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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 11 small ship sailing tours for 2025. 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
Adventures in Santorini!
$12,709
EXPLORE

Sailing the Greek Isles

8 Day Itinerary aboard Sea Cloud
  • Experience the Cyclades
  • Discover the ruins of Delos
  • Discover the age-old villages
  • Discover the beauty of Santorini
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Variable
While there are many ways to tour the Greek Isles, exploring aboard an authentic tall ship on a Greece small ship cruise offers an unrivaled experience and guarantees an in-depth encounter with all its wonders. The combination of this peerless ship and the expedition-style voyage sends you off …
Cruise Details
0
Santorini sunset
$3,420
EXPLORE

Grand Voyage: Athens to Athens

15 Day Itinerary aboard Star Clipper
  • Walk in the shadow of the Acropolis
  • Explore Dikili’s and nearby Bergama
  • Discover Myrina’s Kastro
  • Shop in Skiathos markets
Starts / Ends:
Piraeus / Piraeus
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Delight your senses with all the beauty of the ancient ruins, spectacular beaches, and the marvelous towns of the Greek Islands and Turkey on this 15-day Grand Voyage. Visit Athens, Myrina, Skiathos, Dikili, Kusadasi, and many more! The cruise starts and ends in Athens, the birthplace of democracy …
Cruise Details
0
Hydra Island, Greece
$2,170
EXPLORE

Sicily & Greece

Piraeus to Valletta - 9 Day Itinerary aboard Star Flyer
  • Ride a donkey on Hydra
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Discover Gozo, a diving destination
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, …
Cruise Details
0
The famous windmills of Mykonos
$13,995
EXPLORE

Sailing the Greek Islands

Athens to Athens - 12 Day Itinerary aboard Douglas Mawson
  • Discover Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
  • Experience Rhodes’ medieval charm
  • Savor Cretan culinary delights
  • Enjoy Santorini’s stunning sunsets
Starts / Ends:
Athens / Piraeus
Activities:
Archaeological Site Visits, Cooking Classes, Small Ship Sailing, Village Visits, Wine Tasting
Activity Level:
Variable
Explore Greece on a 12-day voyage aboard the Douglas Mawson. Begin in Athens, where you can choose from experiences like visiting the Acropolis, enjoying a food tour, or walking in Socrates' footsteps. After a leisurely morning, board the ship to Mykonos to experience local culture and historic …
Cruise Details
0
A boat sits in the still water outside a small eastern European town.
$15,796
EXPLORE

Under Sail: Greece and the Dalmatian Coast

11 Day Itinerary aboard Sea Cloud
  • Sail a tall ship in historic waters
  • Tour ruins in Greece and Albania
  • Skim Montenegro’s Gulf of Kotor
  • Spend a day in Dubrovnik's Old Town
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Visit five UNESCO World Heritage sites in one remarkable small ship voyage on the Sea Cloud. Discover Albania, cut off from the modern world for decades, and revel in its historic sites. Explore the delights of Montenegro, a city of surprising beauty, plus the incomparable Dubrovnik.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
$2,280
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
  • See Nafplio's Venetian buildings
  • Visit Monemvasia, a Byzantine city
  • See historic Taormina and Syracuse
  • Explore Malta's cultural heritage
Starts / Ends:
Piraeus / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
On this 9-day Sicily & Greece cruise from Piraeus to Valletta aboard the Star Clipper, embark on an adventure through ancient and historic destinations, starting in Athens, the birthplace of democracy. Visit Nafplio, a charming seaport town in Greece, followed by the fortified Byzantine city of …
Cruise Details
0
Donkeys are a traditional form of transportation in Greece
$3,030
$100 OBC
EXPLORE

Greece, Montenegro & Croatia

Piraeus - Venice - 12 Day Itinerary aboard Star Flyer
  • Discover Mykonos
  • Experience Santorini
  • Explore Corfu
  • Discover Kotor
Starts / Ends:
Piraeus / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 12-day cruise aboard the Star Flyer through the stunning destinations of Piraeus, Mykonos, Santorini, Katakolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Cres, and Venice. Explore the ancient wonders of Athens, where the Agora whispers tales of great philosophers. Immerse yourself in the …
Cruise Details
0
Hagia Sophia in Istanbul
$11,795
EXPLORE

Turkish Delight

Athens to Athens - 13 Day Itinerary aboard Douglas Mawson
  • Explore Athens
  • Tour Chios's villages
  • Uncover Troy's legend
  • Sail the Sea of Marmara
  • See the ancient Bodrum ruins
  • Enjoy Turkish bath experience
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Sailing, Spa Relaxation, Village Visits, Wine Tasting
Activity Level:
Variable
Join a 13-day Douglas Mawson cruise through Greece and Turkey, starting in Athens. Upon arrival, check into your hotel and explore with activities such as guided walks in the Plaka district or tours of the Acropolis. After Athens, sail to Mykonos to experience its lively atmosphere. Then travel to …
Cruise Details
0
Turquoise sea of Hvar island
$3,030
$100 OBC
EXPLORE

Greece, Montenegro & Croatia

Venice to Athens - 12 Day Itinerary aboard Star Flyer
  • Glide in a gondola in Venice
  • Visit Lubenice, a UNESCO site
  • Admire Hvar's beauty
  • Explore cosmopolitan Mykonos
Starts / Ends:
Venice / Piraeus
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Love is always in the air in Venice. Start your 12-day tall ship cruise gliding in a gondola down the Grand Canal. Explore Hvar, idyllically located just off the Dalmatian Coast. The island and the little port named after it have been a favorite getaway ever since the time of the Romans, the …
Cruise Details
0
View of Valletta
$4,060
EXPLORE

Grand Voyage: Athens to Malaga

19 Day Itinerary aboard Star Flyer
  • Admire romantic town Nafplio
  • Explore Syracuse's ancient ruins
  • Enjoy leisurely discovery
  • Visit Palma's Gothic cathedral
Starts / Ends:
Piraeus / Malaga
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
From the stunning Balearic Islands to quixotic tiny port towns along the Italian Riviera, this 19-day sailing cruise takes you to an impressive collection of ports. Sail through an iron fortress gate to the town of Monemvasia, a perfectly preserved Byzantine fortified port with tons of history and …
Cruise Details
0
Walking in Santorini
$2,030
EXPLORE

Southern Cyclades

8 Day Itinerary aboard Star Clipper
  • Explore beautiful Rhodes
  • Visit Halicarnassus
  • Discover breathtaking Santorini
  • Ride a donkey to a lookout point
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
The Star Clipper brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece on a spectacular 8-day cruise. History lovers can seek out ruins, both ancient and from the Crusades of the Middle Ages. Shoppers can have a field day in the stores and galleries, …
Cruise Details
0
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