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Greek Island Small Ship Cruises

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Greek Island cruises on small ships offer the intimacy of one of the top 47 small ship experiences while exploring the beautiful Greek coastline and islands in 2025 and 2026. Enjoy gourmet dining and personalized service onboard while discovering fascinating history and astonishing natural landscapes. Visit ancient temples, palaces, churches, fascinating medieval towns, and monasteries in Mykonos, Athens, Delos, Patmos, and Santorini. Onboard and offboard activities with Greece small ship cruises may include Archaeological Site Visits, Village Visits, Hiking, Wine Tasting, and Local Market Visits. Bask in white-sand beaches, swim in crystal-clear waters, and embark on an unforgettable journey through small ship cruises in Greece ranging from 8 to 16 days, starting at $1,710. Contact Adventure Life Greece Experts to help you design your ideal vacation, away from big-ship crowds but on small ship Greek Island cruises.
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    • Greece
Traditional architecture in Greece.
from $3,090
10% EBD
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Capture Santorini’s caldera views
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the Galileo, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
Cruise Details
0
Walking in Santorini
from $2,410
EXPLORE

Southern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus vibrant port city
  • Wander Rhodes medieval streets
  • Discover Bodrum rich history
  • Admire Santorini whitewashed cliffs
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail for 8 days on the Star Flyer, exploring historic Aegean ports from Piraeus to Rhodes and Bodrum while enjoying stunning views in Santorini and Hydra. Experience local culture, cuisine, and relaxation, culminating in a memorable return to Piraeus.
Cruise Details
0
Explore colorful villages on Rhodes
from $11,990
2for1
EXPLORE

Greek Islands & Turkish Coastline

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Athens' sophistication
  • Discover Delos' mythological past
  • Experience Mykonos' whitewashed
  • Visit Patmos’ sacred cave
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise from Athens aboard the Emerald Azzurra, discovering Greece and Turkey's coastal gems. Experience ancient sites like Delos and Mykonos, enjoy leisure in Santorini, and explore local markets, all while relaxing on your luxurious yacht.
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
Wander through the maze of colorful buildings on Santorini
from $5,440
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Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Sifnos scenic trails
  • Discover Sikinos landscapes
  • Relax on Ios with pristine beaches
  • Visit Serifos with rugged landscape
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Set sail on an 8-day cruise to the Aegean aboard the Gemaya, exploring stunning islands like Santorini and Milos. Discover whitewashed villages, hidden coves, and the rich traditions of Greece amidst a backdrop of beauty and myth.
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $5,440
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Saronic Gems

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Epidaurus’ ancient theater
  • Visit Aegina’s neoclassical charm
  • Swim Porto Cheli’s waters
  • Wander Nafplion’s old town
Starts / Ends
Lavrion / Lavrion
Activities
Scuba Diving
Activity Level
Variable
Set sail for an 8-day cruise from Lavrion on the Gemaya, exploring the historic Saronic Islands. Enjoy stunning landscapes and rich culture, from the lush charm of Spetses to the UNESCO beauty of Hydra and Aegina's ancient Temple of Aphaia.
Cruise Details
0
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
Relax on the sunny beaches of Paros
from $3,405
Up to 25%
EXPLORE

Mythical Aegean Adventure

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Delos historic ruins
  • Wander Mykonos lively alleys
  • Visit Kusadasi ancient Ephesus
  • Swim Paros secluded bay
Starts / Ends
Lavrion / Lavrion
Activities
Snorkeling
Activity Level
Variable
Experience an 8-day cruise on the Elysium, sailing the Aegean Sea from Mykonos to Kusadasi and Ephesus. Enjoy historic sites, traditional cuisine, and the vibrant culture of the islands while relaxing on stunning beaches.
Cruise Details
0
The Ancient Theater of Delphi
from $2,030
EXPLORE

UNESCO Heritage

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Tour Nafplion famous ancient sites
  • Visit Kylini ancient Olympia ruins
  • Discover Gytheio old Byzantine town
  • Swim Elafonissos clear blue waters
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Join this 8-day cruise aboard the Elysium, exploring Greece's Peloponnese and five UNESCO World Heritage Sites. This historic cruise uncovers the region's rich history, myths, and natural beauty for unforgettable memories amidst captivating landscapes and historical wonders.
Cruise Details
0
The famous windmills of Mykonos
from $13,995
EBD
EXPLORE

Sailing the Greek Islands

Roundtrip Athens - 12 Day Itinerary aboard Douglas Mawson
  • Wander Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
Starts / Ends
Athens / Piraeus
Activities
Local Market Visits
Activity Level
Variable
Set sail on a 12-day cruise aboard the Douglas Mawson through Greece's stunning islands, experiencing vibrant villages and rich Mediterranean culture. Discover historical gems like Rhodes, Santorini, and Ephesus while starting your adventure in Athens.
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
Explore colorful villages on Rhodes
from $11,990
2for1
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Delos archaeological island
  • Wander Mykonos whitewashed island
  • Visit Bodrum seaport
  • Discover Rhodes old town
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day cruise aboard the Emerald Azzurra from Athens, exploring Delos, Bodrum, Rhodes, Santorini, Chania, and Hydra. Discover ancient ruins, stunning landscapes, and charming harbors before returning to the historic Greek capital.
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
Archaeological Site Visits, Village Visits, Hiking, Wine Tasting, Kayaking, Urban Exploration, Cooking Classes, Stand Up Paddle Boarding, Land & Sea Exploration
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
Explore the beautiful walkways of Santorini
from $8,070
Save 10%
EXPLORE

Cruising the Greek Islands of the Southern Aegean: with Smithsonian Journeys

Roundtrip Athens - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Smithsonian Journeys Cruise
  • Explore UNESCO World Heritage Sites
  • Sail the Santorini Caldera
  • Explore Mykonos
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day Aegean cruise from Athens, exploring ancient ruins, charming islands, and vibrant modern life. Visit Patmos, Rhodes, Crete's Heraklion and Knossos, Amorgos' traditional villages, Delos' sacred ruins, Mykonos' chic resorts, and Nafplion's Mycenae and Epidaurus before returning to Athens.
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
The towering ruins of the Acropolis rise over Athens
from $2,410
EXPLORE

Northern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus bustling port city
  • Discover Kusadasi grand ruins
  • Visit Amorgos soaring cliffs
  • Stroll Mykonos harbor
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer to explore Greece’s ancient ruins and beautiful islands, starting in Piraeus. Experience vibrant destinations like Kusadasi, Patmos, and Mykonos while enjoying guided tours and hands-on sailing activities.
Cruise Details
0
1-18 of 47 Results

Cruise Line Options for Small Ship Cruises in Greece

Adventure Life partners with carefully selected small ship Greek Island cruises that offer top-quality experiences:

  • Variety Cruises – Specializes in intimate yachts and small ship cruising Greek Islands, with itineraries that include hidden harbors, cultural stops, and island-hopping adventures.
     
  • SeaDream Yacht Club – Luxurious yachting experience with exceptional service, fine dining, and water sports right off the ship.
     
  • Celestyal Cruises – Blends Greek hospitality with immersive itineraries across the Aegean, including both iconic and lesser-known islands.
     
  • Other Boutique Vessels – Adventure Life also offers Greek Island cruises in small ships such as the Galileo, Harmony V, and Panorama, each offering unique sailing routes and boutique comforts.

Tips for Planning Small Ship Cruises in the Greek Islands

Itinerary Choices and Port Highlights
Consider whether you’d prefer a classic  small ship Greek Island cruise that includes Mykonos, Santorini, and Crete, or a more offbeat itinerary exploring Naxos, Hydra, or Patmos.

Ship Amenities and Facilities
Small ship cruises in Greece vary from simple yachts to boutique luxury vessels. Decide if you’d like casual comfort or premium amenities such as onboard spas, water sports platforms, or gourmet dining.

Timing and Weather Considerations
The best time to be on small ship cruises in Greece is between May and October. May–June and September–October offer warm weather, fewer crowds, and excellent sailing conditions. July and August are the busiest and hottest months.

Budget
Costs for small ship Greek Island cruises can vary depending on the level of luxury and itinerary length. Small ship cruises typically range from mid-tier to luxury pricing but deliver exceptional value with included meals, tours, and cultural activities.

Booking and Cancellation Policies
Since small ship Greek Island cruises have limited capacity, booking early (6–12 months in advance) ensures your preferred itinerary and cabin type. Always review cancellation policies, which vary by small ship Greek Island cruises, and consider travel insurance for added flexibility.

FAQs About Greek Island Small Ship Cruises

What is the best way to cruise the Greek islands?

The best way is aboard  Greek Island cruises small ships, which offers flexibility, access to hidden ports, and a more intimate, personalized travel experience.

What is the best month to cruise the Greek islands?

May, June, September, and October are ideal months for small ship cruises in Greece, with pleasant weather, fewer crowds, and smooth sailing conditions.

Is a Greek Isle cruise worth it?

Yes, small ship Greek Island cruises allow you to see multiple islands in one trip, enjoy authentic experiences, and access charming harbors that larger ships can’t reach.

What is the most breathtaking island in Greece?

Santorini is famous for its caldera views and sunsets. Meanwhile, less-visited places like Naxos or Symi you can visit on Greek Island cruises small ships offer equally stunning scenery with fewer crowds.

How far in advance should I book a small ship Greek island cruise with Adventure Life?

We recommend booking at least 6–12 months in advance, as small ship cruises through Greece have limited cabins and fill quickly, especially during peak summer months.

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