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Oia, Santorini

Milos Small Ship Cruises

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Experience the charm of authentic Greece on the enchanting islands this year with Adventure Life's selection of 21 small ship cruises. Delve into the serene tranquility of the Greek island kingdoms aboard various vessels, such as the Sea Cloud II. Explore the uncharted Cyclades islands, steep cliffs, enchanting monasteries, and the mysteries they hold. Embrace the rich history and culture of the Aegean Sea on cruises that visit UNESCO World Heritage Sites, ancient ruins, and mythical birthplaces. Swim in the crystal-clear waters of Milos beaches, taste exquisite wines in Santorini, and wander through vineyard terraces. Discover the hidden pearls of the Aegean Sea, avoid tourist crowds, and revel in the beauty of the Isle of Light and its temples. Whether you're seeking archaeological site visits, village exploration, or wine tasting experiences, these cruises offer a relaxed pace suitable for all travelers. Don't miss the chance to embark on an unforgettable journey through the wonders of Greece. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Milos
Hiking in the Cyclades
from $7,735
No SS
EXPLORE

Greek Isles Odyssey: Mythology, History and Cerulean Seas

Athens to Athens - 8 Day Itinerary aboard National Geographic Orion
  • Explore Milos Kleftiko sea caves
  • Visit Paros villages
  • See Naxos olive press museum
  • Visit Tinos Pyrgos artisan village
Starts / Ends
Athens / Athens
Activities
Cooking Classes, Kayaking
Activity Level
Variable
Start in Athens and board National Geographic Orion in Lavrio to explore the Cyclades on this 8-day cruise. Visit Milos sea caves, walk Sifnos villages, kayak in Serifos, taste wine in Paros, explore Naxos farms, and discover Delos ruins and Tinos artisan towns before returning to Athens.
Cruise Details
0
The famous windmills of Mykonos
from $5,405
EXPLORE

Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise through the stunning Cyclades on the Gemaya, exploring charming islands like Milos, Sifnos, and Delos, rich in culture and natural beauty. Experience pristine beaches, delightful hiking, and vibrant local cuisine before concluding your adventure in Lavrion.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $7,850
EXPLORE

Greek Islands of the Southern Aegean – with Smithsonian Journeys

Roundtrip Athens - 8 Day Itinerary aboard Le Bougainville
  • Explore Athens' vibrant Acropolis
  • Visit Patmos' sacred monastery
  • Discover Symi's colorful harbor
  • Sail Amorgos' pristine coastlines
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day cruise to and from Athens aboard the Le Bougainville, exploring Patmos, Symi, Amorgos, Santorini, and more. Discover ancient landmarks, serene harbors, and vibrant island life before returning to Athens.
Cruise Details
0
Mykonos at Dusk
from $11,990
Save $150
EXPLORE

Athens to Istanbul Adventure

Athens (Piraeus) - Istanbul - 8 Day Itinerary aboard Emerald Azzurra
  • Discover Santorini cliff villages
  • Tour Delos archaeological ruins
  • Visit Ephesus near Kusadasi
  • End journey in Istanbul
Starts / Ends
Athens / Istanbul
Activity Level
Variable
Explore Greece and Turkey on an 8-day cruise aboard Emerald Azzurra. Discover Santorini’s iconic cliffside villages, ancient ruins in Delos and Ephesus, sacred sites in Patmos, and the historic coastlines of Mykonos, Kusadasi, and Kepez. End the journey in Istanbul.
Cruise Details
0
Discover beautiful Symi island
from $6,620
EXPLORE

At the heart of the Greek Islands

Roundtrip Athens - 8 Day Itinerary aboard Le Boreal
  • Discover ancient Athens treasures
  • Visit sacred Patmos sites
  • Admire the beauty of Symi
  • Wander Delos ruins freely
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail through the heart of Greece on an unforgettable 8-day cruise, starting and ending in the historic city of Athens. Discover the magic of the Cyclades and the Dodecanese as you explore iconic destinations like Santorini, Delos, and Milos, alongside hidden gems such as Symi and Amorgos.
Cruise Details
0
Volcanic landscape on Milos, Greek Islands, with clear water
from $7,495
EXPLORE

Summer Breeze Through The Aegean

Athens to Athens - 8 Day Itinerary aboard Sea Cloud II
  • Uncover the secrets of the Cyclades
  • Explore Epidaurus’ living history
  • See Panagia Hozoviotissa
  • Stroll charming Aegean harbor town
Starts / Ends
Piraeus / Athens
Activity Level
Variable
Experience an 8-day Mediterranean cruise aboard Sea Cloud II roundtrip from Athens. Sail the Aegean Sea under full canvas, explore Amorgos and Milos in the Cyclades, visit Nauplio and Poros in the Peloponnese, and discover UNESCO World Heritage sites including Epidaurus and the Acropolis.
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
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
Visit charming Naxos
from $3,420
Spcl Rates
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Discover Ios golden beach
  • Swim Naxos crystal waters
  • Wander Mykonos vibrant alleys
  • Explore Delos sacred ruins
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise aboard the Elysium through the enchanting Cyclades. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
Cruise Details
0
Admire the ruins of a temple on Naxos
from $2,040
EXPLORE

Greek Easter Vibes

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Delos sacred wonders
  • Witness Santorini stunning sunset
  • Swim Naxos crystal-clear waters
  • Celebrate Mykonos festive Easter
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Experience Greek Easter on an 8-day cruise aboard the Elysium, visiting 10 Aegean islands like Mykonos and Santorini. Enjoy stunning sites, traditional festivities, and finish with a swim at Cape Sounion's Temple of Poseidon before returning to Athens.
Cruise Details
0
Hagia Sophia in Istanbul
from $6,870
EXPLORE

Antique wonders of the Aegean

Istanbul - Athens - 9 Day Itinerary aboard Le Boreal
  • Explore Istanbul's vibrant history
  • Discover Bozcaada's Greek charm
  • Visit Patmos' sacred sites
  • Explore Symi's colorful harbor
Starts / Ends
Istanbul / Athens
Activity Level
Variable
Discover the Aegean’s treasures on this 9-day cruise aboard the Le Boreal from Istanbul. Explore charming islands, sacred sites, and stunning landscapes, ending with Hydra’s serenity and Athens’ iconic Acropolis.
Cruise Details
0
Discover beautiful Symi island
from $9,499
EXPLORE

Greece And Turkish Isles

Athens Roundtrip - 12 Day Itinerary aboard World Traveller
  • Explore Hydra coastal path
  • Amorgos cliff monastery visit
  • Explore Kusadasi and Ephesus ruins
  • Explore Rhodes Old Town
Starts / Ends
Piraeus / Piraeus
Activities
Hiking, Wine Tasting
Activity Level
Variable
Explore Greece on a 12-day voyage aboard World Traveller, across Athens, Milos, Crete, Rhodes, Amorgos, Folegandros, and Hydra, with visits to Bodrum and Kusadasi in Turkey. Experience local markets, coastal views, and cultural landmarks. This voyage stands out for combining iconic Greek islands with ancient Turkish heritage sites in one journey.
Cruise Details
0
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Franny F.
Oia, Santorini
Greece

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