Milos: Kleftiko Catamaran Cruise & Pirate Caves with Lunch

Summary

Catamaran sailing past Milos villages and caves to Kleftiko

You’ll sail along Milos’ coast past colorful fishing villages and volcanic rock formations before diving into crystal-clear bays near Kalogries and exploring the famous pirate caves of Kleftiko Beach. Enjoy a fresh-cooked lunch on board with local flavors as you relax in the sun—this half-day cruise leaves you salty-haired and smiling.

What’s the experience like?

We stepped barefoot onto the catamaran just after sunrise, salt in the air and that sleepy hush over Milos bay. The crew—Maria and Yannis—were already joking about who’d make the stronger coffee. As we glided past Klima and Skinopi, those little “sirmata” houses right at the water’s edge looked almost painted on, their doors so bright against the rock. Someone pointed out a fisherman waving from his boat; I waved back, probably too enthusiastically. The wind picked up as we passed Arkoudes—the bear-shaped rocks really do look like they’re watching you. It’s funny what you start noticing when you’re moving slow like that.

First stop was Kalogries bay. I jumped in before thinking how cold it might be (it wasn’t bad—just enough to wake me up). The water is so clear here you can see your own toes ten feet down. Maria handed out masks for snorkeling, but honestly I just floated for a while, listening to the muffled laughter above water and the weird silence below. Then Sikia cave came into view—a hole in its roof letting sunlight spill through like a spotlight. We didn’t go inside but drifted close enough to feel that cool shadow pass over us.

Kleftiko was next—pirate territory, apparently, though now it’s just us tourists and some goats on the cliffs. The rocks are blindingly white and full of weird shapes; Yannis showed us which caves were best for swimming through (I chickened out on one of them—too narrow). Lunch smelled amazing before I even saw it: grilled fish, salads with lemony olive oil, bread still warm somehow. We ate on deck with our hair still wet from swimming, everyone passing plates around and swapping stories about where they were from. There was something about that salty air mixed with oregano—I still think about that meal sometimes.

Afterwards we sailed toward Agia Kiriaki where we’d get off. The sun was higher now, bouncing off the water so bright I had to squint. I remember thinking how easy it is to lose track of time when you’re just drifting between sky and sea like that… anyway, if you’re looking at this cruise from Milos to Kleftiko Beach, don’t overthink it too much—just go.

Step-by-step itinerary

Day 1 — Morning catamaran cruise and swimming

• Sail past Milos fishing villages
• Visit Arkoudes lava rock formation
• Stop for swim at Kalogries bay
• View Sikia cave and roof hole
• Swim and snorkel at Kleftiko bay
• Enjoy lunch on board
• Disembark at Agia Kiriaki

Top questions

How long is the catamaran cruise from Milos to Kleftiko?

The cruise lasts about half a day, including several stops for swimming and lunch onboard.

Is lunch included on the Kleftiko catamaran tour?

Yes, a buffet lunch cooked by the crew is included during your time at Kleftiko.

Are drinks provided during the cruise?

Yes, bottled water, alcoholic beverages, coffee or tea, snacks and other refreshments are included.

Where does the cruise start and end?

The cruise departs from Milos bay and ends at Agia Kiriaki beach.

Can children join this catamaran tour?

The cruise is not suitable for children under 7 years old.

Do I need to bring my passport for this tour?

You must provide your passport name, number, expiry date and country when booking.

Will we visit any caves during the trip?

You’ll see Sikia cave from outside and explore multiple caves at Kleftiko Beach for swimming or snorkeling.

Is hotel pickup included in this tour?

The tour includes pickup arrangements; check details during booking for confirmation.

What’s included

Your day includes light refreshments throughout the sail, a buffet lunch freshly prepared by the crew (with local wine or beer), bottled water whenever you want it, plus snacks and hot drinks like coffee or tea—all while drifting between swim stops before ending at Agia Kiriaki beach.