4 Private Sailing Charters in Milos Worth a Whole Day

1.Half-Day Private Romantic Sailing Getaway to Kleftiko

★★★★★★★★★★5.0 · 81 reviews · 5 hours (approx.) · from $784 per boatNumber one

Set out from Agia Kyriaki with a private crew, often including Dimitris, Jim, James, Nicko, or other Milos VIP Services captains. Cruise to Kleftiko, swim at quiet southern beaches, and use the small tender to pass through sea caves. Wine, fruit, cheese, water, music, a shower, and a WC are included.

“My group of 4 friends chose to do this private tour instead of one of the larger group tour options on the island and it was so worth it! We are not experienced enough to rent/drive a boat on our own, and so this was a perfect choice for us. The tour starts at Agia Kiriaki Beach, there is plenty of parking on site, and then you'll meet your tour guides in front of the tavern. Our captains were so friendly, helpful, and ensured we were comfortable the entire time. We loved the snacks and wine provided. They also took pictures of us! The tour itself is great, you get…”

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2.Private Daily Sailing Cruise to Discover the Highlights of Milos

★★★★★★★★★★5.0 · 33 reviews · 8 hours (approx.) · from $1,388 per boat

Spend about eight hours aboard a private crewed sailboat from Adamantas, visiting Sikia, Kleftiko, Klima, and landless Kalogries Beach. Captain Nikos, Evangelos, Stathis, and Joanna are among the crew named by guests. Lunch, snacks, drinks, snorkeling, and paddleboards are included.

“Excellent experience, highly recommend. The captain was an exceptional person very friendly and helpful.”

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3.Private Catamaran Half Day Afternoon Cruise with Sunset: Kleftiko

★★★★★★★★★★5.0 · 28 reviews · 5 hours 30 minutes (approx.) · from $1,555

Set sail from Adamantas at 3:00 pm on a private catamaran for Kleftiko’s caves, swimming, snorkeling, and a fresh Greek meal prepared aboard. Continue to Kalogries Beach before returning around sunset. Crew members may include Captain George, Ilias, or Captain Polichronis, and the skipper can adjust the route for weather.

“We had the most accommodating Captain George and First Mate, Ilias from start to finish. They both took such great care to make sure our trip was everything we hoped it would be. Ilias prepared a delicious feast. Captain George personalized our trip, pointed out trip highlights of this beautiful area, and answered all our questions. This was the highlight of our time in Milos. It couldn’t have been more perfect!”

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4.Kleftiko Semi Private Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 21 reviews · 7 hours · from $141Cheapest deck

Set sail from Adamas with Lena, Nikolas, Dimitri, or Nikos, depending on the departure. You’ll pass colorful fishing villages, swim at Kalogries and Kleftiko, peer into Sykia cave, and enjoy lunch, drinks, fruit, and sweets aboard a semi-private cruise of about seven hours.

“A nice sail to the caves and back. The water was perfect for swimming. The food was decent, if not served a little awkwardly, with bowls placed in a central spot for people to serve themselves.”

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