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Greek Island Small Ship Cruises

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Monemvasia - View from the Top
from $3,740
SS 25%
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Athens to Rome

Piraeus - Civitavecchia - 12 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Discover Hydra Monastery of Ilias
  • Tour Monemvasia Byzantine port
  • Visit Gythio picturesque streets
Starts / Ends
Piraeus / Civitavecchia
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring historic sites from the Acropolis in Athens to the ruins of Olympia, and enjoying charming towns like Taormina and Ponza. Experience ancient culture and stunning vistas before disembarking in Civitavecchia.
Cruise Details
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A sunny day in the main town square of Cres
from $3,740
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Croatia, Albania & Greece

Piraeus - Venice - 12 Day Itinerary aboard Star Clipper
  • Discover Athens ancient Agora
  • Visit Chania old Venetian harbor
  • Tour Gythio neoclassical buildings
  • Wander Hvar lavender field
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring ancient sites like the Agora in Athens and the ruins of Sparta. Visit charming locales, including Milos, Crete, and Venice, while navigating stunning landscapes and historic cities.
Cruise Details
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City of Dubrovnik
from $17,195
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Gems of the Greek Islands & Adriatic Coast

Athens - Venice - 11 Day Itinerary aboard Scenic Ikon
  • Explore Athens Parthenon temple
  • Discover Nafplion Epidaurus Theater
  • Wander Corfu Old Town square
  • Visit Monopoli fishing port
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Join an 11-day cruise on the Scenic Ikon, starting in Athens and exploring the stunning Dalmatian Coast. Experience ancient ruins, charming old towns, and guided excursions.
Cruise Details
0
Old marina of Antalya.
from $3,350
SS 25%
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Antalya to Istanbul

Antalya - Istanbul - 11 Day Itinerary aboard Star Flyer
  • Stroll Antalya old town Kaleici
  • Wander Kastellorizo scenic seafront
  • Visit Patmos historic cave
  • Savor Bozcaada local wines
Starts / Ends
Antalya / Istanbul
Activities
Wine Tasting
Activity Level
Variable
Set sail for 11 days on the Star Flyer, starting in Antalya and exploring highlights like Kekova Island's underwater ruins, the charming Greek island of Kastellorizo, and Patmos' Monastery of the Apocalypse. Conclude your journey in Istanbul after visiting Cesme, Bozcaada, and sailing the beautiful Aegean sea.
Cruise Details
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A stunning fortified old town with massive stone walls overlooking the Adriatic Sea
from $12,495
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Adriatic Voyage: Croatia, Montenegro and Greece

Venice to Athens - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Diocletian’s Palace
  • Cruise scenic Kotor Bay
  • Discover Old Town Corfu
  • Transit historic Corinth Canal
Starts / Ends
Venice / Athens
Activities
Kayaking, Biking
Activity Level
Variable
Sail from Venice to Athens on a 9-day Adriatic voyage aboard Le Dumont-d'Urville. Explore Croatia, Montenegro, and Greece. Discover Diocletian’s Palace in Split, walk Dubrovnik’s medieval walls, cruise Montenegro’s Bay of Kotor, and visit the Greek islands of Corfu and Cephalonia before transiting the historic Corinth Canal.
Cruise Details
0
Beautiful view from Trogir fortress, Croatia
from $3,740
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Croatia, Albania & Greece

Venice to Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Venice Canals
  • Visit Kotor Fjord
  • Discover Milos Beaches
  • Explore Ancient Athens
Starts / Ends
Venice / Piraeus
Activities
Snorkeling
Activity Level
Variable
Set sail aboard Star Clipper on a 12-day cruise from Venice to Athens. Explore Croatia’s medieval towns, Montenegro’s fjords, Albania’s hidden gems, and Greece’s islands. Discover Hvar, Kotor, Saranda, Katakolon, and Milos while enjoying sailing elegance, historic ports, and coastal beauty.
Cruise Details
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The ancient Lycian rock-cut temple tombs of Kaunos in Dalyan, Turkey
from $3,740
SS 25%
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Istanbul to Antalya

Istanbul - Antalya - 12 Day Itinerary aboard Star Flyer
  • Discover Istanbul cultures
  • Explore Dikili ancient Pergamon
  • Wander Cesme whitewashed streets
  • Tour Samos ancient remains
Starts / Ends
Istanbul / Antalya
Activities
Local Market Visits, Small Ship Sailing, Wildlife Viewing
Activity Level
Variable
Join a 12-day Mediterranean cruise on the Star Flyer, starting in Istanbul and visiting historical sites like Pergamon, Patmos, and the ancient ruins of Knidos. Explore charming towns like Cesme and Fethiye, and conclude your journey in Antalya's Kaleici district.
Cruise Details
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Relax in beautiful Sicily
from $3,610
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Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza’s harbor town
  • Discover Sorrento’s ancient cliffs
  • View Lipari’s bustling marina
  • Wander Syracuse’s baroque piazzas
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Join a 12-day cruise on the Star Clipper, starting from Civitavecchia and exploring Italy's Pontine Islands, the Aeolian Islands, and Sicily. Discover Greece's historic sites, including Olympia and picturesque Hydra, before concluding in Athens.
Cruise Details
0
St. Lawrence Fortress, Dubrovnik, Croatia.
from $12,985
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The Islands of Italy, Greece and Croatia

Civitavecchia - Dubrovnik - 9 Day Itinerary aboard Scenic Eclipse II
  • Discover Ponza narrow streets
  • Tour Capri to wander the Piazzetta
  • Visit Lipari historic harbor
  • Walk Split Diocletian's Palace
Starts / Ends
Civitavecchia / Dubrovnik
Activities
Urban Exploration
Activity Level
Variable
Join a 9-day Mediterranean cruise on the Scenic Eclipse II, departing from Rome to explore stunning destinations like Capri, the Aeolian Islands, and Dubrovnik. Enjoy overnight port stays and guided excursions while sailing through breathtaking landscapes and rich history.
Cruise Details
0
Stroll along Barcelona's famed beaches
from $15,600
Save 5%
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Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond

Spain - Greece - 13 Day Itinerary aboard National Geographic Orion
  • Cruise the Mediterranean Sea
  • Explore standing stones on Menorca
  • Taste Sicilian wine
  • Swim at Kefalonia
  • Explore Delphi and Corinth Canal
Starts / Ends
Barcelona / Athens
Activities
Hiking, Stand Up Paddle Boarding
Activity Level
Variable
Embark on a 13-day Mediterranean Wonders Cruise from Spain to Greece aboard National Geographic Orion, explore ancient ruins, medieval towns, and local cuisine. Visit Menorca’s prehistoric stones, Bonifacio’s citadel, Sardinia’s artisan villages, savor Sicilian wine, swim in Kefalonia’s waters, and explore Delphi.
Cruise Details
0
Enjoy a gondola ride through beautiful Venice
from $8,180
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Cruising the Dalmatian Coast and the Ionian Sea

Venice to Athens - 9 Day Itinerary aboard Le Bougainville
  • Explore Venice’s Historic Landmarks
  • Discover Hvar’s Ancient Heritage
  • Explore Dubrovnik’s Medieval Walls
  • Cross the Corinth Canal
Starts / Ends
Venice / Athens
Activities
Village Visits, Archaeological Site Visits
Activity Level
Variable
Explore a 9-day cruise from Venice to Athens aboard Le Bougainville, visiting Hvar, Split, Ploce, Dubrovnik, Kotor, Saranda, Itea, and the Corinth Canal. Discover UNESCO World Heritage sites, ancient cities, historic monuments, local traditions, regional cuisine, and coastal landscapes across Croatia, Montenegro, Albania, and Greece. Visit museums.
Cruise Details
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Relax on the beaches of Croatia's Dalmatian coast
from $8,430
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The Dalmatian Coast and the Ionian Sea– with Smithsonian Journeys

Venice to Athens - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Venice’s canals
  • Visit Split’s Diocletian’s Palace
  • Discover Hvar’s Stari Grad plains
  • Visit Delphi Sanctuary
Starts / Ends
Venice / Athens
Activity Level
Variable
Set sail from Venice to Athens on a 9-day cruise aboard Le Dumont-d'Urville, visiting Italy, Croatia, Montenegro, Albania, and Greece. Explore Venice’s canals, Diocletian’s Palace in Split, the Stari Grad plains on Hvar, Dubrovnik’s ancient walls, Kotor’s medieval streets, Saranda’s Ionian harbor, and Delphi’s UNESCO Sanctuary.
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.

Jess Heuermann Adventure Life employee profile
Jess H.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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