The 12 Sailing Trips in Milos We Would Book Again

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 aboard a Lagoon 440 with secluded beaches, snorkelling, BBQ, Greek tapas, drinks, and underwater photos.

“Wonderful experience! Our crew Flo, Louisa and captain Yanis were FANTASTIC! So fun and accommodating. The only way to access several is Milos’ beaches is by boat so this was a perfect way to see the true beauty of this island. Highly recommend!”

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2.Milos Sailing Tour with snorkeling and lunch

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

Sail around Milos to Kleftiko, swim through sea caves, snorkel, eat Greek food, and watch the sunset from a small-group yacht.

“Best captain, best food, best experience iv ever had on sailing trip. It made me fall in love with Milos even more!”

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3.Round of Milos and Poliegos Sailing boat snorkelling cruise

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

Sail around Milos and Poliegos for nine hours of swimming, snorkeling, caves, local food, and remote beaches aboard a small boat.

“Amazing boat day! Dina, Spiros, and Andreas were great - we had plenty of time to jump in the water and relax on the boat. The food that Dina made was INCREDIBLE!!! There was no snorkeling or paddle boarding, but the overall experience was terrific.”

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

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

Review of Milos and Poliegos full-day catamaran cruise with four swim stops, Kleftiko, BBQ lunch, drinks, snorkeling gear, and practical tips.

“This was a nice boat tour - the staff were nice and helpful, lunch was delicious, and the swimming spots were cool. However the tour is quite long (10 hours), and the ride from the last stop back to the port is 2 hours. The tour dragged on a bit at the end. Also, there wasn’t a lot of shade on the boat, so being in the sun for 10 hours was too much. I’m not sure if it’s offered, but it seems this itinerary would be better on a speed boat to maximize your time.”

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5.CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar

★★★★★★★★★★5.0 · 242 reviews · 9 hours (approx.) · from $289

Sail around Milos and Poliegos on a 9-hour catamaran with Kleftiko caves, swim stops, Greek lunch, snorkeling gear, and an open bar.

“Professional and fun staff. Food was excellent. They took us to beautiful beaches and loud time for us to swim. I would highly recommend.”

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

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

Explore Milos by boat on a nine-hour small-group cruise to Kleftiko, Sikia Cave, fishing villages, clear swimming spots, and a fresh onboard lunch.

“Sails were never raised and the motor was used throughout the entire day. This was disappointing. Otherwise was a nice tour.”

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7.Milos caves snorkelling Catamaran Cruise in a small group

★★★★★★★★★★5.0 · 199 reviews · 8 to 9 hours (approx.) · from $241

Cruise Milos by catamaran to Sykia and Kleftiko caves, with swimming, snorkeling, Greek food, drinks, and a 12-person limit.

“All of it was great. All the staff was amazing. The highlight was Isabela playing guitar and singing. Great atmosphere created.”

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8.Catamaran Half Day Morning Cruise: Kleftiko

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

Sail Milos to Kleftiko on a small-group catamaran with cave views, clear-water swims, Greek lunch, drinks, and a return transfer.

“Captain George and crew were phenomenal. It was a relaxing trip with plenty of swim time. Great food!!”

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9.Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

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

Sail Milos to Kleftiko for cave swims, snorkeling, meals, drinks, and island views in a relaxed full-day cruise for up to 20 people.

“Great fun. Lovely meal. Wonderful crew with Julio, and the two Georges. Plenty to eat and drink. Perfect amount of time Lots of time for swimming & sightseeing.”

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

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

Spend nine hours sailing Milos to Agathia, Sykia, and Kleftiko, with cave trips, swimming, Greek meals, drinks, and a small group.

“My friend and I just returned from THE MOST amazing day on the water with Marion and Niko. To say they went above and beyond would be an understatement. Completely transformed our time in Milos. What a fabulous group of people we had onboard. Food was impeccable, views were stunning, exploration was amazing. Today will be a day to remember forever and a near impossible one to beat! Cheers to Niko and Marion!!”

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11.Catamaran Full Day Cruise: Poliegos – Kleftiko

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

Sail from Milos to Kleftiko and Poliegos for sea caves, remote beaches, swimming, snorkeling, Greek food, and a relaxed full day at sea.

“The whole experience. Lunch was amazingly delicious. Captain and crew extremely attentive and professional 🥂”

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12.Half-Day Private Romantic Sailing Getaway to Kleftiko

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

Sail privately from Agia Kyriaki to Kleftiko, exploring Milos caves by tender, swimming at secluded beaches, and enjoying wine and snacks.

“Absolutely fabulous trip Yiannis & pavlo were super sweet and very helpful Loved the beaches and the little hide always Just perfect”

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