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Explore the stunning island of Santorini

Santorini Sailing Cruises

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Experience the magic of Greece's Santorini with Adventure Life's selection of small ship sailing Cruises for 2025. Discover the stunning Southern Cyclades, from the historical gems of Rhodes to the breathtaking vistas of Santorini, where you can even ride a donkey to a lookout point. Join us on an 8-day adventure exploring unique island cultures, ancient treasures, and pristine beaches aboard the Star Flyer or Star Clipper. Whether you're into archaeological site visits, small ship cruising, or simply soaking in the relaxed pace of the journey, this trip offers something for everyone. Don't miss the chance to sail through this Mediterranean paradise and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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Church in the center of Marpissa, Paros, Greece
$2,500
EBD
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Galileo, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
0
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
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
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
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
$2,500
EBD
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Panorama
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Panorama, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
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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