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Top Greece Trips & Tours in October 2026

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Discover Greece in October 2026 on one of these 21 tours hand-selected by the travel experts at Adventure Life. Explore the best of during October 2026 as you enjoy Archaeological Site Visits, Village Visits, Small Ship Sailing, Hiking, and Local Market Visits. Prices for trips in October 2026 range from $729 to $60,460 for a vacation of 5 to 12 days. Choose any of the below 21 itineraries in October 2026 and customize it when you contact one of Adventure Life's expert Greece trip planners.
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Traditional architecture in Greece.
from $3,090
10% EBD
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Capture Santorini’s caldera views
  • 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
See the ancient world come alive in Athens
from $3,350
Save 10%
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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
Visit charming Naxos
from $3,405
Up to 25%
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Discover Ios golden beach
  • Swim Naxos crystal waters
  • Wander Mykonos vibrant alleys
  • Explore Delos sacred ruins
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise aboard the Elysium through the enchanting Cyclades. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
from $5,440
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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 $5,440
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
Activities
Scuba Diving
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
Explore the beautiful walkways of Santorini
from $4,174
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
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The Ancient Theater of Delphi
from $2,030
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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
The famous windmills of Mykonos
from $5,440
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
Activities
Hiking
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
Greek Monastery on a Rock and Sunny Summer Evening
from $4,486
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Highlights of Classical Greece

7 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See iconic site in Olympia
  • Explore Delphi, naval of the world
  • See the rock formation in Meteora
Starts / Ends
Athens / Athens
Activity Level
Relaxed
This 7-day tour of classical Greece will explore Athens and its rich cultural heritage. Visit the charming town of Nafplion and its beautiful architecture. Learn about Greek mythology and history at the Temple of Apollo and the Delphi Archaeological Museum. Finally, see the stunning rock formations of Meteora and the monasteries perched atop them.
Tour Details
0
See the ancient world come alive in Athens
from $2,367
EXPLORE

Athens City Explorer

4 Day Itinerary
  • See iconic landmark in Athens
  • Visit Athens, the capital of Greece
  • Take a leisurely walk in Plaka
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See the lovely sea front of Athens
Starts / Ends
Athens / Athens
Activity Level
Relaxed
Embark on a cultural journey through Athens with the 4-day Athens City Explorer. Experience the unique and captivating journey through the ancient and modern wonders that describe Athens. Discover its rich history, vibrant culture, and stunning beauty as Greece's capital city.
Tour Details
0
Explore colorful villages on Rhodes
from $16,290
2for1
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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Delos archaeological island
  • Wander Mykonos whitewashed island
  • Visit Bodrum seaport
  • Discover Rhodes old town
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
Explore the beautiful walkways of Santorini
from $8,070
Save 10%
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
Colorful local boats in Greece
from $8,280
EXPLORE

A Symphony at Sea: The Musical Traditions of Greece

Roundtrip Athens - 8 Day Itinerary aboard Le Champlain
  • Explore historic Athens landmarks
  • Marvel at Delos ruins
  • Enjoy Mykonos’ seaside charm
  • Relax in car-free Hydra
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on Le Champlain for an 8-day round-trip Mediterranean Cruise from Athens through the Greek Islands. Explore Heraklion, Santorini, Rhodes, Amorgos, Delos, Mykonos, and Hydra. Discover ancient ruins, scenic landscapes, and charming whitewashed villages. Each destination reveals a unique part of Greece’s history, culture, and beauty.
Cruise Details
0
Explore the ancient Acropolis
from $9,070
EXPLORE

The Greek islands with Nemanja Radulovic and friends

Athens Roundtrip - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Ancient Philippi
  • Discover Thessaloniki’s Heritage
  • Walk Volos' Traditional Villages
  • See Monasteries of Athos
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail on an 8-day round-trip cruise from Athens aboard Le Dumont-d'Urville, exploring northern Greece. Visit Skiathos, Volos, Thessaloniki, Mount Athos, Kavala, Limnos, and Hydra. Discover UNESCO sites, historic towns, and coastal trails. Highlights include Byzantine churches, ancient ruins, and local cuisine along the Aegean coast.
Cruise Details
0
Charming streets of Mykonos, Greece
from $14,895
Save 50%
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 $2,000
10% EBD
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
Enjoy the beautiful blue waters of the Mediterranean
from $18,990
2for1
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
Archaeological Site Visits, Village Visits, 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
Stroll the ancient walkways of Athens
from $5,920
EXPLORE

Ancient Cities of the Mediterranean

Athens - Valletta - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Athens landmarks
  • Walk Nafplion’s fortress paths
  • Discover Corfu’s old town
  • Tour Valletta’s historic streets
Starts / Ends
Athens / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Sail from Athens to Valletta on an 8-day cruise aboard Le Dumont-d’Urville. Visit Nafplion, Monemvasia, Gythio, Corfu, Gallipoli, and Syracuse. From ancient fortresses and neoclassical towns to volcanic coasts and baroque streets, explore the deep cultural heritage of Greece, Italy, and Malta along the Ionian and Aegean seas.
Cruise Details
0
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