Under sail · ISLAND HOPPING SAILING TRIPS IN MILOS

The 12 Best Island Hopping Sailing Trips in Milos

12 sailings  ·  from $159 a head

This is the shortlist you would send a friend: 12 island hopping sailing trips in Milos worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

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

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

★★★★★★★★★★5.0 · 460 reviews · 9 hours (approx.) · from $241Our pick

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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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

2.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

3.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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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 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

5.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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Full day sailing cruise on the West side of Milos island - Starting in Adamas among Milos fishing villages
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Full day sailing cruise on the West side of Milos island

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

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

Review of Milos west coast sailing cruise with Kleftiko, secluded beaches, snorkeling, Greek meals, drinks, and weather-based route changes.

“Marion & Nicos were amazing hosts who provided a fun and relaxing experience. We hit multiple stops, with plenty of time to swim and explore. At every stop Nicos got off the boat with us to give us a small guided tour while swimming or on the smaller dingy boat. We had a chance to do some cave exploring and even cliff jumping. Food and drinks were great especially the Greek cuisine prepared by Marion. Both of them were very knowledgeable and provided great information about the island and the areas we visited. Although the island can be very windy causing choppy sea conditions they readjusted the itinerary for a…”

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Milos: Full-Day Kleftiko Poliegos Sailboat Tour with Lunch - Leaving Adamas and passing the fishing villages
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Milos: Full-Day Kleftiko Poliegos Sailboat Tour with Lunch

Catamaran Full Day Cruise: Poliegos - Kleftiko - Kalogries: your first swim in a clear natural bay
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Catamaran Full Day Cruise: Poliegos – Kleftiko

8.Catamaran Full Day Cruise: Poliegos – Kleftiko

★★★★★★★★★★5.0 · 90 reviews · 9 hours 30 minutes (approx.) · from $253

Review of Milos Adventures’ full-day catamaran cruise to Kleftiko and Poliegos, with swimming, caves, lunch, drinks, and practical booking tips.

“Amazing tour with captain George. The food, crew and boat were great. Would definitely do again and worth every dollar.”

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Milos: Full day Milos and Poliegos Catamaran Cruise - Sykia Cave and Milos’s volcanic coast
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Milos: Full day Milos and Poliegos Catamaran Cruise

9.Full day Milos and Poliegos Catamaran Cruise

★★★★★★★★★★4.8 · 63 reviews · 10 hours · from $218

Review the Milos and Poliegos catamaran cruise, with Kleftiko caves, Greek meals, swimming stops, an open bar, and practical booking advice.

“Best experience I had in Greece! Staff was super chill, the catamaran was just great and the places we have visited were amazing”

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❖ Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos - Kleftiko: the main event
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❖ Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos

From Adamas: Milos and Poliegos Catamaran Cruise with Lunch - From Adamas to Klima and Glaronisia
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From Adamas: Milos and Poliegos Catamaran Cruise with Lunch

11.Milos and Poliegos Catamaran Cruise with Lunch

★★★★★★★★★★5.0 · 49 reviews · 9.5 hours · from $235

Sail around Milos and Poliegos on a 44-foot catamaran with Kleftiko caves, clear-water swims, BBQ lunch, drinks, and snorkeling.

“FOREST, DINA, & YANNIS (John) are the BEST! If you’re looking to do a tour in Milos THIS IS IT. We were well taken care of with multiple meals/snacks/drinks and various other items. We visited the most beautiful locations while the staff made the trip fun, inviting, and comfortable. Even if you get sea sick… the staff are amazing and there to help you have the best time. After much research… this trip exceeded expectation. BOOK it now. Don’t miss this.”

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Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks - Cape Vani and Milos’s mining past
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Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

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

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

Review of Milos and Poliegos catamaran cruise with homemade breakfast, BBQ lunch, drinks, swimming stops, and small-group sailing.

“Excellent tour would definitely recommend it. Staff were attentive, friendly & provided knowledge about all the sites we visited. Sites stopped for swimming were excellent & staff provided swimming equipment. Food & drink were much better than expected.”

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