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Greek Island Small Ship Cruises

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Athens Acropolis
from $1,740
Air Credit
EXPLORE

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
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
Explore beautiful Paros
from $11,006
No SS
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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
Activities
Cooking Classes
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
Sunset over Athens' port
from $2,410
SS 25%
EXPLORE

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
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
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
Enjoy the beautiful blue waters of the Mediterranean
from $18,990
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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
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
Stone streets of Stari Grad on Hvar island
from $3,610
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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
Stroll the ancient walkways of Athens
from $5,999
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Ancient Mosaics

Athens to Naples - 9 Day Itinerary aboard World Traveller
  • Milos Sarakiniko beach views
  • Explore Ephesus ancient ruins
  • Capri Blue Grotto visit
  • Ionian Sea scenic cruising
Starts / Ends
Piraeus / Naples
Activities
Local Market Visits, Archaeological Site Visits, Hiking, Village Visits
Activity Level
Variable
Sail through Greece, Turkey, and Italy starting in Athens on a 9-day cruise aboard World Traveller. Discover historic landmarks, seaside villages, and local cuisine. Enjoy shore excursions, cultural sites, and coastal scenery that define this Mediterranean adventure.
Cruise Details
0
Sivota: The Caribbean of Epirus
from $3,090
Up to 50%
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Ionian Dreams to Dalmatian Gems

Athens - Split - 8 Day Itinerary aboard Panorama
  • Cross the Corinth Canal
  • Explore Kefalonia harbor town
  • Tour Bar and the historic Stari Bar
  • Taste Korcula's signature wines
Starts / Ends
Athens / Split
Activities
Small Ship Sailing, Wine Tasting
Activity Level
Variable
Experience an 8-day cruise aboard the Panorama through the Ionian and Adriatic Seas, visiting Greece, Albania, Montenegro, and Croatia. Enjoy included shore excursions and optional tours to immerse yourself in the rich local culture and history.
Cruise Details
0
Explore the ancient Acropolis
from $2,290
SS 25%
EXPLORE

Sicily & Greece

Piraeus - Valletta - 7 Day Itinerary aboard Royal Clipper
  • Wander Athens Ancient Agora
  • Explore Pylos Navarino Bay
  • Explore Syracuse’s historical ruins
  • Visit Valletta’s museums palaces
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
Cruise Details
0
Wander through colorful seaside towns
from $9,270
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Sweet Mediterranean Escape

Athens to Nice - 13 Day Itinerary aboard Le Boreal
  • Tour Patmos sacred sites
  • Explore ancient Delos ruins
  • Sail scenic Corinth Canal
  • Visit Porto Santo Stefano
Starts / Ends
Athens / Nice
Activities
Urban Exploration
Activity Level
Variable
Embark on a 13-day cruise from Athens to Nice aboard Le Boreal. Visit UNESCO sites in Patmos and Delos, sail through the Corinth Canal, explore ancient towns like Nafplion, Taormina, and Gaeta, and relax on the coasts of Milos, Corsica, and Tuscany. Discover both major highlights and hidden gems across the Mediterranean.
Cruise Details
0
The pastel houses of Ponza Town
from $3,320
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Rome to Athens

Civitavecchia - Piraeus - 10 Day Itinerary aboard Royal Clipper
  • Watch Stromboli’s active volcano
  • Discover Crotone’s Greek heritage
  • Wander Parga’s cobbled lanes
  • Visit Katakolon
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Set sail on a 10-day Mediterranean cruise from Civitavecchia to Piraeus aboard the Royal Clipper, visiting stunning locations like the Pontine Islands, Lipari, Taormina, and the historic sites of Ancient Olympia. The journey also includes Pargа, Monemvasia, and concludes in Piraeus, granting access to Athens.
Cruise Details
0
49-60 of 82 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.

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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.

Sandra Fernandez employee profile
Sandra F.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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