Sicily Wine Tasting Tours & Cruises

from $3,075

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Highlights of Sicily

Italy Small Group Tour - 9 Day Itinerary

• Visit the Island of Sicily
• Discover the Valley of the Temples
• Visit Taormina's ancient ruins
• See the Mount Etna in Sicily
• Explore the coastal town of Cefalu
• Visit Syracuse's Archeological Park
• Discover the Zingaro Nature Reserve

Starts / Ends

Viagrande / Taormina

Activity Level

Relaxed

Spend 9 days on this small group journey through the highlights of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.

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from $3,899

10% OFF

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Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager

• Explore Gozo’s ancient temples
• Discover Syracuse’s history
• Taste Lipari’s finest wines
• Swim in Malta’s waters

Starts / Ends

Valletta / Valletta

Activity Level

Variable

Embark on an 8-day cruise to and from Malta aboard the Variety Voyager. Discover the UNESCO World Heritage Ggantija temples on Gozo Island and Lipari in Sicily. Ascend Mount Etna and explore iconic "The Godfather" filming locations.

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from $3,899

10% OFF

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Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager

• Explore Agrigento’s Temple Valley
• Marvel at Trapani’s medieval street
• Discover Erice’s Venus Castle
• Taste Palermo’s food delights

Starts / Ends

Valletta / Naples

Activity Level

Variable

Embark on an 8-day cruise aboard the Variety Voyager from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.

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from $3,499

10% OFF

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Sicilian Sunsets & Amalfi Delights

Valletta - Naples - 8 Day Itinerary aboard M/Y Callisto

• Explore Valletta’s historic port
• Stroll Trapani’s cobbled streets
• Visit medieval Erice
• Indulge in Palermo’s vibrant market

Starts / Ends

Valletta / Naples

Activity Level

Variable

Embark on an 8-day cruise aboard the MY Callisto from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.

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from $14,158

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The Ancient Shores of Sicily and Malta

Roundtrip Malta - 10 Day Itinerary aboard Sea Cloud II

• Explore stunning UNESCO-listed site
• Step into the history of Sicily
• Discover the charm of ancient Erice
• Savor the authentic Sicily flavors
• Explore historic Taormina and Sirac

Starts / Ends

Valletta / Valletta

Activities

Small Ship Sailing

Activity Level

Variable

Embark on a 10-day Ancient Shores of Sicily and Malta cruise, aboard Sea Cloud II. Explore ancient cities, UNESCO-listed temples, and landscapes shaped by the Romans, Greeks, and Carthaginians. Visit Agrigento’s Valley of the Temples, the Ggantija Temples, and Valletta, stroll medieval Erice, and tour The Godfather’s Castello degli Schiavi.

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from $3,899

10% OFF

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La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager

• Explore Capri's coastal allure
• Visit Lipari’s ancient sites
• Discover Taormina’s historic alleys
• Wander Syracuse’s ancient streets

Starts / Ends

Naples / Valletta

Activity Level

Variable

Embark on an 8-day cruise aboard the Variety Voyager from Naples to Malta, visiting Capri, Taormina, Mount Etna, and Catania in Sicily. In Malta, explore Valletta's UNESCO sites and Gozo's ancient monuments.

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from $3,499

10% OFF

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La Dolce Vita

Naples - Valletta - 8 Day Itinerary aboard M/Y Callisto

• Discover Lipari panoramic viewpoint
• Stroll Taormina’s alleys
• Experience Sicilian wines
• Wander Syracuse’s historic streets

Starts / Ends

Naples / Valletta

Activity Level

Variable

Set sail on an 8-day cruise aboard the MY Callisto, starting in Naples and exploring the glamorous island of Capri. Discover Sicily's rich history, including Mount Etna and Taormina, before heading to Malta's UNESCO sites, like Valletta and Gozo's ancient temples.

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from $9,540

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Culture and Islands of the Mediterranean

Barcelona - Valletta - 12 Day Itinerary aboard L'Austral

• Visit Menorca
• Explore Sardinia
• Discover Sicily
• Experience Catania
• Discover Syracuse
• Discover Malta

Starts / Ends

Barcelona / Valletta

Activity Level

Variable

Embark on a 12-day cruise from Barcelona to Malta aboard L’Austral. Enjoy culinary and cultural experiences with an included excursion per port. Highlights include Menorca, Alghero, Cagliari, Trapani, Palermo, Lipari, Catania, Syracuse, Gozo, and ending in Valletta.

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from $12,795

EBD

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The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 12 Day Itinerary aboard Douglas Mawson

• Discover Rome’s imperial relics
• Explore Gaeta’s medieval fortress
• Wander Naples’ ancient streets
• Marvel at Pompeii’s ruins

Starts / Ends

Rome / Valletta

Activity Level

Variable

Join this 12-day cruise on the Douglas Mawson, exploring Southern Italy, Sicily, and Malta's stunning history and culture. Experience the Amalfi Coast, ancient cities, and Malta's heritage while savoring local cuisine and vibrant Mediterranean life.

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from $11,795

EBD

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Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard Douglas Mawson

• Unveil Valletta’s history
• Wander Reggio Calabria's sea views
• Uncover Gallipoli’s coastal charm
• Visit Bari’s unique Trulli Houses

Starts / Ends

Malta / Venice

Activity Level

Variable

Join a 12-day cruise on the Douglas Mawson, exploring historic routes from Valletta to Venice. Discover the rich legacies of knights and explorers in cities like Split, Dubrovnik, and Ravenna while experiencing the Adriatic's history and culture.

Cruise Details

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from $15,795

EBD

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Valletta to Zagreb: Treasures of the Adriatic

Valletta - Zagreb - 15 Day Itinerary aboard Douglas Mawson

• Explore Valletta’s harbor panoramas
• Discover Mdina’s medieval streets
• Visit a Maltese boutique winery
• Admire Taormina’s ancient theater

Starts / Ends

Valletta / Zagreb

Activities

Wine Tasting, Archaeological Site Visits, Village Visits, Local Market Visits

Activity Level

Variable

Embark on a 15-day cruise from Valletta to Croatia, exploring the Adriatic and Ionian seas with stops at historical cities like Split and Dubrovnik. Experience rich culture, ancient sites, and the Mediterranean lifestyle through vibrant towns and culinary traditions.

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from $15,995

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Italy Cruise: Hidden Treasures from Florence to Venice

Florence -Venice - 12 Day Itinerary aboard Le Dumont-d'Urville

• Discover Renaissance Florence
• Explore ancient Roman ruins
• Savor Corsican old towns
• Taste Sardinian wine culture

Starts / Ends

Florence / Venice

Activities

Urban Exploration, Cooking Classes

Activity Level

Variable

Uncover hidden Mediterranean treasures on a 12-day luxury cruise aboard Le Dumont d’Urville, visiting Italy, France, and Corsica. Begin in Florence, explore Rome, Sardinia, Sicily, and Bonifacio along the way, and conclude in Venice with exclusive, expert-led experiences throughout.

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from $7,499

Air Credit

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Ionian and Adriatic Allure

Valletta to Dubrovnik - 11 Day Itinerary aboard World Traveller

• Visit Capo Colonna temples
• Hike to San Giovanni Fortress
• Visit Split's palace and old town
• Discover Baroque architecture

Starts / Ends

Valletta / Dubrovnik

Activities

Hiking, Snorkeling, Kayaking

Activity Level

Variable

Explore Mediterranean treasures on this 11-day cruise aboard World Traveller through Italy, Greece, Montenegro, and Croatia. Discover ancient ruins in Syracuse, coastal charm in Fiskardo, Venetian wonders in Split, and historic Dubrovnik. Start in Malta and finish in Croatia, with immersive experiences in every port.

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from $4,357

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Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary

• Discover Lipari and Salina
• Visit a local winery
• Enjoy a scenic hike in Vulcano
• Swim in Cala Junco nature reserve
• Take a walking tour in Stromboli
• Relax on the beaches of Salina

Starts / Ends

Milazzo / Milazzo

Activity Level

Relaxed

Experience the nature and culture of the Aeolian Archipelago on this 8-day tour. Visit Lipari, Vulcano, Panarea, Stromboli, Filicidu, and Salina, which form one of the most active geological structures in the Mediterranean. Explore these beautiful coastal towns, visiting incredible volcanic rock formations and seafront black sand beaches.

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