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Stop in Piraeus, the port of Athens

Piraeus Sailing Cruises

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Experience the enchanting beauty and rich cultural tapestry of the Greek Isles with Adventure Life's array of 13 small ship sailing tours for 2026. Join us on a sailing journey through the Southern Cyclades, Montenegro, Croatia, and Sicily, discovering ancient treasures, breathtaking beaches, and historic sites. Whether you're exploring archaeological ruins, biking through charming towns, or visiting vibrant local markets, each moment offers a unique opportunity to immerse yourself in the wonders of this region. With activities like village visits, archaeological site exploration, and small ship cruises, this adventure offers a relaxed pace suitable for all travelers. Don't miss this opportunity to delve into the captivating nature, history, and culture of the Greek Isles. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Piraeus
Sail the Mediterranean
from $2,500
SS 25%
EXPLORE

Greek Island Odyssey

Piraeus Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Walk Ancient Athens landmarks
  • Explore Karpathos Harbor
  • Visit Ephesus Ruins
  • Explore Patmos Heritage
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Sail for 8 days aboard Star Flyer on the Greek Island Odyssey through the Aegean Sea. Travel from Athens to Karpathos, Rhodes, Kusadasi, Patmos, and Andros, balancing iconic ports, historic sites, and relaxed sailing days before returning to Piraeus.
Cruise Details
0
Enjoy stunning views from the island of Santorini
from $2,500
EXPLORE

Eternal Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens ancient Agora
  • Discover Milos volcanic landscapes
  • Visit Adamas Sarakiniko Bay
  • Enjoy Santorini black sand beaches
Starts / Ends
Piraeus / Piraeus
Activities
Archaeological Site Visits, Small Ship Sailing, Village Visits, Local Market Visits
Activity Level
Variable
Embark on an 8-day cruise aboard the Star Flyer, exploring ancient sites in Greece and Turkey, including the Acropolis and the ruins of Halicarnassus. Visit beautiful destinations like Milos, Crete, Santorini, and Hydra before concluding your journey in Piraeus.
Cruise Details
0
Adventures in the Mediterranean
from $2,410
EXPLORE

Sporades Highlights

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens' Acropolis
  • Discover Pergamon’s acropolis
  • Stroll Skopelos whitewashed streets
  • Admire Poros’ naval traditions
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer, exploring Greece and Turkey's rich history and stunning landscapes. Enjoy traditional tall-ship sailing and breathtaking Aegean destinations from ancient Athens to charming Skopelos.
Cruise Details
0
Athens Acropolis
from $1,740
EXPLORE

Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
Explore the ancient Acropolis
from $2,290
SS 25%
EXPLORE

Sicily & Greece

Piraeus - Valletta - 7 Day Itinerary aboard Royal Clipper
  • Wander Athens Ancient Agora
  • Explore Pylos Navarino Bay
  • Explore Syracuse’s historical ruins
  • Visit Valletta’s museums palaces
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
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
Monemvasia - View from the Top
from $3,740
SS 25%
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
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
A sunny day in the main town square of Cres
from $3,740
EXPLORE

Croatia, Albania & Greece

Piraeus - Venice - 12 Day Itinerary aboard Star Clipper
  • Discover Athens ancient Agora
  • Visit Chania old Venetian harbor
  • Tour Gythio neoclassical buildings
  • Wander Hvar lavender field
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring ancient sites like the Agora in Athens and the ruins of Sparta. Visit charming locales, including Milos, Crete, and Venice, while navigating stunning landscapes and historic cities.
Cruise Details
0
Poros, Greece
from $2,500
SS 25%
EXPLORE

Yachtsman's Paradise

Istanbul - Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Istanbul’s dynamic blend
  • Visit Dikili’s quiet harbor
  • Wander Skopelos Town’s alleys
  • Walk Piraeus to ancient Athens
Starts / Ends
Istanbul / Piraeus
Activity Level
Variable
Embark on an 8-day cruise from Istanbul to Athens aboard the Star Flyer, exploring ancient sites like Pergamon and experiencing charming coastal towns. Conclude your journey in historic Athens, the cradle of democracy and Western philosophy.
Cruise Details
0
Beautiful view from Trogir fortress, Croatia
from $3,740
EXPLORE

Croatia, Albania & Greece

Venice to Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Venice Canals
  • Visit Kotor Fjord
  • Discover Milos Beaches
  • Explore Ancient Athens
Starts / Ends
Venice / Piraeus
Activities
Snorkeling
Activity Level
Variable
Set sail aboard Star Clipper on a 12-day cruise from Venice to Athens. Explore Croatia’s medieval towns, Montenegro’s fjords, Albania’s hidden gems, and Greece’s islands. Discover Hvar, Kotor, Saranda, Katakolon, and Milos while enjoying sailing elegance, historic ports, and coastal beauty.
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
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Jane P.
Stop in Piraeus, the port of Athens
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