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Greece sailing cruises

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Experience the wonders of the Eastern Mediterranean on a small ship sailing adventure with Adventure Life. Discover the heavenly scents of lavender in the fields around Hvar, Croatia, and marvel at the iconic beauty of Dubrovnik. From archaeological site visits to snorkeling in crystal-clear waters, this journey offers a relaxed pace suitable for all travelers. Explore the vibrant heritage and breathtaking landscapes of Italy, Montenegro, and Croatia on luxurious tall ships like the Royal Clipper. Whether you choose to sail from Venice to Rome or Rome to Venice, each journey promises friendly service and a delightful menu of international foods. Engage in urban exploration, archaeological site visits, and village visits while falling asleep to the gentle rhythms of the sea. Don't miss this opportunity to immerse yourself in the wonders of the Mediterranean and create unforgettable memories. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Greece
Walking in Santorini
from $2,410
EXPLORE

Southern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus vibrant port city
  • Wander Rhodes medieval streets
  • Discover Bodrum rich history
  • Admire Santorini whitewashed cliffs
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail for 8 days on the Star Flyer, exploring historic Aegean ports from Piraeus to Rhodes and Bodrum while enjoying stunning views in Santorini and Hydra. Experience local culture, cuisine, and relaxation, culminating in a memorable return to Piraeus.
Cruise Details
0
Church in the center of Marpissa, Paros, Greece
from $2,500
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Poros neoclassical charm
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the Galileo, 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
Adventures in Santorini!
from $12,709
EXPLORE

Sailing the Greek Isles

8 Day Itinerary aboard Sea Cloud
  • Experience the Cyclades
  • Discover the ruins of Delos
  • Discover the age-old villages
  • Discover the beauty of Santorini
Starts / Ends
Athens / Athens
Activity Level
Variable
Explore the sun-kissed Greek Isles on this 8 luxury cruise aboard the Sea Cloud, a 58-guest sailboat. Each stop on this round trip cruise from Piraeus is brimming with activities, such as exploring the sanctuary ruins of Delos, the iconic cliffside villages of Santorini, and the Classical Greek culture and mythology.
Cruise Details
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Santorini sunset
from $3,970
EXPLORE

Grand Voyage: Athens to Athens

Roundtrip Piraeus - 15 Day Itinerary aboard Star Clipper
  • Walk in the shadow of the Acropolis
  • Explore Dikili’s and nearby Bergama
  • Discover Myrina’s Kastro
  • Shop in Skiathos markets
Starts / Ends
Piraeus / Piraeus
Activities
Snorkeling
Activity Level
Variable
Embark on a 15-day cruise aboard the Star Clipper, sailing through Greece and Turkey, from the Acropolis of Pergamon to the vibrant shores of Mykonos. Discover breathtaking landscapes, ancient ruins, and rich culture while enjoying adventure and relaxation at sea.
Cruise Details
0
The famous windmills of Mykonos
from $13,995
EXPLORE

Sailing the Greek Islands

Athens to Athens - 12 Day Itinerary aboard Douglas Mawson
  • Discover Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
  • Experience Rhodes’ medieval charm
  • Savor Cretan culinary delights
  • Enjoy Santorini’s stunning sunsets
Starts / Ends
Athens / Piraeus
Activities
Cooking Classes
Activity Level
Variable
Set sail on a 12-day cruise through Greece aboard the Douglas Mawson to visit historic Athens, Mykonos, and islands like Kusadası, Patmos, Rhodes, and Santorini. Explore old ruins, enjoy local food, and relax on beaches while discovering the unique features of each place through guided tours and the Mediterranean diet.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,410
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
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Patmos
from $3,590
EXPLORE

Unexplored Greece: Aegean Islands

Roundtrip Athens - 8 Day Itinerary aboard Harmony G
  • Explore Athens' historic grandeur
  • Swim Ikaria’s crystal waters
  • Discover Patmos’ spiritual serenity
  • Taste Amorgos’ local flavors
Starts / Ends
Athens / Athens
Activities
Archaeological Site Visits, Local Market Visits, Hiking, Wine Tasting
Activity Level
Variable
Sail on an 8-day cruise aboard Harmony G, exploring 10 hidden Greek islands. Discover crystal waters, rich history, and authentic culture, where hospitality and passion are timeless traditions.
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $6,230
EXPLORE

From the City of the Gods to the Dalmatian Coast

Athens - Dubrovnik - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Athens’ ancient wonders
  • Wander Nafplion’s historic streets
  • Visit the Epidaurus Theatre
  • Experience Kythira’s beauty
Starts / Ends
Athens / Dubrovnik
Activities
Small Ship Sailing, Village Visits, Spa Relaxation
Activity Level
Variable
Embark on a 9-day From the City of the Gods to the Dalmatian Coast cruise aboard the Le Dumont-d'Urville from Athens to Dubrovnik. Discover Nafplion’s hilltop fortress and scenic promenades before visiting the legendary theater of Epidaurus. Explore Kythira’s charming villages, Pylos’ Venetian castles, and Zakynthos’ famous shipwreck beach.
Cruise Details
0
Adventures in the Mediterranean
from $2,410
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
Historical Shipyard in Turkey
from $4,140
EXPLORE

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
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
St.Blaise Church, Dubrovnik
from $3,610
EXPLORE

Greece, Montenegro & Croatia

Athens - Venice - 12 Day Itinerary aboard Star Clipper
  • View beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Explore the lovely Cres Town
  • Visit inviting Korcula
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Join Star Clipper on this 12-day cruise from Athens to Venice. Relax on the teak decks of the majestic tall ship as it sails along the clear waters around Mykonos, Santorini, Katakolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Cres, and Venice! Along the way, you can learn about the mythology born here and soak in the sun!
Cruise Details
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A boat sits in the still water outside a small eastern European town.
from $15,796
EXPLORE

Under Sail: Greece and the Dalmatian Coast

11 Day Itinerary aboard Sea Cloud
  • Sail a tall ship in historic waters
  • Tour ruins in Greece and Albania
  • Skim Montenegro’s Gulf of Kotor
  • Spend a day in Dubrovnik's Old Town
Activity Level
Variable
Spend 11 days immersed in the history & culture of the Mediterranean as you cruise aboard the Sea Cloud. Experience the crystal blue waters of the Aegean, Ionian, and Adriatic Seas as you visit Greece, Albania, Montenegro, and Croatia, home to historic sites and surprising beauty, like hiking or strolling in Dubrovnik, Ithaca, Korcula, and Hvar.
Cruise Details
0
Hagia Sophia in Istanbul
from $11,795
EXPLORE

Turkish Delight

Athens to Athens - 13 Day Itinerary aboard Douglas Mawson
  • Explore Athens
  • Tour Chios's villages
  • Uncover Troy's legend
  • Sail the Sea of Marmara
  • See the ancient Bodrum ruins
  • Enjoy Turkish bath experience
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on a 13-day Douglas Mawson cruise through Greece and Turkey, starting in Athens and featuring stops at the Acropolis, Mykonos, and Istanbul. Customize your journey with options like ancient ruins, Turkish baths, and charming coastal towns, enjoying a blend of history and local cuisine.
Cruise Details
0
Turquoise sea of Hvar island
from $3,450
EXPLORE

Greece, Montenegro & Croatia

Venice to Athens - 12 Day Itinerary aboard Star Flyer
  • Glide in a gondola in Venice
  • Visit Lubenice, a UNESCO site
  • Admire Hvar's beauty
  • Explore cosmopolitan Mykonos
Starts / Ends
Venice / Piraeus
Activity Level
Variable
Discover the hidden gems of the Dalmatian Coast and the spectacular views of the famous Greek Islands on this 12-day cruise aboard the Star Flyer. Visit Cres, Hvar, Kotor, Santorini, Mykonos, and more as you relax on the teak decks of your luxurious tall ship!
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $2,590
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
  • Explore Piraeus port city
  • Wander Nafplio charming town
  • Discover Monemvasia fortress
  • Visit Syracuse ruins
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 9-day cruise with Star Clipper, exploring Greece, Sicily, and Malta. Discover ancient sites, stunning landscapes, and cultural gems from Athens to Valletta while enjoying the charm of your ship.
Cruise Details
0
Donkeys are a traditional form of transportation in Greece
from $3,450
EXPLORE

Greece, Montenegro & Croatia

Piraeus - Venice - 12 Day Itinerary aboard Star Flyer
  • Discover Mykonos
  • Experience Santorini
  • Explore Corfu
  • Discover Kotor
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Embark on a 12-day cruise aboard the Star Flyer. Discover ancient Athens, the charm of Mykonos, the beauty of Santorini, the sacred sites of Katakolon, Corfu's lush landscapes, the medieval allure of Kotor, Dubrovnik's splendor, Korcula's history, Hvar's lavender fields, and the romance of Venice.
Cruise Details
0
from $2,500
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
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
The towering ruins of the Acropolis rise over Athens
from $1,950
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 Galileo to explore Greece's historic landmarks, starting in Ancient Epidaurus and visiting iconic sites like Olympia and Delphi. Enjoy guided excursions and stunning coastlines before concluding your journey in Marina Zea.
Cruise Details
0
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