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Syros

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Golden light reflecting off the whitewashed buildings of Santorini
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Explore Greece with a trip to Syros. Find your ideal Syros vacation for 2025-2026. Choose from trips that range from 8 to 12 days. Spend you time on excursions including Archaeological Site Visits, Village Visits, Small Ship Sailing, Hiking, and Kayaking. Our Syros packages range in price from $2,500 to $28,795. Contact us and our team will help you start planning to make it a reality.
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    • Syros
The famous windmills of Mykonos
from $5,325
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Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
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.
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
Cruise Details
0
Colorful flowers and brilliant blue skies complement beautiful Greek islands
from $5,325
EXPLORE

Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
Starts / Ends
Lavrion / Lavrion
Activities
Archaeological Site Visits, Village Visits, Scuba Diving, Stand Up Paddle Boarding, Kayaking, Snorkeling, Hiking
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.
  • Visit Yiaros and protected wildlife
  • Hike Sifnos scenic trails
  • Swim Despotiko crystal waters
  • Visit ancient ruins in Delos
Cruise Details
0
Church in the center of Marpissa, Paros, Greece
from $2,500
EBD 10%
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Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
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.
  • Capture Santorini’s caldera views
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Cruise Details
0
Explore ancient monasteries in Greece
from $10,280
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The Hidden Pearls of the Aegean Sea

Athens to Athens - 10 Day Itinerary aboard Sea Cloud
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Embark on a 10-day Greek cruise aboard Sea Cloud, starting in Athens and exploring iconic landmarks like the Parthenon. Sail to Nauplio, Monemvasia, Milos, Astypalaia, and Patmos, before concluding your journey in Ermoupoli, Syros' captivating capital.
  • Explore Athens' iconic landmarks
  • Sail to picturesque Nauplio
  • See Monemvasia's medieval allure
  • Discover Milos' unique landscape
Cruise Details
0
The famous windmills of Mykonos
from $13,995
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Sailing the Greek Islands

Roundtrip Athens - 12 Day Itinerary aboard Douglas Mawson
Starts / Ends
Athens / Piraeus
Activities
Small Ship Sailing, Local Market Visits, Wine Tasting
Activity Level
Variable
Set sail on a 12-day cruise aboard the Douglas Mawson through Greece's stunning islands, experiencing vibrant villages and rich Mediterranean culture. Discover historical gems like Rhodes, Santorini, and Ephesus while starting your adventure in Athens.
  • Wander Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
Cruise Details
0
from $2,500
2for1
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Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Panorama
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.
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
  • Swim Poliegos turquoise waters
  • Explore Poros neoclassical charm
Cruise Details
0
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