Sailing in Cyclades
Cyclades Islands Sailing Adventure

Trails Beyond

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Overview

Trails Beyond has been leading adventures in Greece since 2013. Bringing local expertise combined with global experience, Trails Beyond is a boutique tour operator with itineraries that go beyond the conventional. Trails Beyond has a special expertise in sailing, and offer a unique vantage point to those who want to soak up all that Greece has to offer.

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Tours by Trails Beyond

  • Sail the beautiful Aegean Sea and visit the Cyclades Islands
  • Hike to ancient sites like the Castle of Orias and Vryokastro
  • Visit lively Mykonos and the UNESCO-designated island of Delos
8 days
Partially-guided
Sailing Yacht
From $2,525USD
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  • Paddle and explore beautiful Lake Plastira
  • Hike in spectacular Vikos Gorge and the stone forest
  • Visit Meteora and discover the incredible clifftop monasteries
7 days
Guided
Hotels, Guesthouses
From $1,525USD $1,625USD
Save $100USD
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  • Explore the ancient villages and stone bridges of Zagori
  • Visit UNESCO designated rock formations at Meteora
  • Hike the Greek mountains to magical Dragon Lake
7 days
Guided
Various
From $1,350USD
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  • Hike to historic sites and authentic villages on Kythnos island
  • Swim and snorkel in the crystal waters of the Aegean
  • Explore the Katafiki cave and ancient Vryokastro
5 days
Guided
Guesthouse
From $695USD
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  • Hike and explore the historic coast of Naxos
  • Swim and snorkel on the beautiful beaches of the Greek islands
  • Sail the Santorini Caldera to watch an amazing sunset
7 days
Guided
Hotels
From $1,795USD $1,925USD
Save $130USD
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  • Visit ancient temples and archeological sites on the islands
  • Swim, snorkel, paddle, and sail in the beautiful Saronic Sea
  • Sail to secluded beaches and isolated islands in crystal waters
8 days
Partially-guided
Sailing Yacht
From $2,425USD
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    Trails Beyond