6 Sailing Trips in Milos Worth Booking

1.Milos Sailing Tour with snorkeling and lunch

★★★★★★★★★★5.0 · 270 reviews · 8 hours (approx.) · from $181Our pick

Sail around Milos to Kleftiko, swim, snorkel, explore sea caves, and enjoy Greek food and drinks on this full-day yacht tour.

“This is a difficult review to leave as the overall tour is good in the sense you get to go to areas unreachable by car or foot. The issue is that this trip was not well run and missed even the most basic of needs for any boat trip. We were given a rough idea of where we were going that didn't really align to what it says on here. There was no safety briefing or guidance on what to do, given many of us never went on a yacht like this before. I don't want to fault Christo or Vasili who were great crew members but Juliano was unfortunately…”

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2.Round of Milos and Poliegos Sailing boat snorkelling cruise

★★★★★★★★★★5.0 · 262 reviews · 9 hours (approx.) · from $194

Review of Milos and Poliegos sailing cruise, with snorkelling, hidden beaches, lunch, GoPro photos, practical tips, and honest drawbacks.

“The crew were super welcoming, knowledgeable and fun, they made an effort to know everyone on the boat and ensure that we all had a great experience, I'd highly recommend. We went to some beautiful spots and ate delicious food as well as getting the chance to snorkel and I had a wee go on the paddle board”

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3.Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

★★★★★★★★★★5.0 · 200 reviews · 9 hours (approx.) · from $169Best value

Review of Milos’ 9-hour Kleftiko boat tour, with swimming stops, Sikia Cave views, onboard meals, snorkeling gear, and practical booking advice.

“Really enjoyed and Fay was heaps of fun. Food was delicious. Bit disappointed we didn’t go a bit closer to the coast on our journey out, but otherwise a great day.”

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4.Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

★★★★★★★★★★5.0 · 157 reviews · 9 to 10 hours (approx.) · from $169

Review of Milos’ Kleftiko sailing cruise with snorkeling, meals, drinks, caves, swimming, and practical tips on ports, price, and group size.

“The day was pleasant and the crew friendly but we were very numerous in terms of the size of the boat and especially I chose this cruise because it had to be in French and none of the crew spoke French.Auto-translated”

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5.Full day sailing cruise on the West side of Milos island

★★★★★★★★★★5.0 · 136 reviews · 9 hours (approx.) · from $175

Review of ARKsailing’s 9-hour Milos cruise, with Kleftiko caves, secluded beaches, Greek meals, snorkeling, drinks, and weather plans.

“From first contact to the moment we parted ways, our host and capitain were beyond the best anyone could ask for. They ensure everything goes smoothly. From the moment you step onto their boat, you are transported into a whole new world. The information and history that is given throughout the entire day is endless, the food served is simply delicious and their smiles are quite contagious. I myself have a fear of water, from swimming to boating….but they gave me the confidence I needed to enter the sea and discover its beautiful wonders. Marion and Nicolas will show you the beauty of Milo’s from the sea, take you on…”

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6.Half-Day Private Romantic Sailing Getaway to Kleftiko

★★★★★★★★★★5.0 · 81 reviews · 5 hours (approx.)

See Kleftiko by private yacht from Agia Kyriaki, with cave access by tender, swimming stops, wine, snacks, and flexible routing.

“This was an amazing tour of the south side of the island. The boat takes you to places you cannot visit by car and the water is gorgeous. Our captain and guides were very knowledgeable and made it a lot of fun.”

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