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Greek Island Small Ship Cruises

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Explore the beautiful walkways of Santorini
from $7,300
$1000 SBC
EXPLORE

Cruising the Greek Islands of the Southern Aegean – with Smithsonian Journeys

Roundtrip Athens - 8 Day Itinerary aboard Le Bougainville
  • Explore Athens' vibrant Acropolis
  • Visit Patmos' sacred monastery
  • Discover Symi's colorful harbor
  • Sail Amorgos' pristine coastlines
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day cruise to and from Athens aboard the Le Bougainville, exploring Patmos, Symi, Amorgos, Santorini, and more. Discover ancient landmarks, serene harbors, and vibrant island life before returning to Athens.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $8,070
$1000 SBC
EXPLORE

Cruising the Greek Islands of the Southern Aegean: with Smithsonian Journeys

Roundtrip Athens - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Smithsonian Journeys Cruise
  • Explore UNESCO World Heritage Sites
  • Sail the Santorini Caldera
  • Explore Mykonos
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day Aegean cruise from Athens, exploring ancient ruins, charming islands, and vibrant modern life. Visit Patmos, Rhodes, Crete's Heraklion and Knossos, Amorgos' traditional villages, Delos' sacred ruins, Mykonos' chic resorts, and Nafplion's Mycenae and Epidaurus before returning to Athens.
Cruise Details
0
Sail the Mediterranean
from $2,500
EXPLORE

Greek Island Odyssey

Piraeus Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Walk Ancient Athens landmarks
  • Explore Karpathos Harbor
  • Visit Ephesus Ruins
  • Explore Patmos Heritage
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Sail for 8 days aboard Star Flyer on the Greek Island Odyssey through the Aegean Sea. Travel from Athens to Karpathos, Rhodes, Kusadasi, Patmos, and Andros, balancing iconic ports, historic sites, and relaxed sailing days before returning to Piraeus.
Cruise Details
0
Explore beautiful Nafplion, Greece
from $12,350
EXPLORE

Landscapes and historic sites of the Peloponnese

Athens Roundtrip - 8 Day Itinerary aboard Le Champlain
  • Discover Athens Acropolis heritage
  • Corinth Canal crossing
  • Explore Olympia ruins
  • Monemvasia medieval fortress
Starts / Ends
Athens / Athens
Activity Level
Variable
Explore Greece on an 8-day cruise round the Peloponnese aboard Le Champlain. Start and end in Athens, cross the Corinth Canal, and visit Delphi, Olympia, Katakolon, Gythio, Monemvasia, Nafplion, and Hydra with guided cultural excursions and island walks.
Cruise Details
0
Sunset over Athens' port
from $13,150
EXPLORE

European Autumn in the Aegean Sea

Athens Roundtrip - 8 Day Itinerary aboard Le Champlain
  • See Athens Acropolis monuments
  • Explore Skiathos town
  • Explore Kavala old town
  • Discover Skiathos' white houses
Starts / Ends
Athens / Athens
Activities
Wine Tasting
Activity Level
Variable
Sail an 8-day cruise through Greece aboard Le Champlain, roundtrip from Athens. Visit Skiathos, Volos, Thessaloniki, Kavala, Limnos, and Hydra, combining UNESCO landmarks, ancient ruins, island towns, cultural walking tours, and scenic sailing along Mount Athos.
Cruise Details
0
Discover beautiful Symi island
from $6,310
EXPLORE

At the heart of the Greek Islands

Roundtrip Athens - 8 Day Itinerary aboard Le Boreal
  • Discover ancient Athens treasures
  • Visit sacred Patmos sites
  • Admire the beauty of Symi
  • Wander Delos ruins freely
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail through the heart of Greece on an unforgettable 8-day cruise, starting and ending in the historic city of Athens. Discover the magic of the Cyclades and the Dodecanese as you explore iconic destinations like Santorini, Delos, and Milos, alongside hidden gems such as Symi and Amorgos.
Cruise Details
0
Volcanic landscape on Milos, Greek Islands, with clear water
from $7,495
EXPLORE

Summer Breeze Through The Aegean

Athens to Athens - 8 Day Itinerary aboard Sea Cloud II
  • Uncover the secrets of the Cyclades
  • Explore Epidaurus’ living history
  • See Panagia Hozoviotissa
  • Stroll charming Aegean harbor town
Starts / Ends
Piraeus / Athens
Activities
Small Ship Sailing
Activity Level
Variable
Experience an 8-day Mediterranean cruise aboard Sea Cloud II roundtrip from Athens. Sail the Aegean Sea under full canvas, explore Amorgos and Milos in the Cyclades, visit Nauplio and Poros in the Peloponnese, and discover UNESCO World Heritage sites including Epidaurus and the Acropolis.
Cruise Details
0
Explore the ancient Acropolis
from $2,500
EXPLORE

Aegean Gems

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Walk Athens historic Agora
  • Explore Samos harbor ruins
  • Stroll Çeşme white streets
  • Discover Skyros village life
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Discover Greece and Türkiye aboard Star Flyer on an 8-day sailing from Piraeus to Piraeus. Visit Athens’ historic Agora, stroll Samos’ harbor, explore Cesme’s streets, wander Skyros’ villages, relax on Skopelos beaches, and experience Poros’ cultural landmarks. Onboard, enjoy pools, lounges, a library, and a spa.
Cruise Details
0
Charming streets of Mykonos, Greece
from $14,895
EXPLORE

Cruising the Greek Isles

Roundtrip Athens - 10 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Greek ruins
  • Visit Crete's Knossos Palace
  • Experience Santorini wine and hike
  • Wander in Patmos villages
Starts / Ends
Athens / Athens
Activities
Urban Exploration, Cooking Classes
Activity Level
Variable
Sail through Greece on a 12-day luxury cruise aboard Le Dumont d’Urville, from ancient Athens to sun-soaked islands like Santorini, Mykonos, and Patmos. Explore iconic ruins, whitewashed villages, and hidden gems with guided tours, hands-on culinary experiences, and exclusive cultural encounters that reveal the true heart of the Greek Isles.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,410
SS 25%
EXPLORE

Northern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus bustling port city
  • Discover Kusadasi grand ruins
  • Visit Amorgos soaring cliffs
  • Stroll Mykonos harbor
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer to explore Greece’s ancient ruins and beautiful islands, starting in Piraeus. Experience vibrant destinations like Kusadasi, Patmos, and Mykonos while enjoying guided tours and hands-on sailing activities.
Cruise Details
0
The Monastery of the Holy Trinity (Agia Triada), one of the six active monasteries of Meteora in Greece
from $3,410
EXPLORE

Gems of the Sporades & Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Enjoy Edipsos thermal spring waters
  • Explore Oreoi fishing village
  • Discover Volos Meteora monasteries
  • Swim golden beaches of Skiathos
Starts / Ends
Lavrion / Lavrion
Activities
Snorkeling, Kayaking, Wildlife Viewing
Activity Level
Variable
Embark on an 8-day cruise through the Sporades, Northern Evia, and Cyclades on the Elysium, exploring stunning beaches, historic sites, and charming villages. Enjoy swimming, scenic strolls, and delicious local cuisine across Greece's captivating islands.
Cruise Details
0
Discover beautiful Symi island
from $2,500
EXPLORE

Authentic Greek Escape

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens historic Agora
  • Stroll Fethiye old town
  • Swim near Symi harbor
  • Wander Monemvasia alleys
Starts / Ends
Piraeus / Piraeus
Activities
Archaeological Site Visits, Village Visits, Local Market Visits
Activity Level
Variable
Experience 8 days aboard Star Flyer from Piraeus to Piraeus, exploring Greek and Turkish islands. Walk through Athens’ historic Agora, and visit Fethiye, Symi, Astypalea, Sifnos, and Monemvasia. Enjoy beaches, ancient ruins, local culture, and authentic cuisine while sailing traditional waters of the Aegean and Mediterranean Seas.
Cruise Details
0
Hagia Sophia in Istanbul
from $6,180
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
EXPLORE

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
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 $6,520
$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
SS 25%
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
EXPLORE

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
19-36 of 67 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.

headshot Kevin Moore
Kevin M.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

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