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Greek Island Small Ship Cruises

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Explore the ancient ruins of Rome
from $3,740
EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza pastel houses
  • Wander Amalfi grand Duomo
  • Discover Lipari Acropolis
  • Visit Syracuse Parco Archeologico
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise from Civitavecchia aboard the Star Clipper, visiting highlights like Amalfi's grand Duomo, the ancient ruins of Olympia, and the charming island of Sifnos. Conclude your journey in Piraeus, Athens' main port, after exploring stunning cliffs and historical sites along the way.
Cruise Details
0
Monemvasia - View from the Top
from $3,740
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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
0
A sunny day in the main town square of Cres
from $3,740
OBC
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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
0
Cape Drastis at Corfu island in Greece
from $3,610
Air Credit
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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
Explore Sibenik on the Dalmatian Coast
from $6,999
Save 30%
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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
Old marina of Antalya.
from $3,350
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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
0
Suez Canal Bridge, Egypt
from $3,240
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Suez Canal Crossing

Piraeus - Safaga - 11 Day Itinerary aboard Star Flyer
  • Walk Athens Agora historic site
  • Ride Hydra hills scenic trail
  • Explore Monemvasia fortress
  • Sail through Suez Canal
  • Explore Bodrum’s ruins
Starts / Ends
Piraeus / Safaga
Activity Level
Variable
Embark on an 11-day cruise aboard Star Flyer, exploring Greece and Egypt. Begin in Athens, visit Hydra, Monemvasia, Santorini, and Bodrum, and then continue to Rhodos, Alexandria, and Port Said. Explore ancient ruins, stunning islands, and vibrant cultures, with highlights including the Suez Canal and the Red Sea's crystal-clear waters.
Cruise Details
0
Beautiful Taormina, Italy, with Mt. Etna in the background
from $31,340
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Islands of the Mediterranean

Piraeus - Malaga - 12 Day Itinerary aboard Scenic Eclipse II
  • Explore Athens’ Acropolis
  • Discover Mykonos’ iconic windmills
  • Wander Santorini’s streets
  • Experience Chania’s Venetian harbor
Starts / Ends
Piraeus / Malaga
Activity Level
Variable
Embark on a 12-day Mediterranean cruise aboard the Scenic Eclipse II, exploring iconic Greek islands like Mykonos and Santorini, along with the charming coastal towns of Sardinia and Ibiza. This journey combines rich cultural immersion, stunning scenery, and regional flavors across Southern Europe.
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

Split to Athens - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Split ruins
  • Cruise scenic Kotor Bay
  • Visit underground lake Cephalonia
  • 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 ancient ruins, charming coastal towns, and scenic islands, with plenty of enriching excursions and unforgettable views.
Cruise Details
0
Beautiful view from Trogir fortress, Croatia
from $3,740
OBC
EXPLORE

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
0
The ancient Lycian rock-cut temple tombs of Kaunos in Dalyan, Turkey
from $3,740
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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
Small Ship Sailing, Archaeological Site Visits, Village Visits, Local Market Visits, 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
0
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
61-72 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.

Real experience. Honest advice.

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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.

Jenna Fedyschyn Adventure Life employee profile
Jenna F.
Golden light reflecting off the whitewashed buildings of Santorini
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