Our Top 6 Sailing Trips with an Open Bar in Milos

1.Full-Day Sailboat Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 233 reviews · 9 hours · from $212Number one

Set sail from Adamas for nine hours around Milos, stopping at Kleftiko, Gerakas, Poliegos, Blue Bay, and more. Captain George and crew members such as Minoas often handle the sailing, cooking, drinks, and island stories. You get breakfast, lunch, fruit, beer, wine, snorkel gear, and several chances to swim.

“Great tour of all the beaches of Milos! So much swimming in various places. Great day in Milos would definitely recommend. Our crew was also so nice and friendly !”

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2.Kleftiko Sunset Catamaran Cruise with Meal & Drinks

★★★★★★★★★★4.9 · 121 reviews · 5.5 - 7 hours · from $182Cheapest deck

Spend 5.5 to 7 hours aboard a modern DanEri Yachts catamaran from Adamantas. You’ll see Klima, Cape Vani, Sykia Cave, and Kleftiko, with a Mediterranean meal, open-bar drinks, SUP boards, snorkeling gear, and a sunset finish. Groups are limited to 20, and private options are available.

“This was an excellent time. The food, the music, the views, the crew were all amazing. Highly recommend this experience.”

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3.Full-Day Catamaran Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 102 reviews · 10 hours · from $281

Join Odysseus A. Cruises aboard the catamaran Together for a 10-hour Milos and Poliegos sailing day. Swim at Kalogries, Kleftiko, Gerakas, and the Blue Lagoon, with stops shaped by weather. JP, Nikos, Syvan, and the skipper serve fresh onboard meals, drinks, snorkeling gear, and island stories.

“The team was amazing! From the capital to the skipper to the chef - Truly so accommodating and kind. We loved it and would 100% recommend!!”

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4.Full Day Luxury Catamaran with Full Meal & Open Bar

★★★★★★★★★★5.0 · 91 reviews · 9 - 10.5 hours · from $253Highest rated

Spend 9 to 10.5 hours aboard a spacious DanEri Yachts catamaran from Adamantas. Swim at Polyegos, Triades, and Kleftiko, use SUPs and snorkeling gear, and enjoy brunch, Greek lunch, cheese, fruit, wine, beer, and soft drinks. Crew members such as Zacharias and Jozef add warm, attentive service to a polished day at sea.

“The cruise was amazing, saw amazing sites, crew was fantastic, knowledgeable, and ran everything seamlessly. Lunch was delicious and all the water accessories (paddle boards, floaties, googles) were fun.”

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5.Kleftiko Morning Catamaran Cruise with Lunch & Drinks

★★★★★★★★★★4.9 · 72 reviews · 5.5 - 7 hours · from $182

Spend 5.5 to 7 hours aboard a modern DanEri Yachts catamaran from Adamantas. Sail past Klima and Cape Vani, pause at Sykia Cave, then swim, snorkel, paddleboard, and eat a fresh Greek lunch at Kleftiko. The English-speaking crew, including Andreas, Ilias, and Captain Joseph, provides drinks, gear, shade, and plenty of practical help.

“This was genuinely one of the best boat tours I’ve ever been on. The crew were all super attentive, kind and funny. They gave anyone that was cold blankets and were constantly making sure everyone had refreshments. The food was also so tasty and made with love. They take you to all the most beautiful and picturesque sights in Milos. Highly recommend!!!”

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6.Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

★★★★★★★★★★5.0 · 34 reviews · 9 to 10 hours (approx.) · from $252

Spend 9 to 10 hours aboard a Naya Yachting catamaran from Adamas, visiting Kalogries, Sykia, Kleftiko, Gerakas, and Poliegos. You get homemade breakfast, a Greek BBQ lunch, drinks, swimming gear, and a vegan option. The cruise is offered in English and returns to the port.

“10 out of 10!! Must do it! Honestly it was the highlight of our trip. Family owned businesses so their attention to detail was phenomenal! Definitely would recommend this !! Again it’s a must do!!!!”

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