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Top Mediterranean Trips & Tours in October 2026

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Admire the ruins of a temple on Naxos
from $3,390
Save 20%
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Greek Islands & Turkey

Roundtrip Athens - 8 Day Itinerary aboard Variety Voyager
  • Stroll Syros to see local culture
  • Explore Delos ancient ruins
  • Wander Mykonos whitewashed streets
  • Visit Samos port of Pythagorion
Starts / Ends
Lavrion / Lavrion
Activities
Local Market Visits, Village Visits, Archaeological Site Visits
Activity Level
Variable
Experience an 8-day cruise on the Aegean Sea aboard the Variety Voyager, visiting the Cyclades and Eastern Aegean islands like Mykonos and Patmos. Enjoy guided excursions to Ephesus and explore local culture and history at a relaxed pace.
Cruise Details
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Wander through the maze of colorful buildings on Santorini
from $5,480
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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 $5,480
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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
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Explore the beautiful walkways of Santorini
from $4,208
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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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Enjoy yoga retreat!
from $2,885
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Aegean Flourish

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Delos sacred ruins
  • Swim Rinia turquoise coves
  • Discover Ikaria Blue Zone
  • Walk Ios Chora lanes
Starts / Ends
Lavrion / Lavrion
Activities
Wine Tasting, Cooking Classes
Activity Level
Variable
Embark on an 8-day cruise through the Greek Cyclades on the Elysium, blending Positive Psychology with Blue Zone wellness. Enjoy sunrise yoga, Mediterranean cuisine, and explore ancient ruins while nurturing your mind and body.
Cruise Details
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The Ancient Theater of Delphi
from $2,070
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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
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The famous windmills of Mykonos
from $5,480
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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
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Greek Monastery on a Rock and Sunny Summer Evening
from $4,522
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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
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See the ancient world come alive in Athens
from $2,387
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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
Enjoy the beautiful blue waters of the Mediterranean
from $18,990
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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
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
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Explore colorful villages on Rhodes
from $16,290
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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
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The rocky cliffs of Calabria, Italy
from $9,900
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Authentic Mediterranean Shores

Valletta Roundtrip - 10 Day Itinerary aboard Le Boreal
  • Walk Valletta’s historic streets
  • Visit Palermo’s Palatine Chapel
  • Discover Lipari’s volcanic cliffs
  • Explore Trapani’s cultural sites
Starts / Ends
Valletta / Valletta
Activities
Urban Exploration
Activity Level
Variable
Embark in Valletta for a 10-day Mediterranean cruise to Sicily and southern Italy aboard Le Boreal. Explore Syracuse, Palermo, Lipari, Taormina, and Pompeii. Visit temples, amphitheaters, cathedrals, and volcanic sites. Enjoy views of Stromboli and Etna, then return to Malta aboard a luxury ship with cultural programming and refined comfort.
Cruise Details
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