SAILING WORLDWIDE
The best days on the water.
The 15 most popular milos sailing trips. What each sail costs, how long you are on the water, and which crews run it well.
Small-group catamaran cruise from Milos to Poliegos and Kleftiko for snorkeling, photo stops, and a BBQ lunch on the water.
Most Popular“We had a wonderful time abroad the Mia boat with Flo, Yanni, and Elena. The swim stops had crystal clear waters and breathtaking scenery. They fed us breakfast, snack, a delicious bbq Greek lunch, and dessert.”
Half-day catamaran from Adamas to Kalogries and Kleftiko for swimming in Milos’ sea caves, plus a chef lunch and free drinks.
“definitely recommend! not overcrowded and amazing food. We had a great time :)”
Sail Milos’ coast to Kleftiko for snorkeling, caves, and a full Greek lunch with drinks, plus round-island views and flexible departures.
“The Captain and the staff were the best! Best sailboat tour I have ever had and I have been on a lot. The staff go out of their way to serve you. The food was amazing and every stop was spectacular! I would only choose them if you want an amazing time. Love your Texas…”
Small-group catamaran day from Milos to Poliegos with multiple swim and snorkel stops, included gear, lunch, drinks, and free GoPro photos.
“We had a great day with Polco Sailing! Our captain and first mate went above and beyond to ensure we had an exceptional experience. The views and stops on our itinerary were beautiful and so fun to explore, the food was delicious, and the company on board was great!”
Full-day catamaran to Milos and Poliegos with snorkeling gear, action camera, beach stops, and BBQ lunch plus drinks.
“A great experience touring around Milos and the amazing landscapes and crystal clear blue water. Staff was excellent in explaining what we were doing and very attentive to the guests. Highly recommend.”
Small-group sail on Milos: Kleftiko and Sykia cave swims, dinghy cave tours, homemade lunch, open bar, plus GoPro photo set.
“Outstanding day in the water touring some of the best hard to reach spots on Milos. Aldi and Andrea were exceptional hosts and the entire day was mesmerizing!!”
A full-day Milos catamaran to Kleftiko, Poliegos and more, with swims, snorkeling gear, and onboard breakfast, lunch, and drinks.
“Great trip! Strong winds caused a shift in itinerary unfortunately. This was a bummer since we did not get to see Kleftiko or some of the other southern spots, but the crew adapted and came up with a great alternate route. We were still able to see some incredible places (spots that the crew on…”
Small-group West Milos sailing with snorkeling at Kleftiko, pirate stories, colorful cliffs and caves, and full meals onboard for one great day.
“We had a great time! The food was freshly made on the boat, the scenery was beautiful, and the swimming was fantastic, especially on such a hot day! The best part for me was going on the skiff and into the caves! Meeting new people was great, too! Thanks for the memories!”
Small-group Milos catamaran cruise with snorkel stops at Sikia and Kleftiko caves, plus lunch, drinks, snorkel gear, and GoPro photos.
“Excellent Milos tour that takes you all around the island. Zoey and our captain briefed us on Milos’ history and there were several stops for us to swim, board the dingy to explore the caves in Sykia and even cliff jump from some of the rocks in Kleftiko! They were super attentive to everyone on…”
Sail from Milos to Kleftiko on a half-day catamaran cruise with swimming stops, cave views, and a filling lunch and drinks.
“Host was great. Great sights, food and drink. Showed great time despite rough water. Would recommend this trip and Milos to anyone”
Full-day catamaran around Milos and Poliegos with Kleftiko sea caves, thermal Gerakas, multiple swims, chef lunch, and drinks.
“Excellent experience. Highly recommended. A must-do for Milos. Captain and chef were great and very friendly. The lagoons and beaches are the best I’ve seen in Europe.”
Full-day Milos sailing to Kleftiko for snorkeling, cave swims, and plenty of food and drinks, with a flexible departure from Milos or Pollonia.
“The history by our guides was super interesting and they were great story tellers. We were able to go to beaches that are hard/impossible to access from land. Obviously the scenery was amazing and the water was fantastic! The food was good and there were plenty of fluids. The whole day was super fun and…”
A small-group West Milos sailing cruise with dinghy cave runs, standout meals, included snorkeling gear, and time to swim at Kleftiko.
“The trip was a highlight and one not to be missed. We had a small group of 15. Both Nikos and Marion could not have been more welcoming. They both knew a lot about the island, and shared even more when you asked questions. We spent 2 hours in Kleftiko, which was amazing. One hour…”
Milos sunset catamaran cruise to Kleftiko caves with lunch, unlimited drinks, water toys, and a golden-hour sail from Adamantas.
“Top end tour worth the money. The crew does a great job taking care of the passengers, food is fresh and very good, and the boat is beautiful. A very memorable experience.”
Sunset catamaran from Milos to Kleftiko with snorkel gear, Greek lunch, snacks, and a mojito at golden hour, plus shuttle.
“What a perfect day in Milos. We have been on several catamaran rides in the Aegean and this was one of the best. Alex at Trinity Yachting was helpful in coordinating our transportation from our hotel in Pollonia to the boat and back to our hotel. His responses were immediate and very pleasant. It was…”
The sailing ports worth the trip, grouped by the sea they sit on.
