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Greek Island Small Ship Cruises

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The Monastery of the Holy Trinity (Agia Triada), one of the six active monasteries of Meteora in Greece
from $3,405
Up to 25%
EXPLORE

Gems of the Sporades & Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Enjoy Edipsos thermal spring waters
  • Explore Oreoi fishing village
  • Discover Volos Meteora monasteries
  • Swim golden beaches of Skiathos
Starts / Ends
Lavrion / Lavrion
Activities
Village Visits, Archaeological Site Visits, Kayaking, Wildlife Viewing, Snorkeling
Activity Level
Variable
Embark on an 8-day cruise through the Sporades, Northern Evia, and Cyclades on the Elysium, exploring stunning beaches, historic sites, and charming villages. Enjoy swimming, scenic strolls, and delicious local cuisine across Greece's captivating islands.
Cruise Details
0
Hagia Sophia in Istanbul
from $6,180
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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
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
Beautiful villages cling to Santorini's cliff
from $12,229
Save 20%
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Crossroads of the Ancient World: Exploring Greece and Turkey

Roundtrip Athens - 11 Day Itinerary aboard National Geographic Orion
  • Discover the Delos Heritage Site
  • Explore Patmos and its sites
  • Discover Chios’s medieval villages
  • Sightseeing at the ruins of Ephesus
  • Santorini and Naxos exploration
Starts / Ends
Athens / Lavrion
Activities
Photography Seminars
Activity Level
Variable
Join this 11-day Mediterranean cruise aboard National Geographic Orion from Athens. Visit Delos, Patmos, and Chios’s medieval villages. Explore the ruins of Ephesus and the Castle of St. Peter in Bodrum, and enjoy water activities on nearby islands. Capture Leros’s windmills, explore Santorini’s volcanic history, and discover Naxos’s culture.
Cruise Details
0
Mykonos at Dusk
from $11,990
2for1
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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
Explore the ancient Acropolis
from $6,520
Save 10%
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Cruising the Aegean: Turkey and the Greek Isles – with Smithsonian Journeys

Athens - Istanbul - 8 Day Itinerary aboard Le Boreal
  • Discover sites of ancient Greece
  • Visit cultural and historical sites
  • Explore the Mycenae ruins
  • View the windmills of Mykonos
Starts / Ends
Athens / Istanbul
Activity Level
Variable
Cruise through Greece and Turkey aboard Le Boreal on an 8-day cruise. Visit iconic destinations like Athens, Nafplion, Paros, Delos, Mykonos, Kusadasi, Patmos, Canakkale, and Istanbul. Explore UNESCO landmarks, ancient ruins, picturesque villages, and turquoise coves. A perfect blend of history, culture, and breathtaking scenery awaits.
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
Historical Shipyard in Turkey
from $4,140
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Grand Voyage: Athens to Athens

Roundtrip Piraeus - 15 Day Itinerary aboard Star Flyer
  • Discover Mykonos’ harbor
  • Wander Dikili’s streets
  • Marvel at Istanbul’s skyline
  • Unwind in Skopelos sandy coves
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on a 15-day cruise aboard the Star Flyer, exploring Greece and Turkey’s historic ports. Experience Athens, Mykonos, Istanbul, and picturesque islands while enjoying hands-on sailing and breathtaking coastlines.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,000
10% EBD
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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 Galileo to explore Greece's historic landmarks, starting in Ancient Epidaurus and visiting iconic sites like Olympia and Delphi. Enjoy guided excursions and stunning coastlines before concluding your journey in Marina Zea.
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
from $7,720
Save 20%
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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
Hiking, Urban Exploration, Cooking Classes, Festival Visits, 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
Sunset over Athens' port
from $2,410
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Delightful Dervishes

Piraeus - Istanbul - 8 Day Itinerary aboard Star Flyer
  • Discover Piraeus’ vibrant gateway
  • Explore Mykonos’ charming harbor
  • Visit Patmos’ serene monastery
  • Experience Chios’ mastic heritage
Starts / Ends
Pireaus Port / Istanbul
Activity Level
Variable
Set sail on an 8-day cruise from Piraeus to Istanbul aboard the Star Flyer. Explore iconic landmarks, vibrant islands, ancient ruins, and serene coastal towns before concluding in Istanbul's cultural splendor.
Cruise Details
0
Relax on the beaches of the Greek Mediterranean
from $24,580
2for1
EXPLORE

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
Poros, Greece
from $2,410
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Yachtsman's Paradise

Istanbul - Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Istanbul’s dynamic blend
  • Visit Dikili’s quiet harbor
  • Wander Skopelos Town’s alleys
  • Walk Piraeus to ancient Athens
Starts / Ends
Istanbul / Piraeus
Activities
Small Ship Sailing
Activity Level
Variable
Embark on an 8-day cruise from Istanbul to Athens aboard the Star Flyer, exploring ancient sites like Pergamon and experiencing charming coastal towns. Conclude your journey in historic Athens, the cradle of democracy and Western philosophy.
Cruise Details
0
St.Blaise Church, Dubrovnik
from $3,610
EXPLORE

Greece, Montenegro & Croatia

Athens - Venice - 12 Day Itinerary aboard Star Clipper
  • View beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Explore the lovely Cres Town
  • Visit inviting Korcula
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Join Star Clipper on this 12-day cruise from Athens to Venice. Relax on the teak decks of the majestic tall ship as it sails along the clear waters around Mykonos, Santorini, Katakolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Cres, and Venice! Along the way, you can learn about the mythology born here and soak in the sun!
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $18,990
2for1
EXPLORE

Adriatic, the Corinth Canal and the Greek Islands

Dubrovnik - Athens - 12 Day Itinerary aboard Emerald Kaia
  • Explore Dubrovnik’s walled Old Town
  • Wander Korcula’s medieval lanes
  • Experience Kotor’s Venetian charm
  • Uncover Corfu’s Old Town
Starts / Ends
Dubrovnik / Piraeus
Activities
Wine Tasting, Local Market Visits
Activity Level
Variable
Embark on a 12-day cruise aboard the Emerald Kaia, exploring the Adriatic, Ionian, and Aegean seas from Dubrovnik to Athens. Discover scenic landscapes, historic sites, and charming ports, including Kotor, Corfu, and Lefkada along the way.
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
View of Valletta
from $1,710
EXPLORE

Sicily & Greece

Valletta - Piraeus - 6 Day Itinerary aboard Star Flyer
  • Explore Valletta’s peninsula
  • Discover Syracuse’s vast ruins
  • Visit Pilos’ ancient palace
  • Enjoy cafes in Monemvasia
Starts / Ends
Valletta / Piraeus
Activity Level
Variable
Embark on a 6-day cruise from Valletta to Athens aboard the Star Flyer, exploring Sicily's archaeological wonders and Greece's historic sites. Experience relaxation at sea and visit ancient locales like Pilos and Monemvasia before concluding your journey in Piraeus.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $6,999
Save 30%
EXPLORE

Greece & Italy Reflections

Venice to Athens - 9 Day Itinerary aboard World Traveller
  • Cruise scenic Corinth Canal
  • Tour historic Sibenik fortress
  • Explore the Delphi ruins
  • Discover Parga’s Venetian castle
Starts / Ends
Venice / Piraeus
Activity Level
Variable
Embark on this 9-day cruise aboard the World Traveller from Venice to Athens, exploring the Adriatic and Aegean Seas. Highlights include Venice’s canals, Sibenik’s fortresses, Parga’s vibrant coastal setting, Delphi’s ancient ruins, sailing the Corinth Canal, Nafplion’s Venetian castles, and Athens’ iconic landmarks.
Cruise Details
0
19-36 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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