Sicily Sailing Cruises

from $8,490

EXPLORE

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.

Cruise Details

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from $2,460

EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper

• Explore Civitavecchia seaport hub
• Wander Sorrento’s cliffside lanes
• Visit Pompeii’s preserved ruins
• Admire Amalfi’s medieval Duomo

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Set sail on an 8-day cruise aboard the Royal Clipper, exploring Italy and Sicily with stops in Civitavecchia, Sorrento, Amalfi, Taormina, and Syracuse. Enjoy volcanic views at the Aeolian Islands and optional excursions to Pompeii while experiencing Mediterranean beauty and history.

Cruise Details

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from $2,080

EXPLORE

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.

Cruise Details

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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

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.

Cruise Details

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from $12,795

EBD

EXPLORE

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.

Cruise Details

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from $9,920

EXPLORE

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

Activities

Wine Tasting

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.

Cruise Details

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from $1,710

EXPLORE

Sicily & Greece

Valletta - Piraeus - 6 Day Itinerary aboard Star Flyer

• Explore Valletta’s peninsula
• Discover Syracuse’s vast ruins
• Visit Pilos’ ancient palace
• Enjoy cafes in Monemvasia

Starts / Ends

Valletta / Piraeus

Activities

Archaeological Site Visits, Small Ship Sailing

Activity Level

Variable

Embark on a 6-day cruise from Valletta to Athens aboard the Star Flyer, exploring Sicily's archaeological wonders and Greece's historic sites. Experience relaxation at sea and visit ancient locales like Pilos and Monemvasia before concluding your journey in Piraeus.

Cruise Details

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from $3,610

EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper

• Explore Ponza’s harbor town
• Discover Sorrento’s ancient cliffs
• View Lipari’s bustling marina
• Wander Syracuse’s baroque piazzas

Starts / Ends

Civitavecchia / Piraeus

Activities

Village Visits

Activity Level

Variable

Join a 12-day cruise on the Star Clipper, starting from Civitavecchia and exploring Italy's Pontine Islands, the Aeolian Islands, and Sicily. Discover Greece's historic sites, including Olympia and picturesque Hydra, before concluding in Athens.

Cruise Details

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from $2,120

EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 7 Day Itinerary aboard Royal Clipper

• Explore Civitavecchia seaport hub
• Discover Sorrento coastal vistas
• Experience Amalfi medieval port
• Wander Ponza harbor town

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Set sail on a 7-day cruise from Civitavecchia aboard the Royal Clipper, discovering Italy's stunning coastal towns and historic sites. Explore Sorrento, Amalfi, Taormina, and the Aeolian Islands, all while enjoying breathtaking landscapes and local charm.

Cruise Details

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from $10,280

EXPLORE

Early Summer Mediterranean Style

Valletta - Nice - 11 Day Itinerary aboard Sea Cloud Spirit

• Discover Valletta's architecture
• Experience Ortigia’s Old Town
• Explore Corsica, Sardinia and Calvi
• Discover Amalfi and Amalfi Coast

Starts / Ends

Valletta / Nice

Activity Level

Variable

Sail from Malta to France on an 11-day Early Summer Mediterranean cruise aboard the Sea Cloud Spirit. Visit Valletta’s historic streets, Syracuse’s ancient ruins, and Taormina’s views of Mount Etna. Cruise past the Amalfi Coast, visit Capri’s grottos, Corsica’s cliffs, Sardinia’s Catalan past, and Calvi’s beaches. End in St. Tropez and scenic Nice.

Cruise Details

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from $3,870

EXPLORE

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.

Cruise Details

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from $11,590

2for1

EXPLORE

Pearls of Italy and Greece with the Corinth Canal

Athens - Civitavecchia - 8 Day Itinerary aboard Emerald Sakara

• Navigate Corinth Canal’s waterway
• Explore Itea’s coastal charm
• Discover Fiskardo’s Venetian style
• Wander Gallipoli’s Old Town

Starts / Ends

Athens / Civitavecchia

Activity Level

Variable

Set sail on an 8-day cruise from Athens to Civitavecchia aboard the Emerald Sakara, discovering Greece and Italy's stunning coasts. Enjoy scenic views, traditional cuisine, and charming ports, culminating in Civitavecchia, your gateway to Rome.

Cruise Details

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from $3,610

EXPLORE

Italy, Montenegro and Croatia

Civitavecchia - Venice - 12 Day Itinerary aboard Star Clipper

• Explore Ponza’s colorful harbor
• Discover Amalfi’s grand Duomo
• Admire Lipari’s volcanic beauty
• Wander Taormina’s ancient lanes

Starts / Ends

Civitavecchia / Venice

Activity Level

Variable

Set sail on a 12-day cruise from Civitavecchia to Venice on the Star Clipper, exploring Italy and Croatia's hidden gems like Ponza and Otranto. Experience historic towns and local cuisine, and enjoy onboard relaxation and adventure across beautiful coastal seas.

Cruise Details

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from $3,610

EXPLORE

Italy, Montenegro and Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Star Clipper

• Explore Venice’s Grand Canal
• Discover Mali Losinj’s Cikat Bay
• Visit Sibenik’s St. James Cathedral
• Walk Dubrovnik’s ancient city walls

Starts / Ends

Venice / Civitavecchia

Activities

Local Market Visits

Activity Level

Variable

Set sail on a 12-day Star Clipper cruise from Venice, exploring Croatia's coastal gems and Montenegro's Kotor. Discover Italy's Apulia region, Sicily's Taormina, and end your journey in Civitavecchia, just outside Rome.

Cruise Details

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from $7,990

EXPLORE

Isle of Beauty, Italian shores & Malta

Nice - Valletta - 11 Day Itinerary aboard Le Dumont-d'Urville

• Stroll Promenade des Anglais
• Explore Napoleon’s exile home
• Visit Lipari’s obsidian quarries
• See Valletta’s Grandmasters Palace

Starts / Ends

Nice / Valletta

Activities

Spa Relaxation

Activity Level

Variable

Embark on this 11-day cruise across the Mediterranean from Nice to Valletta aboard Le Dumont-d'Urville. Explore Corsica’s charming ports, Sicily’s historical treasures, and the natural beauty of the Aeolian Islands. Visit iconic landmarks like the Calvi Citadel, Portofino’s harbor, and Lipari’s obsidian quarries.

Cruise Details

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from $11,795

EBD

EXPLORE

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 $4,600

EXPLORE

Grand Voyage: Venice to Rome

Venice - Civitavecchia - 16 Day Itinerary aboard Royal Clipper

• Glide in a gondola in Grand Canal
• Explore ruins and architecture
• Swim in Dubrovnik's waters
• Join an optional tour to Pompeii

Starts / Ends

Venice / Civitavecchia

Activity Level

Variable

On this 16-day Grand Voyage cruise from Venice to Rome, explore the waters across Hvar, Dubrovnik, Civitavecchia, East Corsica, and more. Discover the culture and the beauty of the Mediterranean!

Cruise Details

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from $4,500

EXPLORE

Grand Voyage: Venice to Rome

17 Day Itinerary aboard Star Flyer

• Explore Venice's canals
• Explore ruins and architecture
• Swim in Dubrovnik's waters
• Join an optional tour to Pompeii

Starts / Ends

Venice / Civitavecchia

Activity Level

Variable

Embark on a 17-day Grand Voyage from Venice to Rome aboard the Star Flyer. Experience the romantic charm of Venice, the historic allure of Dubrovnik, and the stunning beauty of Sicily. Discover unspoiled beaches, medieval towns, and cultural treasures across Croatia, Montenegro, and Italy.

Cruise Details

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