Sicily Cultural 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 $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 $23,540

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Island Odyssey: Malta, Sicily & the Greek Isles

Valletta - Piraeus - 8 Day Itinerary aboard Scenic Eclipse II

• Explore Valletta’s walled city
• Discover Syracuse’s Greek ruins
• Wander Monemvasia’s medieval street
• Stroll Nafplion’s Old Town

Starts / Ends

Valletta / Piraeus

Activities

Wildlife Viewing

Activity Level

Variable

Embark on an 8-day cruise aboard Scenic Eclipse II, starting in Valletta, Malta, and visiting historic Syracuse, Nafplion, and Mykonos. Experience the cultural richness, history, and stunning coastal beauty of the Mediterranean in style and comfort.

Cruise Details

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from $22,490

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Italian Treasures: Amalfi Coast, Sicily and Malta

Civitavecchia - Valetta - 8 Day Itinerary aboard Scenic Eclipse II

• Wander Capri’s Piazzetta
• Admire Amalfi’s historic core
• Stroll Ravello’s cliffside gardens
• Discover Lipari’s pastel seafront

Starts / Ends

Civitavecchia / Valletta

Activity Level

Variable

Join the Scenic Eclipse II for an 8-day Mediterranean cruise from Civitavecchia to Valetta, exploring southern Italy and Malta. Visit iconic destinations like Capri, Amalfi, and Taormina while immersing yourself in local culture and history.

Cruise Details

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from $5,920

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Ancient Cities of the Mediterranean

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

• Explore ancient Athens landmarks
• Walk Nafplion’s fortress paths
• Discover Corfu’s old town
• Tour Valletta’s historic streets

Starts / Ends

Athens / Valletta

Activity Level

Variable

Sail from Athens to Valletta on an 8-day cruise aboard Le Dumont-d’Urville. Visit Nafplion, Monemvasia, Gythio, Corfu, Gallipoli, and Syracuse. From ancient fortresses and neoclassical towns to volcanic coasts and baroque streets, explore the deep cultural heritage of Greece, Italy, and Malta along the Ionian and Aegean seas.

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, Local Market Visits, Village 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 $23,590

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Splendors of Sicily, Italy and the French Riviera

Valletta - Nice - 9 Day Itinerary aboard Scenic Eclipse II

• Explore Valletta’s walled city
• Discover Taormina’s ancient theater
• Admire Sorrento’s cliffside villas
• Visit Civitavecchia iconic monument

Starts / Ends

Valletta / Nice

Activity Level

Variable

Embark on a 9-day Mediterranean cruise on the Scenic Eclipse II, starting in Valletta, Malta, and visiting stunning locations like Taormina, Sorrento, and Portofino. Experience the charm of Bastia, Monte Carlo, and Cannes, culminating in the beautiful Cote d’Azur in Nice.

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 $11,795

EBD

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Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard MV 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 $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 $7,630

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From the Adriatic to the Ionian Sea

Dubrovnik to Valleta - 10 Day Itinerary aboard Le Bougainville

• Explore Mljet's lakes and monastery
• Tour Parga’s ancient sites
• Discover Gallipoli old town
• Visit Korcula’s medieval town

Starts / Ends

Dubrovnik / Valletta

Activities

Biking

Activity Level

Variable

Sail from Dubrovnik to Valletta aboard Le Bougainville on a 10-day Mediterranean cruise. Explore medieval Dubrovnik, the forests of Mljet, Vis Island’s shipwrecks, and Montenegro’s walled town of Kotor. Discover Greek ruins in Parga, Italian heritage in Gallipoli, and Roman history in Taormina.

Cruise Details

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