Under sail · SEA CAVE & COVE SAILING TRIPS

Sea Caves by Sailboat in Greece: 15 Trips to Book

28 sailings  ·  from $57 a head

Kleftiko, Papafragas, the Corfiot arches. The 15 below reach the coves that have no road, and they say plainly which ones the swell shuts down and how early the boat has to leave.

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

1.Kleftiko Sailing Day Trip with Snorkeling and Lunch

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

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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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

2.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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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

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

6.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

7.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

8.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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Milos: Half-day Kleftiko, Catamaran Trip | Lunch & OpenBar - Sykia Cave and the route to Kleftiko
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Milos: Half-day Kleftiko, Catamaran Trip | Lunch & OpenBar

Milos: Kleftiko Sunset Catamaran Cruise with Meal & Drinks - Starting at Adamantas Port
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Milos: Kleftiko Sunset Catamaran Cruise with Meal & Drinks

10.Kleftiko Sunset Catamaran Cruise with Meal & Drinks

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

Review of Milos’ Kleftiko sunset catamaran cruise, with swimming, snorkeling, Greek food, open-bar drinks, and sunset views for $182.

“One of the absolute highlights of our 7-week Europe adventure! This cruise was unforgettable — from the incredible food and great vibes to swimming in the clearest, most surreal waters we’ve ever seen. Highly recommend — it was the perfect day in every way!”

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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

Half-Day Sunset Cruise Catamaran to Kleftiko with Lunch - Kleftiko: Milos’ main event
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Half-Day Sunset Cruise Catamaran to Kleftiko with Lunch

12.Half-Day Sunset Cruise Catamaran to Kleftiko with Lunch

★★★★★★★★★★5.0 · 105 reviews · 6 hours (approx.) · from $187

Review of Milos’ sunset catamaran to Kleftiko, with snorkeling, Greek lunch, drinks, swimming stops, and free shuttle transport.

“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 such a pleasure to meet him. The crew are all very pleasant and doing everything to make your trip memorable. We had a few stops for swimming. They had a nice amount of time at each location. They were offering beverages continuously on our trip. The meal they prepared was delicious and authentic Greek food.…”

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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

13.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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Half-Day Private Romantic Sailing Getaway to Kleftiko - Starting from Agia Kyriaki Beach
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Half-Day Private Romantic Sailing Getaway to Kleftiko

14.Half-Day Private Romantic Sailing Getaway to Kleftiko

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

Review of Milos’ private sailing trip to Kleftiko, with cave access, swimming stops, wine, snacks, pricing, tips, and practical advice.

“Great experience. Both crew members were super nice and knowledgable about what we were seeing across the south coast of Milos. You stop at Kleftiko and go around the caves on the sailship's dingy boat. Then you take some time to swim (they have snorkel goggles) and eat some snacks. After that you go back and stop again on another beach. All the time white wine is available and you can either out your own music. Perfect tour, super recommended.”

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Milos: Kleftiko Morning Catamaran Cruise with Lunch & Drinks - Starting at Adamantas with coffee and snacks
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Milos: Kleftiko Morning Catamaran Cruise with Lunch & Drinks

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