Under sail · MILOS SAILING TRIPS

Milos Sailing Trips: 15 Boats to Kleftiko and Beyond

39 sailings  ·  from $141 a head

Milos is a volcano the sea has been chewing on, and its best coast has no road. These 15 sailings out of Adamas reach Kleftiko, Poliegos and the sea caves, with a straight answer on wind cancellations.

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Sarakiniko and Glaronisia from the sea
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

1.Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147Our pick

Review of Milos’ 10-hour boat tour to Polyaigos, Kleftiko, Gerakas, and Sykia, with swimming, snorkeling, lunch, drinks, and island history.

“Beautiful views. Saw the whole island. Niki and Dora were amazing. Even though we had some clouds and a bit of rain, they pivoted, taught us some greek dances and we had so much fun!”

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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch - Cape Vani and the West Coast’s Quiet Places
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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

2.Kleftiko Sailing Day Trip with Snorkeling and Lunch

★★★★★★★★★★4.8 · 713 reviews · 8 hours · from $170

Review of Milos’ 8-hour Kleftiko yacht trip, with snorkeling, cave safari, Greek lunch, swim stops, drinks, and practical booking advice.

“We had an amazing time on our sailing trip! The captain and guides were excellent, making the trip fun and knowledgeable. We had 3 stops for swimming and snorkeling gear was provided. The water was the bluest I have ever swam in. The provided lunch was an added bonus, some of the best food we have had so far on our trip! Would highly recommend to anyone who wants to see different parts of the island!”

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Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ - Poliegos and Galazia Nera: the morning reward
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Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ

3.Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ

★★★★★★★★★★5.0 · 460 reviews · 9 hours (approx.) · from $241Top rated

Sail Milos and Poliegos on a small catamaran with swim stops, snorkeling, Greek food, open bar, photography, and expert weather routing.

“The crew was absolutely awesome, we got to go to the best swimming spots in Milos! bbq lunch was incredibly tasty and we had such a great time. I would highly recommend booking this tour. Wear your swim trunks!!”

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Milos: Half-Day Morning Catamaran Cruise to Kleftiko - Leaving Adamas for Milos’ fishing villages
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Milos: Half-Day Morning Catamaran Cruise to Kleftiko

4.Half-Day Morning Catamaran Cruise to Kleftiko

★★★★★★★★★★4.8 · 362 reviews · 6 hours · from $182

Review of Milos’ six-hour catamaran cruise to Kleftiko, with swim stops, Greek lunch, drinks, sea caves, and practical booking advice.

“This boat trip was a highlight of our trip to Milos! The food was amazing and so was the turquoise water. However I would've been interested to hear about the history of the Kleftiko.”

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Milos Sailing Tour with snorkeling and lunch - From Adamas and Pollonia to the open sea
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Milos Sailing Tour with snorkeling and lunch

5.Milos Sailing Tour with snorkeling and lunch

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

Review of Milos Sailing Tour with snorkeling, Kleftiko, Greek lunch, swimming stops, drinks, and practical advice on value, comfort, and weather.

“excellent trip with so many swimming stops. The staffs are so friendly. The food is also amazing. The boat is also very clean”

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Round of Milos and Poliegos Sailing boat snorkelling cruise - Cape Vani and the old manganese mine
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Round of Milos and Poliegos Sailing boat snorkelling cruise

6.Round of Milos and Poliegos Sailing boat snorkelling cruise

★★★★★★★★★★5.0 · 262 reviews · 9 hours (approx.) · from $193

Review of Milos and Poliegos sailing cruise, with snorkelling, boat-only beaches, homemade lunch, GoPro photos, and practical tips.

“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!”

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Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ - Kalogries Beach, a quiet first swim
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Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ

7.Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ

★★★★★★★★★★5.0 · 262 reviews · 10 hours (approx.) · from $217

Review of Milos and Poliegos catamaran cruise with swimming stops, Kleftiko, BBQ lunch, snorkeling gear, and practical booking advice.

“We recently enjoyed a full-day cruise around the island, and it was an unforgettable experience thanks to Clara, Christos, and Elena. Clara's boundless energy and leadership kept our team engaged and enthusiastic throughout the day. Christos, with his exceptional boat skills and excellent driving, ensured we navigated the waters safely and smoothly. Elena prepared the most beautiful lunch, easily the best meal we've had in Greece so far. Her culinary talents added a delicious and memorable touch to our trip. This cruise was a highlight of our visit, and we highly recommend it to anyone looking for an exceptional experience.”

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Adamantas: Milos Sightseeing Sailboat Cruise - Cape Vani and the first swim at Kalogries
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Adamantas: Milos Sightseeing Sailboat Cruise

8.Milos Sightseeing Sailboat Cruise

★★★★★★★★★★4.9 · 257 reviews · 8 hours · from $223

Review of Milos’ 8-hour sailing cruise from Adamantas, with Kleftiko, Sykia Cave, swimming, snorkeling, homemade food, and a 10-person group.

“Absolutely splendid day out with the most lovely and entertaining hosts Forrest and Yiannis, we were so very well looked after. The scenery was spectacular, the food plenty and delicious. The company amazing. We totally enjoyed it and highly recommend! Kleftiko was breathtaking!”

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CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar - Kalogries Beach: an easy first swim
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CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar

Milos: Full-Day Sailboat Cruise with Food and Open Bar - Starting at Adamantas and meeting the crew
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Milos: Full-Day Sailboat Cruise with Food and Open Bar

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

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

Review of Milos’ 9-hour sail to Kleftiko and Poliegos, with swimming stops, Greek food, beer, wine, snorkeling gear, and practical tips.

“Amazing, took us to the most beautiful places. our crew: Silvan, Panos and JP were so fun. food was amazing, clearest waters i’ve ever seen, the swims stops where so fun. it was definitely a must do in milos!”

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Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos - Fourkovouni and the pirate stories
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Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

Milos caves snorkelling Catamaran Cruise in a small group - Kalogries Beach: the first swim and breakfast
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Milos caves snorkelling Catamaran Cruise in a small group

Catamaran Half Day Morning Cruise: Kleftiko - Morning departure from Adamantas
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Catamaran Half Day Morning Cruise: Kleftiko

13.Catamaran Half Day Morning Cruise: Kleftiko

★★★★★★★★★★5.0 · 196 reviews · 6 hours (approx.) · from $187

Review the Milos Kleftiko half-day catamaran cruise, with swimming, sea caves, Greek lunch, pricing, timing, and practical tips.

“We did the half day cruise and it was incredible. We arrived at the office at 8:45am which was directly across from the ship. We boarded all found seating area around the boat and took off shortly after 9. We stopped at the two wonderful locations in the description and Captain Paul took us to his favorite spot to swim as an extra 3rd spot. The food was amazing the drinks were great food was great zero complaints. The van arrived 10 minutes after we disembarked at 3:10pm and dropped us back off in Adamantas. Great experience would 100% recommend.”

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Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko - First Swim at Kalogries Bay Near Cape Vani
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Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko

14.Full-Day Catamaran Cruise to Poliegos and Kleftiko

★★★★★★★★★★4.9 · 159 reviews · 10 hours · from $247

Review of Milos’ 10-hour catamaran cruise to Kleftiko and Poliegos, with swimming, seafood lunch, caves, beaches, drinks, and practical tips.

“A sublime experience! We took the full day cruise around Milos with Captain George and Elias, almost 10 hours and loved every bit. Stopping at all the places you would expect to, many unrushed swimming opportunities, amazing food and a great playlist (a good selection of funky and classics that appealed to all ages). The boat had just a nice amount of people, definitely not overcrowded. George and Elias brought a great atmosphere and were conscious at all times of meeting the needs of their guests. The summer northerly winds swept up in the afternoon but didn’t detract at all from a wonderful experience - it made it more of…”

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Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch - Meeting at Adamas and choosing your departure point
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Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

15.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, practical tips, group size, value, and booking advice.

“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 relaxing!”

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