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Greek Island Small Ship Cruises

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City of Dubrovnik
from $8,060
EXPLORE

From the Adriatic to the Ionian Sea

Dubrovnik to Valleta - 10 Day Itinerary aboard Le Bougainville
  • Explore Mljet's lakes and monastery
  • Tour Parga’s ancient sites
  • Discover Gallipoli old town
  • Visit Korcula’s medieval town
Starts / Ends
Dubrovnik / Valletta
Activities
Urban Exploration, Biking
Activity Level
Variable
Sail from Dubrovnik to Valletta aboard Le Bougainville on a 10-day Mediterranean cruise. Explore medieval Dubrovnik, the forests of Mljet, Vis Island’s shipwrecks, and Montenegro’s walled town of Kotor. Discover Greek ruins in Parga, Italian heritage in Gallipoli, and Roman history in Taormina.
Cruise Details
0
from $3,090
Up to 50%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
  • Swim Poliegos turquoise waters
  • Explore Poros neoclassical charm
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on an 8-day cruise aboard the Panorama, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
Cruise Details
0
kalymnos
from $3,690
EBD 10%
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Unexplored Greece: Aegean Islands

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Swim Ikaria’s crystal waters
  • Discover Patmos’ spiritual serenity
  • Taste Amorgos’ local flavors
  • Explore Athens' historic grandeur
Starts / Ends
Athens / Athens
Activities
Wine Tasting
Activity Level
Variable
Experience an 8-day cruise through the Cycladic and Dodecanese islands aboard the Panorama, where you can discover hidden gems, rich history, and serene beaches. Engage with local culture, enjoy authentic communities, and immerse yourself in the tradition of hospitality as you explore ten beautiful island ports.
Cruise Details
0
Walk along the beaches of Dubai
from $14,500
Up to 40%
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Dubai to Athens

18 Day Itinerary aboard Silver Shadow
  • Walk ancient Petra
  • Visit Luxor’s temples
  • Sail through the Suez Canal
  • Experience Alexandria history
Starts / Ends
Dubai / Athens
Activities
Village Visits, Wildlife Viewing, Spa Relaxation
Activity Level
Variable
Sail on an 18-day cruise aboard Silver Shadow from Dubai to Athens. Start among Dubai’s modern landmarks, relax with days at sea, and discover Salalah’s frankincense history and coastal beauty. Walk Petra’s carved sandstone paths, explore Luxor’s temples and tombs, transit the Suez Canal, and end with two days in Alexandria.
Cruise Details
0
A stunning view of Nafplion, Greece
from $7,350
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Cruising the Aegean: Turkey and the Greek Isles – with Smithsonian Journeys

8 Day Itinerary aboard Le Dumont-d'Urville
  • Discover sites of ancient Greece
  • Visit cultural and historical sites
  • Explore the Mycenae ruins
  • View the windmills of Mykonos
Starts / Ends
Athens / Istanbul
Activities
Archaeological Site Visits
Activity Level
Variable
Cruise through Greece and Turkey aboard Le Dumont-d'Urville 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
Wander through Rome
from $7,590
EXPLORE

From the City of Gods to the Eternal City

Athens - Civitavecchia - 12 Day Itinerary aboard Le Bougainville
  • Explore the Mediterranean
  • Explore notable stops
  • Explore southern Aegean Sea
  • Explore Civitavecchia
Starts / Ends
Athens / Civitavecchia
Activity Level
Variable
Join Le Bougainville on this 12-day journey from Athens to Civitavecchia, exploring the Mediterranean. Enjoy diverse experiences with included excursions at each port of call. Highlights include marveling at Taormina, exploring Chania, and visiting Phaestos Palace. Discover ancient cities, coastlines, and historical treasures.
Cruise Details
0
85-90 of 90 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.

Karilyn Owen, Adventure Life Trip Planner
Karilyn O.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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