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Italy Sailing Cruises

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Athens Acropolis
from $2,820
EXPLORE

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
0
A stunning view of Nafplion, Greece
from $2,150
EXPLORE

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
0
Explore Palma de Mallorca
from $2,820
EXPLORE

Spain, Balearic & Italy

Malaga - Civitavecchia - 9 Day Itinerary aboard Star Clipper
  • Explore Malaga’s fortress palace
  • Visit Granada Arabesque Alhambra
  • View Palma’s Gothic cathedral
  • See Calvi’s medieval citadel
Starts / Ends
Malaga / Civitavecchia
Activities
Archaeological Site Visits, Small Ship Sailing, Local Market Visits
Activity Level
Variable
Set sail on a 9-day cruise from Malaga to Civitavecchia aboard the Star Clipper, exploring Andalucia's Moorish heritage and highlights like Malaga’s Alcazaba and Palma's Gothic Cathedral. Visit charming stops like Corsica and Elba, concluding your journey at the gateway to Rome.
Cruise Details
0
Relax with a stunning view of Lisbon
from $3,680
EXPLORE

Malta to Lisbon

Valletta - Lisbon - 11 Day Itinerary aboard Royal Clipper
  • Tour Valletta the walled city
  • View Palma’s Gothic cathedral
  • Discover Cartagena’s Roman Theater
  • See Malaga’s Alcazaba
Starts / Ends
Valletta / Lisbon
Activity Level
Variable
Embark on an 11-day Mediterranean cruise aboard the Royal Clipper, starting in Valletta and visiting places like Cagliari, Mahon, Palma de Mallorca, and Malaga. Explore historical sites like the Roman Theater in Cartagena and end your journey in Lisbon's Alfama quarter.
Cruise Details
0
A coastal town on the Adriatic Sea
from $5,799
Save 30%
EXPLORE

Croatian Dreams

Dubrovnik to Venice - 8 Day Itinerary aboard World Traveller
  • Tour Dubrovnik’s UNESCO Old Town
  • Discover Split’s Roman ruins
  • Tour Opatija’s Lungomare boardwalk
  • Tour Piran’s medieval walls
Starts / Ends
Dubrovnik / Venice
Activities
Wine Tasting
Activity Level
Variable
Sail on an 8-day cruise from Dubrovnik to Venice aboard the World Traveller. Walk Dubrovnik’s historic Old Town, explore Hvar’s lavender fields and visit Split’s Diocletian’s Palace. Enjoy wine tasting on Vis Island and stroll Opatija’s coastal promenade. Discover Piran’s medieval charm before ending the journey in Venice.
Cruise Details
0
Cape Drastis at Corfu island in Greece
from $3,610
Air Credit
EXPLORE

Greece, Montenegro and Croatia

Venice - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Venice’s canals
  • Relax on Mali Losinj’s beaches
  • Stroll Gythio’s harbor
  • Admire Milos’ white cliffs
Starts / Ends
Venice / Piraeus
Activity Level
Variable
Set sail on a 12-day cruise from Venice to Piraeus on the Star Clipper, exploring Croatia, Montenegro, and Greece. Experience stunning destinations like Dubrovnik, Kotor, and Mykonos while enjoying leisure activities.
Cruise Details
0
Charming port cities line the coves of the French Riviera
from $2,570
Air Credit
EXPLORE

Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Explore Portofino’s Piazzetta
  • Discover Propriano’s lively port
  • Wander Alghero’s medieval streets
  • Experience Sanary-sur-Mer’s markets
Starts / Ends
Cannes / Cannes
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, visiting beautiful France, Italy, and Corsica coasts. Enjoy vibrant towns, historic sites, fresh seafood, and charming beaches while soaking in the rich culture and stunning landscapes.
Cruise Details
0
The ruins of Athens
from $7,800
EXPLORE

Athens (Piraeus) to Fusina (Venice)

8 Day Itinerary aboard Silver Nova
  • See the iconic Parthenon ruins
  • Discover the Temple of Zeus
  • Climb to St. John’s Fortress
  • Cruise through Diros Cave
Starts / Ends
Athens / Venice
Activities
Spa Relaxation
Activity Level
Variable
Embark on an 8-day Adriatic cruise from Athens to Fusina aboard Silver Nova. Explore the mythic landscapes and seaside neoclassical houses of Gythion. Visit Olympia’s legendary ruins and enjoy a beach break in Katakolon. Wander the UNESCO-listed Old Town, climb fortress walls, and uncover maritime history.
Cruise Details
0
Stone streets of Stari Grad on Hvar island
from $3,610
Air Credit
EXPLORE

Greece, Montenegro & Croatia

Athens - Venice - 12 Day Itinerary aboard Star Clipper
  • View beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Explore the lovely Cres Town
  • Visit inviting Korcula
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Join Star Clipper on this 12-day cruise from Athens to Venice. Relax on the teak decks of the majestic tall ship as it sails along the clear waters around Mykonos, Santorini, Katakolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Cres, and Venice! Along the way, you can learn about the mythology born here and soak in the sun!
Cruise Details
0
Mediterranean blue Dubrovnik from above
from $6,745
EXPLORE

Back to Summer on the Azure Adriatic

Dubrovnik - Venice - 8 Day Itinerary aboard Sea Cloud II
  • Explore Dubrovnik Old Town
  • Discover Hvar Venetian harbor
  • Walk Korcula medieval streets
  • Admire Trogir UNESCO architecture
Starts / Ends
Dubrovnik / Venice
Activities
Village Visits
Activity Level
Variable
Set sail for 8 days from Dubrovnik to Venice aboard Sea Cloud II, discovering the Adriatic’s historic cities, islands, and coastal beauty. Explore Dubrovnik’s Old Town, Hvar’s Venetian harbor, Korcula’s medieval streets, Trogir’s UNESCO architecture, Rovinj’s Istrian charm, and Venice’s Grand Canal and St. Mark’s Square.
Cruise Details
0
Enjoy the brilliant blue water of the Mediterranean
from $5,810
EXPLORE

Grand Voyage: Malta, Balearics & Spain

Malta - Las Palmas - 20 Day Itinerary aboard Star Flyer
  • Explore Valletta’s historic charm
  • Discover Gozo’s serene beauty
  • Sail Cagliari’s medieval coast
  • Wander Palma’s Gothic streets
Starts / Ends
Valletta / Las Palmas
Activities
Hiking, Wildlife Viewing
Activity Level
Variable
Set sail on a 20-day cruise aboard the Star Flyer, exploring UNESCO-listed Valletta, Gozo’s myths, and scenic Mediterranean gems. Highlights include Gothic Palma, Cartagena’s ruins, and Tenerife’s towering Mount Teide.
Cruise Details
0
Cannes at sunset
from $4,220
EXPLORE

Grand Voyage: Malaga to Cannes

16 Day Itinerary aboard Star Flyer
  • Gaze upon Malaga's architecture
  • Explore luxurious Ibiza
  • Try your hand at sailing
  • Admire St. Tropez's famous beaches
Starts / Ends
Malaga / Cannes
Activity Level
Variable
Sail to an impressive collection of ports on this 16-day Grand Voyage, from the stunning Balearic Islands off Eastern Spain to quixotic tiny port towns along the Spanish and French Rivieras to the stylish and romantic city of Cannes. Relax aboard the Star Flyer and enjoy the life of a true sailor.
Cruise Details
0
55-66 of 66 Results

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