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Greek Island Small Ship Cruises

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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
Hiking, Kayaking, Stand Up Paddle Boarding, Cooking Classes, Festival Visits, Wildlife Viewing
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
Statues found on Delos Island
from $10,845
Save $150
EXPLORE

Adriatic, Corinth Canal & the Greek Islands

Dubrovnik - Athens - 12 Day Itinerary aboard Emerald Azzurra
  • Explore Dubrovnik Old Town
  • Visit Korcula medieval churches
  • Discover Kotor Venetian palaces
  • Tour Sarande ruins of Butrint
Starts / Ends
Dubrovnik / Piraeus
Activities
Archaeological Site Visits, Village Visits, Urban Exploration
Activity Level
Variable
Set sail on a 12-day cruise from Dubrovnik aboard the Emerald Azzurra, exploring Montenegro's Kotor and Greece's vibrant islands like Corfu and Mykonos. Experience the stunning Corinth Canal before concluding your journey in historic Athens.
Cruise Details
0
Athens Acropolis
from $1,740
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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
Activities
Small Ship Sailing
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
Save $150
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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
EXPLORE

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
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 $2,500
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
Explore the colorful villages of Parga
from $10,795
Save $150
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The Greek Islands, Corinth Canal & Adriatic

Athens - Dubrovnik - 11 Day Itinerary aboard Emerald Azzurra
  • Discover Lefkada Agia Mavra castle
  • Tour Parga hilltop Venetian castle
  • Walk Corfu Spianada square
  • Admire Dubrovnik stone walls
Starts / Ends
Piraeus / Dubrovnik
Activity Level
Variable
Experience an 11-day cruise through the Ionian and Adriatic seas on the Emerald Azzurra, visiting historic sites like Delphi and the castles of Lefkada. Conclude your journey in Dubrovnik, renowned for its ancient walls and stunning architecture.
Cruise Details
0
The famous windmills of Mykonos
from $11,960
EXPLORE

The Cyclades, in the Wake of Le Ponant

Roundtrip Athens - 8 Day Itinerary aboard Le Ponant
  • Discover Kythnos
  • Visit Monemvasia
  • Experience Serifos
  • Discover the island of Polyaigos
Starts / Ends
Tinos / Kythnos
Activities
Snorkeling
Activity Level
Variable
Embark on an 8-day cruise aboard Le Ponant roundtrip from Athens. Sail from Lavrio port to the Cyclades, exploring Tinos and Polyaigos. Enjoy strolls on Serifos before heading southeast to discover Monemvasia's peninsula. Sail towards Kythnos, a rugged terrain. Spetses, "the island of Jasmine," offers tailored activities.
Cruise Details
0
Poros, Greece
from $2,500
EXPLORE

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
Save $150
EXPLORE

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
Activities
Local Market Visits, Wine Tasting
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
49-60 of 95 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.

Jason Maynard employee profile
Jason M.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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