Have questions? We're here.
Oia, Santorini

Milos Small Ship Cruises

Travel made your way
Talk with an expert
Build your ideal Greece trip. Call 1.406.541.2677
Start Planning My Trip
Experience the charm of authentic Greece on the enchanting islands this year with Adventure Life's selection of 11 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.
Filter (11 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Milos
Vineyard in Greece
from $5,300
EXPLORE

Wines of Greece

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Taste Assyrtiko at Volacus Winery
  • Visit Konstantakis for wines
  • Savor village lunch in Platanos
  • Enjoy Mantineia wines at Semeli
Starts / Ends
Athens / Athens
Activities
Small Ship Sailing
Activity Level
Variable
Join an 8-day cruise on the Panorama to discover Greece's renowned wine regions like Nemea and Santorini, led by expert Tim Clarke. Enjoy exclusive tastings, meet winemakers, and savor regionally inspired dinners while sailing through stunning landscapes.
Cruise Details
0
The famous windmills of Mykonos
from $5,440
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
Walking through the unique architecture of Greece.
from $9,100
Save 20%
EXPLORE

Greek Isles Odyssey: Mythology, History and Cerulean Seas

Athens to Athens - 8 Day Itinerary aboard National Geographic Orion
  • Explore Delos’ sacred site
  • Tour Akrotiri’s ruins
  • Taste wines with experts
  • Carve marble in Naxos
Starts / Ends
Athens / Lavrion
Activities
Hiking, Wine Tasting, Urban Exploration, Cooking Classes, Stand Up Paddle Boarding, Land & Sea Exploration, Kayaking
Activity Level
Variable
Sail through the Greek Isles on an 8-day voyage aboard National Geographic Orion, featuring experts from Food & Wine magazine. Explore Delos, Milos, Naxos, and more with hands-on cultural experiences, wine tastings, and guided adventures through ancient ruins and island traditions.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $7,300
Save 10%
EXPLORE

Cruising the 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
2for1
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
Activities
Village Visits, Archaeological Site Visits
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 $6,010
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
Visit charming Naxos
from $3,405
Up to 25%
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 $2,030
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
Celebrate Greek Easter on an 8-day cruise aboard the Elysium. Visit ancient Delos, experience Easter festivities in Mykonos, and relax on Ios and Milos beaches, each island offers a unique experience. Have a remarkable cultural experience on this Easter-week cruise that immerses you in Greek rituals, candlelit processions, and stunning landscapes
Cruise Details
0
Hagia Sophia in Istanbul
from $6,180
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
Cape Drastis at Corfu island in Greece
from $3,610
EXPLORE

Greece, Montenegro and Croatia

Venice - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Venice’s canals
  • Relax on Mali Losinj’s beaches
  • Stroll Gythio’s harbor
  • Admire Milos’ white cliffs
Starts / Ends
Venice / Piraeus
Activity Level
Variable
Set sail on a 12-day cruise from Venice to Piraeus on the Star Clipper, exploring Croatia, Montenegro, and Greece. Experience stunning destinations like Dubrovnik, Kotor, and Mykonos while enjoying leisure activities.
Cruise Details
0
Ship passing through Suez Canal, in the background - the Suez Canal Bridge, also known as Al Salam Bridge
from $3,610
EXPLORE

Suez Canal Crossing

Safaga - Piraeus - 12 Day Itinerary aboard Star Flyer
  • Discover Safaga’s Red Sea coast
  • Transit the Suez Canal
  • Explore Cairo from Port Said
  • Walk Rhodes’ Old Town
Starts / Ends
Safaga / Piraeus
Activity Level
Variable
Embark on a 12-day cruise from Safaga to Athens aboard the Star Flyer, exploring Egypt's historic sites and Greece's stunning islands. Enjoy visits to the Suez Canal, Alexandria, Rhodes, Santorini, and more.
Cruise Details
0
1-11 of 11 Results
  • 1

Greece Travel Guide

Favorite Greece Greece All Trips

Top Greece Travel Destinations

Greece Trips by Departure Date

Top Experiences in Greece

Greece Trips by Duration

Greece Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By