Sicily Small Ship Cruises

from $3,610

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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

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 $2,320

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Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Star Clipper

• Sail across Mediterranean waters
• Visit Lipari for coastal views
• Explore Messina cathedral clock
• See seaside cliffs near Sorrento

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Experience an 8-day Mediterranean sailing adventure from Civitavecchia, exploring Sicily, the Amalfi Coast, and the Aeolian and Pontine Islands aboard Star Clipper. Sail past Stromboli’s active volcano, wander historic Messina, and admire the coastal beauty of Amalfi and Sorrento. Explore Ponza’s unspoiled charm before returning to Rome’s port.

Cruise Details

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from $3,350

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Sicily Unveiled with Italian Treasures

Civitavecchia Roundtrip - 11 Day Itinerary aboard Star Flyer

• Sail coastlines of Sicily
• Cruise Aeolian Islands
• Visit Trapani port
• Explore Palermo streets

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Sail Italy’s southern coast on an 11-day cruise aboard Star Flyer. Experience Sicily, the Aeolian Islands, Calabria, and the Amalfi Coast, navigating volcanic landscapes, historic ports, and small island harbors for an intimate sailing experience.

Cruise Details

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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.

Cruise Details

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from $15,600

Save 20%

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Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond

Spain - Greece - 13 Day Itinerary aboard National Geographic Orion

• Cruise the Mediterranean Sea
• Explore standing stones on Menorca
• Taste Sicilian wine
• Swim at Kefalonia
• Explore Delphi and Corinth Canal

Starts / Ends

Barcelona / Athens

Activities

Hiking, Kayaking, Stand Up Paddle Boarding

Activity Level

Variable

Embark on a 13-day Mediterranean Wonders Cruise from Spain to Greece aboard National Geographic Orion, explore ancient ruins, medieval towns, and local cuisine. Visit Menorca’s prehistoric stones, Bonifacio’s citadel, Sardinia’s artisan villages, savor Sicilian wine, swim in Kefalonia’s waters, and explore Delphi.

Cruise Details

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from $7,590

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From the City of Gods to the Eternal City

Athens - Civitavecchia - 12 Day Itinerary aboard Le Bougainville

• Explore the Mediterranean
• Explore notable stops
• Explore southern Aegean Sea
• Explore Civitavecchia

Starts / Ends

Athens / Civitavecchia

Activity Level

Variable

Join Le Bougainville on this 12-day journey from Athens to Civitavecchia, exploring the Mediterranean. Enjoy diverse experiences with included excursions at each port of call. Highlights include marveling at Taormina, exploring Chania, and visiting Phaestos Palace. Discover ancient cities, coastlines, and historical treasures.

Cruise Details

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from $12,350

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From the French city of angels to the shores of the Adriatic

Nice to Dubrovnik - 8 Day Itinerary aboard Le Dumont-d'Urville

• Discover Gallipoli old town
• Visit Taormina theater with views
• Pompeii ancient ruins
• See Gallipoli old town

Starts / Ends

Nice / Dubrovnik

Activities

Archaeological Site Visits, Village Visits, Local Market Visits, Urban Exploration

Activity Level

Variable

Sail an 8-day Mediterranean voyage centered on Italy, from Nice to Dubrovnik aboard Le Dumont-d'Urville. Explore Tuscany from Livorno, Elba Island, Salerno, Sicily, and Puglia, then continue to Kotor and Dubrovnik. Visit UNESCO sites, ancient cities, coastal towns, volcano landscapes, and historic ports.

Cruise Details

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from $2,500

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Icons of the Italian Coast

Roundtrip Civitavecchia - 8 Day Itinerary aboard Star Clipper

• Stroll Ponza to see pastel houses
• Admire Sorrento on the Amalfi Coast
• Wander Agropoli’s medieval center
• Visit Lipari to see the Acropolis

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Embark on an 8-day roundtrip cruise from Civitavecchia on the Star Clipper, visiting stunning volcanic islands and charming coastal towns. Highlights include Lipari's Acropolis, Stromboli's volcano, Taormina near Mount Etna, Agropoli's medieval charm, Sorrento with Pompeii access, and the picturesque Pontine Islands.

Cruise Details

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from $2,820

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Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Flyer

• Explore Milos Sarakiniko Bay
• Visit Chania Venetian harbor
• Walk Gythio streets
• Explore Valletta the walled city

Starts / Ends

Piraeus / Valletta

Activity Level

Variable

Experience a 9-day Mediterranean sailing cruise on the Star Flyer, exploring ancient Athens, stunning Milos, and the charming alleys of Chania. Visit historic sites in Gythio, Pylos, Syracuse, Gozo, and end in Valletta, famous for its fortified city and gardens.

Cruise Details

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from $2,150

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Sicily & Greece

Valletta to Athens - 7 Day Itinerary aboard Star Flyer

• Explore Valletta the walled city
• Explore Syracuse ruins
• Visit Pilos Navarino Bay
• Stroll Nafplio waterfront

Starts / Ends

Valletta / Piraeus

Activity Level

Variable

Join a 7-day cruise from Valletta to Piraeus on the Star Flyer, exploring historic sites like Syracuse's archaeological park and Monemvasia's Byzantine fortress. Visit Nafplio's Venetian architecture before concluding in Piraeus, where you can explore Athens' Acropolis and Agora.

Cruise Details

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from $10,390

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Ancient Wonders of the Mediterranean

Athens - Valletta - 13 Day Itinerary aboard Le Dumont-d'Urville

• Explore the rocky plateau of Athens
• Explore Patmos
• Admire volcanic beauty and ruins
• Explore the Delphi Sanctuary

Starts / Ends

Athens / Valletta

Activity Level

Variable

Embark on a 13-day Mediterranean cruise aboard Le Dumont-d'Urville, exploring the enchanting destinations of Greece, Turkey, and Italy. Each destination offers unique experiences, from ancient ruins and historic monasteries to stunning beaches and charming villages.

Cruise Details

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from $2,820

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Italy's Southern Jewels

Roundtrip Civitavecchia - 9 Day Itinerary aboard Star Clipper

• Wander Lipari streets
• See Taormina sights
• Roam medieval Agropoli
• Tour Paestum temples

Starts / Ends

Civitavecchia / Civitavecchia

Activities

Small Ship Sailing

Activity Level

Variable

Take a 9-day roundtrip cruise from Civitavecchia on the Star Clipper, exploring volcanic islands and historic towns such as Lipari, Taormina, and Amalfi. Enjoy sights like Stromboli, Pompeii, and the picturesque harbor of Ponza before returning.

Cruise Details

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from $19,295

EBD

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Sailing 'The Med': A Mediterranean Feast

Valletta - Lisbon - 18 Day Itinerary aboard MV Douglas Mawson

• Wander Valletta Barrakka Gardens
• Tour Agrigento ancient ruins
• Taste Tangier street food
• Sip Portuguese wines

Starts / Ends

Valletta / Lisbon

Activities

Wine Tasting

Activity Level

Variable

Join an 18-day Mediterranean cruise on the Douglas Mawson, exploring the culinary heritage from Malta and Sicily to Spain and Morocco. Discover local traditions, seafood delights, and vibrant markets while visiting charming villages and historic wineries.

Cruise Details

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from $8,470

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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 $14,490

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Malta, Sicily & Amalfi Coast

Valletta - Civitavecchia - 10 Day Itinerary aboard Emerald Sakara

• Explore Valletta’s Baroque capital
• Visit Giardini Naxos’ beaches
• Admire Lipari’s scenic cliffs
• Discover Amalfi’s cathedral

Starts / Ends

Valletta / Civitavecchia

Activity Level

Variable

Set sail for a 10-day Mediterranean cruise from Valletta, Malta, to Civitavecchia, Italy, on the Emerald Sakara. Visit Sicilian beaches, Amalfi's historic sites, and enjoy stunning views from Capri and Sorrento, balancing relaxation with exploration.

Cruise Details

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from $3,320

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Rome to Athens

Civitavecchia - Piraeus - 10 Day Itinerary aboard Royal Clipper

• Watch Stromboli’s active volcano
• Discover Crotone’s Greek heritage
• Wander Parga’s cobbled lanes
• Visit Katakolon

Starts / Ends

Civitavecchia / Piraeus

Activity Level

Variable

Set sail on a 10-day Mediterranean cruise from Civitavecchia to Piraeus aboard the Royal Clipper, visiting stunning locations like the Pontine Islands, Lipari, Taormina, and the historic sites of Ancient Olympia. The journey also includes Pargа, Monemvasia, and concludes in Piraeus, granting access to Athens.

Cruise Details

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from $2,990

Air Credit

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Malta, Balearics & Spain

Valletta - Malaga - 10 Day Itinerary aboard Star Clipper

• Explore Valletta with its heritage
• Discover Porto Empedocle
• Visit Cagliari and its Castello
• Experience Ibiza with its beaches

Starts / Ends

Valletta / Malaga

Activity Level

Variable

Embark on a 10-day sailing cruise from Valletta to Malaga, visiting Sicily, Sardinia, Menorca, Ibiza, and Cartagena. Explore historic landmarks and enjoy relaxing days at sea on Star Clippers’ tall ships.

Cruise Details

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from $31,340

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Islands of the Mediterranean

Piraeus - Malaga - 12 Day Itinerary aboard Scenic Eclipse II

• Explore Athens’ Acropolis
• Discover Mykonos’ iconic windmills
• Wander Santorini’s streets
• Experience Chania’s Venetian harbor

Starts / Ends

Piraeus / Malaga

Activity Level

Variable

Embark on a 12-day Mediterranean cruise aboard the Scenic Eclipse II, exploring iconic Greek islands like Mykonos and Santorini, along with the charming coastal towns of Sardinia and Ibiza. This journey combines rich cultural immersion, stunning scenery, and regional flavors across Southern Europe.

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