

After breakfast, set out for an unforgettable excursion to Mount Etna, Europe's highest and one of the world's most active volcanoes. Explore its dramatic volcanic landscapes and take in breathtaking views of the surrounding countryside and coastline.

Later, visit a local winery on the slopes of Etna, where the rich volcanic soil produces some of Sicily’s most distinctive and acclaimed wines. Enjoy a guided tasting followed by a leisurely lunch featuring regional specialties perfectly paired with the estate’s wines.

This evening, return to Taormina and enjoy time at leisure. Sip an aperitivo from your balcony overlooking the sparkling Ionian Sea before heading out to dinner at one of the town’s many excellent restaurants.

Overnight in Taormina. (B, L)

After breakfast, set out to discover the stunning beauty of Sicily’s Ionian Coast on a scenic boat excursion. Cruise along crystal-clear waters while admiring dramatic cliffs, hidden coves, and some of eastern Sicily’s most spectacular coastal scenery. Along the way, explore picturesque sea caves, including the famous Grotta Azzurra, known for its striking blue waters and unique rock formations.

Weather permitting, there will be an opportunity to stop for a refreshing swim in the clear Mediterranean Sea. Relax on board, soak up the sunshine, and take in unforgettable views of the coastline from the water.

Return to Taormina and enjoy the remainder of the day at leisure.

Overnight in Taormina. (B)

After breakfast, enjoy your final day in Sicily at leisure. Relax by the hotel pool, stroll through the charming streets of Taormina, visit its historic churches and elegant piazzas, or simply savor a leisurely lunch at an outdoor café while taking in the atmosphere of this beautiful seaside town. Whether you choose to shop, sightsee, or simply unwind, today is the perfect opportunity to enjoy Taormina at your own pace.

This evening, gather with your fellow travelers for a special farewell dinner at one of our favorite local restaurants. Raise a glass to new friendships, unforgettable experiences, and the many memories made throughout our Sicilian journey.

Overnight in Taormina. (B, D)

After breakfast, transfer independently to Catania–Fontanarossa Airport for your flight home. We will be happy to assist with transportation arrangements and provide guidance on the best options for your departure.

As your Sicilian adventure comes to an end, take with you memories of stunning landscapes, exceptional cuisine and wines, rich history, and the warm hospitality that makes Sicily such a special destination.

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