Italy Sailing Cruises

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

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Valletta / Valletta

Activities

Wine Tasting

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 $1,260

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Croatia & Slovenia

Venice Roundtrip - 4 Day Itinerary aboard Royal Clipper

• Ride in a gondola in Venice
• Visit the town of Rovinj
• Explore Slovenia's hidden gems
• View the domes of San Marco

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Venice / Venice

Activity Level

Variable

The Royal Clipper invites you on this 4-day cruise from Croatia to Slovenia. Starting and ending in Venice, Italy and exploring the towns of Rovinj in Croatia and Piran in Slovenia along the way to see Baroque architecture, and immerse yourself in the history and cuisine of this gorgeous Mediterranean region.

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from $7,599

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Adriatic Sunsets

Venice to Rome - 12 Day Itinerary aboard World Traveller

• Explore Venice's Grand Canals
• Taste Otranto’s Regional Wine
• Visit Lipari’s Thermal Springs
• Discover Rome’s Ancient Ruins

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Venice / Civitavecchia

Activity Level

Variable

Sail the Adriatic and Mediterranean on this 12-day cruise from Venice to Rome aboard World Traveller. Explore the historic beauty of Slovenia’s Piran and Croatia’s charming ports, including Rovinj, Hvar, and Dubrovnik. Cross into Italy and uncover hidden gems like Otranto and Lipari before experiencing the iconic Amalfi Coast, Capri, and Ponza.

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from $2,570

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Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Explore Nice’s old town
• Stroll Portofino’s harbor
• Unwind at Plage Saint Antoine
• Wander Alghero’s medieval streets

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Nice / Nice

Activity Level

Variable

Set sail for an 8-day cruise on the Royal Clipper, visiting Monaco, Portofino, Corsica, Sardinia, and St. Tropez. Experience stunning landscapes, rich culture, and gourmet dining before returning to Nice with lasting memories.

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from $2,570

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Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Discover Portofino’s coastal views
• Wander Propriano’s town center
• Stroll Alghero’s medieval streets
• Visit Ile-Rousse’s coastline

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Nice / Nice

Activity Level

Variable

Set sail on an 8-day Royal Clipper cruise through the Mediterranean, exploring beautiful coastal towns in France, Italy, and Corsica. Enjoy vibrant markets in Nice, stunning views in Portofino, and relax on St. Tropez’s famed Pampelonne Beach.

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from $2,320

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Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper

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

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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.

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from $13,595

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A Mediterranean Masterpiece

Barcelona - Rome - 13 Day Itinerary aboard Douglas Mawson

• Stroll Nice’s Riviera promenades
• Wander Port-Vendres’ streets
• Discover Gaudí’s Sagrada Familia
• Admire Cezanne’s landscapes

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Barcelona / Rome

Activity Level

Variable

Join a 13-day cruise aboard the Douglas Mawson through Spain and Italy, starting in Barcelona with a Flamenco show and visiting landmarks like Gaudí's Sagrada Familia. Explore coastal towns and the French Riviera, and end in Rome, immersing in both countries' rich culture, art, and history.

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from $7,030

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Artistic Adriatic with Pinault Collection

Dubrovnik - Venice - 8 Day Itinerary aboard Le Dumont-d'Urville

• Explore Dubrovnik’s old town
• Walk Trogir’s Roman streets
• Visit Zadar’s Sea Organ
• See Ravenna’s ancient mosaics

Starts / Ends

Dubrovnik / Venice

Activities

Urban Exploration

Activity Level

Variable

Discover the Adriatic on this 8-day cruise from Dubrovnik to Venice aboard Le Dumont-d'Urville. Explore UNESCO-listed cities, Roman ruins, coastal fortresses, and Byzantine mosaics in Croatia and Italy. Stops include Trogir, Zadar, Rijeka, and Ravenna, each offering a unique look into the region’s layered history and culture.

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from $2,570

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Grand Prix Finals

Nice - Civitavecchia - 8 Day Itinerary aboard Royal Clipper

• Explore Nice’s old town
• Experience Monaco’s Grand Prix
• Discover Saint-Florent’s citadel
• Relax on Porticcio’s beaches

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Nice / Civitavecchia

Activities

Local Market Visits

Activity Level

Variable

Set Sail an 8-day Royal Clipper cruise through the Mediterranean, visiting stunning destinations like Nice, Corsica, and Sardinia. Experience rich history, vibrant culture, and breathtaking scenery, culminating in Civitavecchia, the gateway to Rome.

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from $3,218

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The Best of the Mediterranean

Roundtrip Valletta - 8 Day Itinerary aboard MV La Belle de L'Adriatique

• Explore Saint John's Baroque
• Taste chocolate in Modica
• Ascend mighty Mount Etna
• Stroll Mdina’s medieval streets

Starts / Ends

Valletta / Valletta

Activity Level

Variable

Discover the best of the Mediterranean as you explore the magic of Malta and Sicily on an 8-day cruise aboard La Belle de l’Adriatique, featuring UNESCO sites, historic towns, and local flavors. From Valletta to Syracuse, enjoy every excursions, cultural treasures, and vibrant onboard festivities.

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from $2,570

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Voiles de Saint Tropez

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Explore Nice’s coastal charm
• Discover Lerici’s seaside villages
• Visit Portoferraio’s vineyards
• Swim Sant'Amanza’s crystal waters

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Nice / Nice

Activity Level

Variable

Set sail on an 8-day cruise aboard the Royal Clipper, exploring the stunning Mediterranean coasts of France, Italy, and Corsica. Journey from Nice to Lerici, Portoferraio, and St. Tropez, enjoying historical sites, breathtaking views, and vibrant local culture.

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from $2,570

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Croatia & Montenegro

Roundtrip Venice - 8 Day Itinerary aboard Royal Clipper

• Admire Venice’s gondolas
• Explore Pesaro’s seaside charm
• Wander Sibenik’s medieval streets
• Discover Kotor’s Venetian past

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Venice / Venice

Activity Level

Variable

Embark on an 8-day cruise aboard the Royal Clipper from Venice to the Adriatic’s coastal gems, including historic cities like Dubrovnik and Kotor. Explore cultural sites and stunning landscapes, and unwind in beautiful locations before returning to Venice.

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from $2,990

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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

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Valletta / Malaga

Activities

Small Ship Sailing, Village Visits, Archaeological Site Visits

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.

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from $7,150

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Ancient Cities of the Mediterranean

Valletta - Athens - 9 Day Itinerary aboard Le Bougainville

• Explore ancient Syracuse ruins
• Tour Sparta’s ancient port
• Wander Monemvasia’s medieval alleys
• Climb Nafplion’s hill fortress

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Valletta / Athens

Activity Level

Variable

Embark on a 9-day Ancient Cities of the Mediterranean cruise from Valletta to Athens, exploring Syracuse, Reggio di Calabria, Gallipoli, Parga, Gythio, Monemvasia, and Nafplion. Discover a mix of ancient ruins, medieval towns, and coastal views aboard Le Bougainville. Each stop offers insight into centuries of Mediterranean culture and heritage.

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from $1,710

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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

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Valletta / Piraeus

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.

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from $2,970

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Malta, Balearic & Spain

Malaga - Valletta - 10 Day Itinerary aboard Star Flyer

• Explore Malaga’s Moorish Alcazaba
• Discover Almeria’s grand Alcazaba
• Wander Ibiza’s streets
• Admire Mahon’s architecture

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Malaga / Valletta

Activity Level

Variable

Set sail on a 10-day cruise from Malaga to Valletta, visiting historic sites like Almeria's Alcazaba and Ibiza's Dalt Vila. Enjoy rich cultures, stunning landscapes, and Mediterranean cuisine aboard the Star Flyer.

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from $3,240

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Malta, Balearic Islands & Spain

Malta - Malaga - 11 Day Itinerary aboard Star Flyer

• Explore Valletta’s stunning gardens
• Discover Gozo’s mythical charm
• Visit Cagliari’s medieval Castello
• Marvel at Malaga’s Alcazaba

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Valletta / Malaga

Activity Level

Variable

Sail the Mediterranean on an 11-day cruise aboard the Star Flyer, visiting historic Valletta, tranquil Gozo, Sardinia’s Cagliari, Menorca, Palma de Mallorca, Cartagena, Motril, and Malaga, with relaxing days at sea.

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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.

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