2 Two-Day Sailing Trips in Greece That Earn the Fare

1.2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos

★★★★★★★★★★5.0 · 9 reviews · 2 days (approx.) · from $2,937 per boatNumber one

Spend two days aboard a private sailboat from Milos with stops at Sarakiniko, Klima, Kimolos, Polyaigos, Gerakas, and Kleftiko. You’ll swim from quiet coves, explore a sea cave by dinghy or paddle board, enjoy breakfast and two lunches, and sleep overnight at Kimolos’ small port. Pickup is limited to two people.

“This was our favorite part of visiting Greece. Sailing is a great way to see the islands. Loved the crew and the destinations”

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2.2-Day Halkidiki Sailing Cruise

★★★★★★★★★★5.0 · 4 reviews · from $954Cheapest deck

Spend two days aboard a private sailing yacht around Halkidiki, with skipper Marcos, Simon, Dimitrios, or Simoes handling the route and sailing. Swim at quiet beaches around Sithonia, use the onboard snorkeling gear and music system, and sleep on the yacht. Bring swimwear, a towel, sunscreen, and a camera. Groups are limited to 2 to 6 people.

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