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Experience a 7-hour sailing adventure from Adamantas to Kleftiko with swimming stops, Greek cuisine, and stunning views—perfect for sea lovers and foodies.
Imagine spending a day bobbing on the waters of Milos, exploring secret caves, swimming in crystal-clear waters, and enjoying authentic Greek food—all in a laid-back, small-group setting. That’s exactly what the Kleftiko Sailing Cruise from Adamantas promises. This 7-hour tour combines scenic sailing, fascinating stops, and delicious local flavors, making it a standout experience for those craving both adventure and relaxation.
What catches our eye most is the opportunity to sail along Milos’ west coast, taking in the island’s rugged beauty from the water. Plus, the chance to swim and snorkel at iconic spots like Kleftiko Bay and Kalogries Beach truly makes this a hands-on, memorable day. That said, since the tour involves boat travel and swimming, it’s best suited for those who are comfortable with water activities and enjoy being outdoors.
One thing to consider is that the tour doesn’t include hotel transfers, so you’ll need to get to the meeting point in Adamantas. But for adventurers who love being on the sea, hearing captivating stories from knowledgeable guides, and savoring home-cooked Greek dishes, this cruise offers excellent value and authentic experiences.


The adventure begins in Adamantas, where you meet your crew on the Oneiro sailing boat. The captain and crew are described as friendly, attentive, and passionate about Milos—factors that really elevate the journey. As we set sail, you’ll pass through charming fisherman villages like Skinopi, Klima, Areti, and Fourkovouni, which are filled with colorful Syrmata houses—tiny, brightly painted structures that have traditionally served as homes for fishermen. Our guide offers a detailed explanation of their significance, helping us appreciate this quaint aspect of local life.
One of the early highlights is passing the Arkoudes, or “bears,” rock formations that are both striking and photogenic. The crew opens the sails, adding a romantic touch to the voyage, while we glide past Cape Vani, a notable spot for its scenic views and history.
The first notable stop is the Sykia area, where you can explore an open-roof cave and swim in its protected waters. Reviewers appreciated this part most, with one describing it as “impressive” and “magical,” thanks to the crystal-clear waters and dramatic surroundings.
Next, the boat heads to the Pirates’ Cove, an evocative name that hints at Milos’ adventurous past. Here, you’ll have the chance to snorkel or just relax in the shallow, warm waters, and enjoy some fresh fruit salad served onboard. The relaxed ambiance and scenic beauty make this a favorite among guests.
The centerpiece of the cruise is undoubtedly Kleftiko, a destination famous for its white, towering rocks and sea caves. The boat anchors here, and the crew provides a guided tour of the area, sharing stories of pirates and legends tied to the landscape. Swimming through caves and exploring hidden spots is a key part of the experience, and many guests mention the feeling of discovering secret corners of the sea.
During your time at Kleftiko, you’ll enjoy a homemade Greek lunch with views of the shimmering waters and dramatic rock formations. The food is described as plentiful and delicious, with options accommodating vegetarian, vegan, gluten-free, and lactose-free diets. The popular grilled sun-dried octopus with vinegar and traditional appetizers are often highlighted as culinary highlights.
After Kleftiko, the boat travels to Kalogries Beach for more swimming—this shallow, warm spot is perfect for unwinding after the morning’s adventures. Here, guests can lounge, snorkel, or simply soak up the sun.
The return journey takes you past Vani, with spectacular views of the late afternoon sun casting vibrant colors on the rocks. The crew unfurls the sails for a scenic, wind-powered cruise back to Adamantas, passing charming villages like Klima on the way home. The entire trip wraps up with a sense of satisfaction and new memories of a day spent at sea.
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While the tour is priced for a small-group experience, the included features—guides, swimming gear, towels, Wi-Fi onboard, and local food and drink—make it a worthwhile investment. Reviewers have praised the generous portions of food and the quality of the wine, which paired beautifully with the outdoor setting.
Guests also highlight the knowledge and passion of the guides, like Ilias, who shared captivating stories and treated everyone with warmth. One reviewer even mentioned that they were encouraged to dance sirtaki—a fun, cultural touch that enhances the experience.
In terms of practicality, the 7-hour duration offers plenty of time to relax, swim, and explore without feeling rushed. The tour operates with flexible cancellation options—a real plus if your plans are uncertain.
A notable consideration is that hotel pickup and drop-off are not included, so you’ll need to arrange your own transportation to the meeting point. Also, the tour is not suitable for very young children or those with mobility issues, due to the nature of boat travel and swimming.

This sailing cruise is ideal for adventurous travelers who enjoy being on the water, exploring caves, and relaxing in warm seas. It’s perfect for couples, small groups, or solo travelers who appreciate a personalized experience with plenty of storytelling and cultural insights. Foodies and wine lovers will also find delight in the onboard Greek cuisine and homemade wine.
If you’re after a luxurious cruise with large crowds, this might not be the best fit. But if you’re seeking an authentic, intimate day at sea with beautiful scenery, fascinating history, and great food, this tour hits the mark.

How long is the tour?
The cruise lasts approximately 7 hours, starting in the morning or early afternoon depending on availability.
Is hotel pickup included?
No, guests need to meet the boat in front of the dock in Adamantas.
What should I bring?
Bring sunglasses, a sun hat, swimwear, sunscreen, camera, and passport or ID. Towels and snorkeling gear are provided onboard.
Is the tour suitable for children?
It’s not recommended for children under 3 years or those with mobility impairments, as it involves boat travel and swimming.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance for a full refund.
Will I get enough food?
Yes, the onboard meal includes large quantities of delicious Greek food, with options for dietary restrictions.
Are drinks included?
Yes, the tour offers local homemade wine, ouzo, and traditional snacks, enhancing the authentic Greek experience.
What happens if there’s strong wind?
The cruise may operate from Paliochori instead of Adamantas, visiting different parts of Milos, but still includes swimming at Kleftiko and other scenic stops.
This Kleftiko Sailing Cruise from Adamantas offers a compelling combination of scenic beauty, cultural richness, and culinary delight. It’s especially suited for travelers who want a small, intimate experience with knowledgeable guides, stunning views, and a taste of authentic Greek hospitality. Whether you’re an adventure seeker, a lover of seafood, or simply someone wanting to relax on the water, this tour provides excellent value for a memorable day in Milos.
With its flexible itinerary, friendly crew, and authentic ambiance, it’s easy to see why guests leave with big smiles, full hearts, and stories to tell long after the last wave has splashed against the boat.