The 4 Best 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 $212Our pick

Join Captain George, Minoas, and crew from Adamantas for a nine-hour sail around Milos. Swim at Kleftiko, Gerakas, and Blue Bay, see Klima and Skinopi from the water, and enjoy breakfast, lunch, fruit, beer, wine, and snorkel gear. The route changes with wind and sea conditions.

“We had an amazing boat day yesterday! The whole team was truly special, especially Sam from Australia, who made the experience even more fun. The food was excellent, and we always felt safe and well taken care of. The boat took us straight to the best spots around the island, and seeing them directly from the water was unforgettable. I can only recommend this trip – I would choose this boat again any time!”

Check availability →Read our full review

2.Kleftiko Sunset Catamaran Cruise with Meal & Drinks

★★★★★★★★★★4.9 · 121 reviews · 5.5 - 7 hours · from $182Best value

Sail from Adamantas on a modern catamaran to Klima, Cape Vani, Sykia Cave, and Kleftiko. You get swimming, snorkeling, SUP, Mediterranean food, an open bar, shaded lounges, and a sunset return. The group is capped at 20, with optional pickup and private bookings available.

“This was a fun afternoon however the sea did not completely play ball with strong winds and a good wind chop. Kleftiko bay was beautiful and we enjoyed a swim here followed by a fabulous dinner. A very enjoyable trip and would highly recommend.”

Check availability →Read our full review

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

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

Spend 10 hours aboard the catamaran Together with Odysseus A. Cruises, sailing from Adamantas around Milos and Poliegos. Swim at Kleftiko, Gerakas, Kalogries, and the Blue Lagoon, with fresh meals, an open bar, snorkeling gear, and commentary from the crew.

“The weather was perfect The food was amazing It was worth the extra money for the top of the range experience Our gorgeous three crew members were dedicated to their jobs and good boaties Would definitely recommend to anyone 😀”

Check availability →Read our full review

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

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

Sail from Adamantas aboard a spacious catamaran for 9 to 10.5 hours. You’ll visit Kleftiko, Polyegos, Triades Beach, Sykia Cave, and Klima, with Greek meals, drinks, SUPs, snorkeling gear, and attentive English-speaking crew. Some departures feature Zacharias and Jozef.

“It was a perfect and truly satisfying experience! Thanks to all the spots and preparations chosen by our guide, I was able to create so many wonderful memories. Highly recommended! The guide and captain were incredibly kind, and most of the guests were from America and Canada. I was able to build such meaningful connections with everyone. It honestly felt like a dream come true. Thank you so much!”

Check availability →Read our full review