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Exploring Greece’s fascinating towns and villages is an experience in and of itself, with these top 64 itineraries being the best ways of having an immersive experience in 2025 and 2026. Discover fascinating history, culture, and  mesmerizing natural landscapes by stopping in towns and villages that offer something extraordinary at every turn. Stroll through walled cities and cobblestone streets, admire ancient churches and windmills on the horizon in Athens, Mykonos, Patmos, Santorini, and Delos. Village tours are enjoyed through various activities like Village Visits, Archaeological Site Visits, Wine Tasting, Hiking, and Local Market Visits. Explore the villages of Greece in trips that last 5 to 15 days with prices ranging from $696 to $38,380. Plan your trip with Adventure Life Greece Experts, today!
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Explore colorful villages on Rhodes
from $11,990
2-for-1
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Athens' historic landmarks
  • Discover Delos' legendary treasures
  • Wander Mykonos' vibrant streets
  • Visit Bodrum's medieval castle
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day cruise aboard the Emerald Azzurra from Athens, exploring Delos, Bodrum, Rhodes, Santorini, Chania, and Hydra. Discover ancient ruins, stunning landscapes, and charming harbors before returning to the historic Greek capital.
Cruise Details
0
Adventures in Santorini!
from $12,709
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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
0
Explore the beautiful walkways of Santorini
from $6,530
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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 $6,920
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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
The famous windmills of Mykonos
from $13,995
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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
Small Ship Sailing, Wine Tasting, 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
Discover beautiful Symi island
from $7,790
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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 aboard the Le Dumont-d'Urville, exploring ancient sites and serene islands. Visit Patmos, Symi, and Amorgos, enjoy a sunset cruise in Santorini's caldera, and explore the sacred islands of Delos, Mykonos, Mycenae, and Epidaurus.
Cruise Details
0
Colorful local boats in Greece
from $6,940
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Jewels of the Aegean Sea in Music

Athens - Antalya - 8 Day Itinerary aboard Le Laperouse
  • Visit islands of the Aegean Sea
  • Enjoy beautiful Rhodes and Nafplion
  • Visit colorful Kusadasi,Turkey
  • See ancient sacred sites on Delos
Starts / Ends
Athens / Antalya
Activities
Urban Exploration
Activity Level
Variable
Board Le Laperouse to join this 8-day cruise exploring highlights of the Aegean sea. Visit some of the most beloved ports in Greece, including Mykonos, Delos, Patmos, Rhodes, Santorini, and Nafplion.
Cruise Details
0
Admire the temples of the Athenian acropolis
from $6,670
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European Autumn in the Aegean Sea

Athens Roundtrip - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore the rocky plateau of Athens
  • Sail along Mount Athos
  • Explore car-free island of Hydra
  • Discover Skiathos' white houses
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail for 8 days aboard Le Dumont-d'Urville, exploring iconic Greek destinations like Athens, Skiathos, and Thessaloniki, delving into ancient history, vibrant culture, and breathtaking landscapes
Cruise Details
0
Admire the temples of the Athenian acropolis
from $6,070
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At the heart of the Greek Islands

Roundtrip Athens - 8 Day Itinerary aboard L'Austral
  • MAUD FONTENOY FOUNDATION
  • Enjoy UNESCO World Heritages Sites
  • Santorini caldera sunset
  • Swimming
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail from Athens on L'Austral on this 8-day Cruise to visit Delos and Mikonos, returning to Athens after exploring the rich cultural heritage and turquoise waters of the Aegean Sea's stunning Greek islands.
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
from $5,105
Up to 25%
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Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Sifnos scenic trails
  • Discover Sikinos landscapes
  • Relax on Ios with pristine beaches
  • Visit Serifos with rugged landscape
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Set sail on an 8-day cruise to the Aegean aboard the Gemaya, exploring stunning islands like Santorini and Milos. Discover whitewashed villages, hidden coves, and the rich traditions of Greece amidst a backdrop of beauty and myth.
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $5,105
Up to 25%
EXPLORE

Saronic Gems

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Epidaurus’ ancient theater
  • Visit Aegina’s neoclassical charm
  • Swim Porto Cheli’s waters
  • Wander Nafplion’s old town
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Set sail for an 8-day cruise from Lavrion on the Gemaya, exploring the historic Saronic Islands. Enjoy stunning landscapes and rich culture, from the lush charm of Spetses to the UNESCO beauty of Hydra and Aegina's ancient Temple of Aphaia.
Cruise Details
0
The famous windmills of Mykonos
from $5,105
Up to 25%
EXPLORE

Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise through the stunning Cyclades on the Gemaya, exploring charming islands like Milos, Sifnos, and Delos, rich in culture and natural beauty. Experience pristine beaches, delightful hiking, and vibrant local cuisine before concluding your adventure in Lavrion.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $5,105
EBD 15%
EXPLORE

Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Kythnos thermal springs
  • Experience Sifnos scenic trails
  • Visit Kimolos charming Chora
  • Enjoy Santorini iconic sunset
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise from Lavrion aboard the Gemaya, exploring the stunning Aegean Sea's islands, including Santorini and Milos. Experience picturesque villages, secluded beaches, and rich Greek history amidst breathtaking landscapes.
Cruise Details
0
Colorful flowers and brilliant blue skies complement beautiful Greek islands
from $5,105
EBD 15%
EXPLORE

Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Visit Yiaros and protected wildlife
  • Hike Sifnos scenic trails
  • Swim Despotiko crystal waters
  • Visit ancient ruins in Delos
Starts / Ends
Lavrion / Lavrion
Activities
Village Visits, Archaeological Site Visits, Snorkeling, Hiking, Scuba Diving, Stand Up Paddle Boarding, Kayaking
Activity Level
Variable
Embark on an 8-day cruise through the Greek Cyclades aboard the Gemaya, visiting breathtaking islands like Milos, Sifnos, and Delos. Explore pristine beaches, rich heritage, and vibrant culture, concluding your journey at the tranquil marine sanctuaries of Yiaros and Kea.
Cruise Details
0
A stunning view of Nafplion, Greece
from $3,050
EBD
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony V
  • Stroll Nafplion’s old town
  • Visit the peaceful town of Chora
  • Discover Delos archaeological site
  • Explore Kea’s charming port
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise from Athens aboard the Harmony V, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.
Cruise Details
0
See the ancient world come alive in Athens
from $3,350
EBD
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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony G
  • Explore Kea’s charming port
  • Discover Delos archaeological site
  • Visit Monemvasia’s medieval streets
  • Stroll Nafplion’s old town
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise from Athens aboard the Harmony G, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $3,989
EXPLORE

Greece Island Hopping

9 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit the charming town of Naoussa
  • Relax in Paros' beautiful beaches
  • Capture the famous Santorini sunset
  • Sample local wines in Santorini
  • Enjoy the beauty of Santorini
Starts / Ends
Athens / Athens
Activity Level
Relaxed
Embark on an unforgettable 9-day Greece island-hopping adventure, exploring the stunning islands of Athens, Paros, and Santorini. This journey will take you through a perfect blend of ancient history and breathtaking landscapes. Be ready for a trip filled with azure waters, sun-drenched beaches, delicious cuisine, and picturesque villages.
Tour Details
0
The Ancient Theater of Delphi
from $3,150
Up to 25%
EXPLORE

UNESCO Heritage

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Tour Nafplion famous ancient sites
  • Visit Kylini ancient Olympia ruins
  • Discover Gytheio old Byzantine town
  • Swim Elafonissos clear blue waters
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Join this 8-day cruise aboard the Elysium, exploring Greece's Peloponnese and five UNESCO World Heritage Sites. This historic cruise uncovers the region's rich history, myths, and natural beauty for unforgettable memories amidst captivating landscapes and historical wonders.
Cruise Details
0
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