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Greek Island Small Ship Cruises

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Hagia Sophia in Istanbul
from $6,870
EXPLORE

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
Discover beautiful Symi island
from $9,499
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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, Archaeological Site Visits, Village Visits, 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 itinerary stands out for combining iconic Greek islands with ancient Turkish heritage sites in one journey.
Cruise Details
0
Mykonos at Dusk
from $11,990
EXPLORE

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 $7,450
$1000 SBC
EXPLORE

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
Air Credit
EXPLORE

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
Ionian Sea
from $3,150
Up to 50%
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Ionian Odyssey

Roundtrip Athens - 8 Day Itinerary aboard Harmony V
  • 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 V, 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
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
Activities
Small Ship Sailing
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
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
Ruins Athina Pronaia temple in Ancient Delphi
from $7,720
No SS
EXPLORE

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
Urban Exploration, Kayaking, Cooking Classes, 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
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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
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