Top Sicily Cruises & Trips

from $3,870

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Italy, Montenegro & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper

• Admire Venice’s domes
• Wander Rovinj’s medieval streets
• Discover Sibenik’s coastal lanes
• Explore Kotor’s medieval town

Starts / Ends

Venice / Civitavecchia

Activities

Snorkeling

Activity Level

Variable

Set sail on a 12-day Royal Clipper cruise through the Mediterranean, visiting stunning destinations like Venice, Dubrovnik, and Syracuse. Experience rich history and culture while enjoying scenic views and a relaxing day at sea before concluding in Civitavecchia, near Rome.

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from $9,450

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A Circumnavigation of Sicily with Smithsonian Journeys

Valletta - Valletta - 9 Day Itinerary aboard Le Bougainville

• Take a loop around Sicily
• Discover Sicily's beautiful cities
• Visit Syracuse
• Explore Palermo

Starts / Ends

Valletta / Valletta

Activity Level

Variable

During this 9-day cruise around Sicily aboard the new luxury expedition ship Le Bougainville, you'll be able to explore mythical places at the crossroads of Eastern and Western civilizations. Discover Sicily's most beautiful historic cities and ancient sites.

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from $3,699

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 $8,490

65% OFF

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Longing for La Dolce Vita

Sicily - Italy - 8 Day Itinerary aboard Sea Cloud Spirit

• Visit Taormina
• Discover Palermo
• Explore Lipari
• Explore Amalfi

Starts / Ends

Catania / Naples

Activity Level

Variable

Embark on an 8-day "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.

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from $3,799

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

Activities

Wine Tasting, Archaeological Site Visits, Local Market Visits

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 $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

Village Visits

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 $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

Activities

Urban Exploration

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 $2,460

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Amalfi & Sicily

Civitavecchia Round-trip - 8 Day Itinerary aboard Royal Clipper

• Gaze upon the Sistine Chapel
• Snorkel at Palmarola
• Visit historical Pompeii
• Wander through the grand Duomo

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Board the Royal Clipper on this 8-day cruise to Amalfi & Sicily of the Mediterranean. Admire the perfect architecture and magical landscapes that this region is famous for, visiting Sorrento, Taormina, Amalfi, Ponza, Palmarola, and more! Explore the Sistine Chapel, and the ancient ruins of Pompeii, and even wander through the Pontine Islands.

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from $8,220

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Cruising Southern Italy and Sicily – with Smithsonian Journeys

Valletta - Livorno - 9 Day Itinerary aboard Le Dumont-d'Urville

• Explore Valletta's heritage
• Discover Syracuse's history
• Admire Taormina's scenic views
• Experience Naples culture

Starts / Ends

Valletta / Livorno

Activity Level

Variable

Sail on this 9-day Southern Italy and Sicily cruise with Smithsonian Journeys aboard Le Dumont-d'Urville. Start in Valletta, Malta, exploring historic landmarks. Visit Syracuse's Greek and cultural sites and Taormina's scenic views and theater. Explore Reggio di Calabria's coast and museum. Visit Civitavecchia, and conclude in Livorno, Tuscany.

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from $2,080

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Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper

• Explore Civitavecchia wonders
• Discover Lipari lively streets
• Witness Stromboli’s volcano
• Experience Amalfi seaside views

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.

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from $2,590

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Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper

• Explore Piraeus port city
• Wander Nafplio charming town
• Discover Monemvasia fortress
• Visit Syracuse ruins

Starts / Ends

Piraeus / Valletta

Activities

Small Ship Sailing

Activity Level

Variable

Set sail on a 9-day cruise with Star Clipper, exploring Greece, Sicily, and Malta. Discover ancient sites, stunning landscapes, and cultural gems from Athens to Valletta while enjoying the charm of your ship.

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from $12,795

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The Amalfi, Sicily and Malta: The Godfather

Rome to Malta - 12 Day Itinerary aboard Douglas Mawson

• Guided Tour of Rome
• Vatican City Exploration
• Sicilian Wine Tasting
• Explore Pompeii Ruins
• Discover Amalfi Coast
• Stroll Baroque Town of Ragusa
• Valletta’s Historical Sights

Starts / Ends

Rome / Valletta

Activity Level

Variable

Join a 12-day Douglas Mawson expedition through the Amalfi Coast, Sicily, and Malta to explore ancient cities, scenic resorts, and a history shaped by family feuds and political intrigue. Enjoy personalized experiences with guided tours, wine tastings, and visits to iconic sites, ending in Malta’s capital, Valletta, with its fortifications and historic landmarks.

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from $7,790

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Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville

• Discover Mediterranean islands
• Experience ancient ruins
• Admire Byzantine-Arab mosaics
• Explore medieval towns
• Discover local cuisine

Starts / Ends

Valletta / Nice

Activities

Land & Sea Exploration

Activity Level

Variable

Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le Bougainville. Discover Sicily, Sardinia, Corsica, and Elba's historical civilizations that left mark on these islands' language, cuisine, art, and architecture.

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from $6,690

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Ancient Jewels of the Mediterranean

Valletta - Athens - 8 Day Itinerary aboard Le Dumont-d'Urville

• Meet a famous puppeteer in Syracuse
• Immerse in Southern Italy
• Wander through the ancient streets

Starts / Ends

Valletta / Athens

Activity Level

Variable

Set sail on an 8-day Ancient Jewels of the Mediterranean cruise aboard Le Dumont-d'Urville! Explore Malta's coast and Greece's treasures. Discover Syracuse's puppetry, Paros' villages, and Taormina's ancient theatre. Experience Gallipoli, Galaxidi, Hydra, and Paros.

Cruise Details

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from $5,510

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Ancient Jewels of the Mediterranean

Athens - Valletta - 8 Day Itinerary aboard L'Austral

• Meet a famous puppeteer in Syracuse
• Discover Southern Italy's history
• Cross the Corinth Canal to Galaxidi
• Explore Paros and its white marbles

Starts / Ends

Athens / Valletta

Activity Level

Variable

Embark on an 8-day adventure on L’Austral from Athens to the Maltese coast. Enjoy excursions at each port, including visits to Hydra's monuments, Paros, and Galaxidi. In southern Italy, discover Gallipoli's Greek heritage, Taormina's ancient theatre, and Ortygia's historic streets. The cruise concludes in Valletta, the capital of Malta.

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from $5,840

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Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Barcelona - 8 Day Itinerary aboard Le Boreal

• Visit UNESCO sites in Valletta
• Indulge in Sicilian seafood
• Stroll Mahon's colorful streets
• Transit the Corinth Canal passage

Starts / Ends

Valletta / Tarragona

Activity Level

Variable

Embark on an 8-day Le Boreal cruise from Valletta to Barcelona. Visit Sicily’s historic cities, Sardinia’s archaeological treasures, and the Balearic Islands’ stunning landscapes. Shore excursions, transfers, and expert-led discussions with Smithsonian Journeys.

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from $6,330

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Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Tarragona - 8 Day Itinerary aboard L'Austral

• Visit UNESCO charm in Valletta
• Explore Tarragona's Roman ruins
• Indulge in Sicilian seafood
• Stroll Mahon's colorful streets

Starts / Ends

Valletta / Tarragona

Activity Level

Variable

Experience an 8-day cruise aboard L'Austral, exploring cultural treasures in the Mediterranean's historic ports. From UNESCO-listed Valletta to the Roman ruins of Tarragona, delve into the region's rich heritage and scenic beauty.

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from $9,920

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Epicurean Delights of Sicily and the Adriatic Coast of Italy

Valletta to Venice - 9 Day Itinerary aboard Le Bougainville

• Visit Valletta's UNESCO sites
• Explore ancient Syracuse ruins
• Visit Taormina's Greek Theater
• Savor Apulian wine and food
• Discover Venice’s hidden gardens
• Enjoy Ravenna's stunning mosaics
• Mount Etna wine tasting

Starts / Ends

Valletta / Venice

Activity Level

Variable

Embark on a 9-day Le Bougainville trip through Sicily and Italy’s Adriatic coast, visiting UNESCO sites like Valletta, Syracuse, and Venice. Explore ancient ruins, Baroque cities, and medieval towns, while enjoying local wines, cheeses, and dishes prepared by chef Denny Imbroisi.

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