Sailing Greece - Santorini to Santorini

10 days,Santorini to Santorini

Sail through the pristine waters of the Greek Islands aboard a yacht, capture the ultimate Greek snapshot on Santorini, wander through whitewashed villages on Paros, enjoy the party on Mykonos, discover Venetian architecture on Naxos

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Room Prices

  • From$1899USDStandard Double

A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands: the Greek Islands. Sail aboard our 15m (49 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the ouzo! This ten-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.

What's Included

  • Sailing aboard a 15m (50-ft.) sailing yacht (9 nts). Fully licensed skipper. Snorkelling equipment.
  • Basic items onboard will be covered by a food kitty of about EUR75 per person. (Allow EUR200-350 for meals not included.)
  • 4 twin/double occupancy cabins, 3 shared bathrooms, 3 showers.
  • 15m (50-ft.) sailing yacht.
  • Chief Experience Officer (CEO) skipper throughout.
  • Small group experience; Max 8.
Map of the route for Click to enlarge
Places Visited

Greek Islands

Get the inside scoop on sailing the Greek Islands before you go.

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Day 1 Santorini

Arrival day. Join your group at 11am for a welcome meeting and safety briefing before beginning your sailing journey through the Cyclades.

Day 2-4 Ios, Small Cyclades & Naxos

Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board. While on Ios, relax on famous Magganari beach and don't forget to visit Homer's tomb. Head out on an optional all-day adventure with your fellow shipmates and skipper as you discover the best Naxos has to offer: the Temple of Dimitra, a microbrewery, views of Mt Zeus and a meal at a local tavern.

Day 5 Mykonos

Celebrate your arrival on Mykonos by visiting the local windmills and enjoying a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to the picturesque island.

Day 6-9 Syros, Paros, Sifnos & Folegandros

Stroll through the markets of Syros, finding countless treasures and must-grab deals along the way. Uncover the beauty of the Venetian ruins in Paros. Walk and hike your way through the trails and paths of Sifnos before stopping at a local ceramic workshop. No trip is complete without wandering around the breathtaking cliffside city of Hora or enjoying cocktails at sunset over the whitewashed buildings that scatter the landscape.

Day 10 Santorini

Depart by 10am.

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