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Greek Island Small Ship Cruises

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    • Greece
Discover beautiful Symi island
from $9,499
Air Credit
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, Local Market Visits
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
Explore the rocky island of Corfu
from $3,180
EBD 10%
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Ionian Odyssey

Roundtrip Marina Zeas - 8 Day Itinerary aboard Harmony G
  • Cross historic Corinth Canal
  • Explore Paxos town
  • Wander Corfu Old Town
  • Discover legendary Ithaca
Starts / Ends
Paxos / Corinth Canal
Activity Level
Variable
Embark on an 8-day cruise aboard the Harmony G, exploring the Ionian and Saronic islands from Athens. Experience the Corinth Canal, secluded bays, and charming towns while enjoying onboard dining and optional excursions.
Cruise Details
0
Visit beautiful Hydra
from $10,390
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Ancient Wonders of the Mediterranean

Athens - Valletta - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Explore the rocky plateau of Athens
  • Explore Patmos
  • Admire volcanic beauty and ruins
  • Explore the Delphi Sanctuary
Starts / Ends
Athens / Valletta
Activity Level
Variable
Embark on a 13-day Mediterranean cruise aboard Le Dumont-d'Urville, exploring the enchanting destinations of Greece, Turkey, and Italy. Each destination offers unique experiences, from ancient ruins and historic monasteries to stunning beaches and charming villages.
Cruise Details
0
Adventures in the Mediterranean
from $2,410
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Sporades Highlights

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens' Acropolis
  • Discover Pergamon’s acropolis
  • Stroll Skopelos whitewashed streets
  • Admire Poros’ naval traditions
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer, exploring Greece and Turkey's rich history and stunning landscapes. Enjoy traditional tall-ship sailing and breathtaking Aegean destinations from ancient Athens to charming Skopelos.
Cruise Details
0
Athens Acropolis
from $2,820
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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
Explore beautiful Paros
from $11,000
Save 5%
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Crossroads of the Ancient World: Exploring Greece and Turkey

Roundtrip Athens - 11 Day Itinerary aboard National Geographic Orion
  • Explore Delos ancient ruins
  • Walk Ephesus ancient city
  • Explore Paros harbor towns
  • Visit Didim Apollo sanctuary
  • Visit Patmos monastery site
Starts / Ends
Athens / Athens
Activity Level
Variable
Explore the Greek Islands and Turkey on an 11-day cruise aboard National Geographic Orion. Travel from Athens and Lavrio to Delos, Patmos, Samos, Ephesus, Bodrum, Leros, Naxos, and Paros. Walk ancient ruins, visit monasteries, explore island villages, sail the Aegean Sea, and experience local culture and history.
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
from $9,100
Save 5%
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Ancient Mediterranean: Exploring Greece, Croatia and Albania

Greece to Croatia - 8 Day Itinerary aboard National Geographic Orion
  • Navigate scenic Corinth Canal
  • Explore Delphi Ruins
  • Stroll Dubrovnik Walls
  • Taste Local Wines
Starts / Ends
Athens / Zadar
Activities
Cooking Classes, Kayaking, Festival Visits, Wildlife Viewing, Stand Up Paddle Boarding
Activity Level
Variable
Embark on an 8-day Mediterranean cruise aboard the National Geographic Orion, sailing from Greece to Croatia with stops in Albania, Corfu, and Dubrovnik. Explore ancient ruins, UNESCO World Heritage sites, and coastal cultures on this expertly guided expedition.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,000
EBD 10%
EXPLORE

Antiquity to Byzantium

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus grand theater
  • Visit Mycenae and its Lion’s Gate
  • Discover Nafplion’s old town
  • Tour Delphi’s ruins
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the MS Galileo, exploring Greece's rich history from Nafplion's Ancient Epidaurus to the Oracle of Delphi at Itea. Experience highlights like Mycenae's ruins, the Dirou Caves, and the Palace of Nestor before returning through the Corinth Canal to Athens.
Cruise Details
0
A stunning view of Nafplion, Greece
from $2,150
SS 25%
EXPLORE

Sicily & Greece

Valletta to Athens - 7 Day Itinerary aboard Star Flyer
  • Explore Valletta the walled city
  • Explore Syracuse ruins
  • Visit Pilos Navarino Bay
  • Stroll Nafplio waterfront
Starts / Ends
Valletta / Piraeus
Activity Level
Variable
Join a 7-day cruise from Valletta to Piraeus on the Star Flyer, exploring historic sites like Syracuse's archaeological park and Monemvasia's Byzantine fortress. Visit Nafplio's Venetian architecture before concluding in Piraeus, where you can explore Athens' Acropolis and Agora.
Cruise Details
0
Statues found on Delos Island
from $10,845
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Adriatic, Corinth Canal & the Greek Islands

Dubrovnik - Athens - 12 Day Itinerary aboard Emerald Azzurra
  • Explore Dubrovnik Old Town
  • Visit Korcula medieval churches
  • Discover Kotor Venetian palaces
  • Tour Sarande ruins of Butrint
Starts / Ends
Dubrovnik / Piraeus
Activities
Archaeological Site Visits, Village Visits, Urban Exploration
Activity Level
Variable
Set sail on a 12-day cruise from Dubrovnik aboard the Emerald Azzurra, exploring Montenegro's Kotor and Greece's vibrant islands like Corfu and Mykonos. Experience the stunning Corinth Canal before concluding your journey in historic Athens.
Cruise Details
0
Athens Acropolis
from $1,740
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Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
Relax on the beaches of the Greek Mediterranean
from $24,580
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The Greek Islands, the Corinth Canal and Adriatic

Athens - Dubrovnik - 11 Day Itinerary aboard Emerald Kaia
  • Explore Delos archaeological site
  • Wander Mykonos town
  • Transit narrow Corinth Canal
  • Discover Lefkada castle ruins
Starts / Ends
Piraeus / Dubrovnik
Activity Level
Variable
Embark on an 11-day cruise from Athens to Dubrovnik aboard the Emerald Kaia, exploring the Ionian and Adriatic Seas. Visit historic sites, enjoy local culture, and relax in stunning coastal towns before concluding your journey in Dubrovnik.
Cruise Details
0
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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.

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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.

Kassandra Magruder Adventure Life employee profile
Kassandra M.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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