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Sicily Sailing Cruises

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Stroll the ancient walkways of Athens
from $6,590
EXPLORE

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
0
Monemvasia - View from the Top
from $3,740
EXPLORE

Athens to Rome

Piraeus - Civitavecchia - 12 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Discover Hydra Monastery of Ilias
  • Tour Monemvasia Byzantine port
  • Visit Gythio picturesque streets
Starts / Ends
Piraeus / Civitavecchia
Activities
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring historic sites from the Acropolis in Athens to the ruins of Olympia, and enjoying charming towns like Taormina and Ponza. Experience ancient culture and stunning vistas before disembarking in Civitavecchia.
Cruise Details
0
Relax in beautiful Sicily
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
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
0
Clifftop towns on Italy's Tyrrhenian coast
from $2,500
SS 25%
EXPLORE

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
0
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
SS 25%
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 Italy's colorful Amalfi coast
from $2,820
EXPLORE

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
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
0
Wander the cobbled streets of Rovinj
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
Activities
Wine Tasting
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
0
Relax by the sea in sunny Nice
from $8,470
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
Local Market Visits, 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
0
The pastel houses of Ponza Town
from $3,320
EXPLORE

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
0
An aerial view of the city Malaga
from $2,990
SS 25%
EXPLORE

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
0
Explore Sibenik on the Dalmatian Coast
from $4,040
OBC
EXPLORE

Italy, Montenegro, Albania & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper
  • Admire Venice's golden lions
  • Stroll Mali Losinj's old town
  • Marvel at Sibenik's Cathedral
  • Tour Syracuse's Neapolis Park
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Embark on a 12-day Mediterranean cruise from Venice to Rome aboard the Royal Clipper, exploring both iconic sites and hidden gems. Visit historic towns in Croatia, the ancient ruins of Butrint in Albania, and marvel at Sicily's archaeological treasures before concluding in Civitavecchia.
Cruise Details
0
13-24 of 29 Results

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Shannon Fischer-Kendro Adventure Life employee profile
Shannon K.
Sail to the stunning city of Taormina, Sicily.
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