Top Milos Sailing

The sea caves and swimming spots around Milos and Polyaigos are hard to reach without a boat and someone who knows the coastline. Cruise out for a full day of swimming, snorkeling, and exploring the old pirate coves, with the route and timing handled for you. Snacks, lunch, and drinks are all provided on board, so you can turn up and settle in while the crew runs the day.

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, or dance under the open sky, you'll always find your perfect spot. Soft, uplifting music sets a warm and joyful tone throughout the day. Between smiles and melodies, you'll enjoy Greek snacks, a light brunch, and a delicious lunch — all included. Espresso, tea, water, soft drinks, local Greek white wine and beer are available whenever you wish. For those seeking adventure, the sea becomes your playground. Try stand-up paddleboarding, explore underwater life with snorkeling gear, or simply drift on an inflatable noodle. And of course, our iconic pink flamingo float is always ready for your next unforgettable photo. Whether you're after excitement or gentle relaxation, there's something for everyone.

Set sail on an unforgettable luxury cruise aboard a Jeanneau 57 sailing yacht and discover legendary Kleftiko, one of Milos’ most iconic natural wonders. Departing from Adamas Port, this experience blends relaxation, adventure, and local storytelling in true Cycladic style. Sail along the stunning coastline, passing colorful Klima and the impressive Sykia Cave before reaching Kleftiko’s dramatic white rock formations, sea caves, and crystal-clear turquoise waters. Once a pirate hideout, the area is rich in history and volcanic beauty, with fascinating stories shared by your skipper along the way. Anchor in secluded coves for swimming, snorkeling, and stand-up paddleboarding, with time to explore caves and arches from the water. Back on board, enjoy a freshly prepared Mediterranean meal with unlimited drinks as you relax in comfort. Designed for small groups and authentic island vibes, this cruise is perfect for couples, friends, and travelers seeking a refined yet fun sea adventure.

With its caves and sea arches, Kleftiko Beach is one of Milos’ most in-demand locations. See it in style when you book this catamaran cruise, with meals, snacks, and drinks included plus snorkeling gear, fishing kit, pool noodles, and stand-up paddleboards (SUP) to entertain you. Choose between morning and sunset cruises, and upgrade to include transfers: You can also make lifetime memories with a private cruise just for your group.

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves of the famous old pirate bay of Kleftiko and discovering a part of the South side.

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek to broaden your horizons, then a catamaran sailing boat adventure is precisely what you want. Milos beauties are mostly hidden and unreachable by land. The catamaran will lead you to beautiful, pristine and isolated beaches, far from the hassle of the crowds. With this cruise, you will have the chance to discover most of the island coastlines and see the huge diversity of colours, caves and beaches Milos has to offer.

[Up to 7 Guests] Private Cruise in Milos and across the Cyclades • Morning, Sunset, or Full Day options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar and meals included Charter the entire yacht on a Private Cruise in Milos and the Cyclades, with three curated route options across Milos, Kimolos, and Poliegos. Our cruises cover more coastline than you'll find on a typical private charter. Your captain shapes the day around your preferences and confirms your meeting point 48 hours before departure. Hotel and villa pick-up available upon request. – Every route is tailor-made. Discuss your preferred stops and durations directly with your captain. Half-Day cruises include 5 to 6 stops over 5 hours, Full-Day cruises include 7 to 8 stops over 8 hours. Stops may be adjusted on the day based on conditions. Book your Private Cruise!

See the coast of Milos minus the beachside crowds in one relaxing half-day boat trip from Agia Kiriaki. Ideal if you’re short on time, this half-day cruise includes time to swim in the calm waters of Gerontas Bay and Kleftiko, plus a scenic route past the blonde sands of Gerakas, Tsigrado, Firiplaka and Katergo beaches. Iced coffee, raki, and local treats are among the perks.

Explore the Aegean island of Milos on this sailing excursion. Enjoy a small group experience with up to 12 passengers that includes visits to Cape Vani, Kalogries Beach, and Agios Dimitrios bay. Check out the caves of Kleftiko and Sykia by dinghy, go swimming and snorkeling, and relax by the sea. Enjoy complimentary lunch, snacks, drinks, access to snorkeling equipment, and GoPro photos.

Set sail from Adamas on an unforgettable cruise through the stunning Aegean Sea, where captivating landscapes and serene waters await. Marvel at the natural beauty as you pass by Kimolos, with opportunities for memorable photos or a refreshing swim. The journey leads to Polyaigos, famous for its turquoise waters, perfect for swimming and relaxation, followed by a visit to Manolonisi, known for its exceptional scenery and tranquil atmosphere. This cruise promises a blend of adventure and peace, offering a unique glimpse into the Aegean's charm. - Depart from Adamas or Agia Kyriaki based on weather conditions - Explore the picturesque Kimolos island with photo and optional swim stops - Swim in the exotic turquoise waters of Polyaigos - Enjoy tranquil moments at the beautiful Manolonisi island

Join this group catamaran cruise that goes to both Milos and Poliegos, plus serves up a homemade menu with barbeque and drinks. You don’t need to organize anything. Just show up ready to swim in turquoise water, snorkel, hang out on the beaches, and maybe swim in natural hot springs. You can also check out a traditional fishing village, Kilma.

Set sail on a private full-day cruise aboard a luxurious sailing catamaran from Adamantas Port, Milos, for an unforgettable journey to Kleftiko Bay and Polyegos Island. Relax with unlimited beverages as you explore stunning destinations, starting with swims in the crystal-clear waters of Triades Bay and Kalogries Beach. Continue to the iconic Kleftiko Bay for snorkeling, SUP surfing, and fishing, followed by a freshly prepared Mediterranean meal onboard. Sail onward to pristine Polyegos Island, with brief stops at Fyriplaka, Tsigrado, and Gerakas beaches, before reaching the serene Galazia Nera Bay. Here, dive into turquoise waters or simply unwind in this untouched paradise. Return to Adamantas Port with cherished memories of a luxurious and adventurous day exploring Milos and Polyegos. *Note: The itinerary may vary based on weather conditions.

[Up to 8 Guests] Private Cruise in Milos and across the Cyclades • Morning, Sunset, or Full Day options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar and meals included – Charter the entire yacht on a Private Cruise in Milos and the Cyclades, with three curated route options across Milos, Kimolos, and Poliegos. Our cruises cover more coastline than you'll find on a typical private charter. Your captain shapes the day around your preferences and confirms your meeting point 48 hours before departure. Hotel and villa pick-up available upon request. – Every route is tailor-made. Discuss your preferred stops and durations directly with your captain. Half-Day cruises include 5 to 6 stops over 5 hours, Full-Day cruises include 7 to 8 stops over 8 hours. Stops may be adjusted on the day based on conditions. Book your Private Cruise!

Experience a private half-day cruise from Adamantas to Kleftiko aboard a luxurious sailing catamaran. Perfect for family, friends, special celebrations, with activities, dining, & breathtaking views.

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm, we welcome guests aboard to explore the hidden side of Milos — from sea caves and secret beaches to unforgettable sunsets and sunrises. mission is to share the beauty of the Aegean with a warm smile, homemade food, and a touch of Cycladic magic. We begin day just before sunrise, sailing from Adamas into the calm morning sea to witness the first light over the Aegean. Guests are invited to swim in peaceful bays during the golden hour, enjoy a homemade breakfast, and capture the serenity of Milos in the early morning glow. As the journey continues, we visit remote spots perfect for snorkeling, exploring, and relaxing. Later in the trip, we serve a full lunch on board, featuring homemade dishes, local wine, and fresh fruit. We return to Adamas, leaving you refreshed, fulfilled, and filled with unforgettable memories

Our cruises are one-way starting either in Agia Kyriaki beach and ending in Pollonia village or vice versa. We never sail back to our starting point in order for our passengers to have more time on stops and view more places along the way. We provide a transfer service included in the price in order for you to get back to the starting point of the cruise. Our crew is very well experienced and the Captain of the Veronica yacht is a permanent resident of Milos since he was born, he knows every hidden gem around Milos and he will make you feel comfortable onboard. Our cave exploration in Kleftiko is unique indeed, and our meals are always fresh and very well cooked and served by our hostess onboard. The Yacht itself is a unique Danish-made Moen 331 built to sail in the Aegean Sea providing safe and comfortable sailing. Join us, have fun onboard, and create memories that last forever.

Explore three of the Aegean’s most beautiful islands from the water on a private overnight sailing adventure. Cruise to Milos, Kimolos, and Polyaigos, reaching secluded coves and beaches that are inaccessible by land while spending the night aboard your sailboat. With meals and drinks included, you can focus on swimming, relaxing, and enjoying the islands at an unhurried pace.

Sail along the Milos coastline and take in views of Klima’s colorful ‘Sirmata’ houses as well as the villages of Skinopi, Areti, and Fourkovouni on this full-day catamaran cruise setting out from Adamantas. Explore geological marvels, such as the Arkoudes lava rocks, and jump into the warm ocean waters for a swim in secluded island bays.

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board, you enjoy personalized service, tailored itineraries, and complete privacy. Unlike group tours, this experience includes freshly prepared food, unlimited drinks, and access to secluded coves and hidden spots only a true sailing yacht can reach. A fully customized, luxurious day on the sea of Milos.

Embark on a 36-hour private sailing adventure aboard a fully crewed yacht with a professional captain and attentive hostess. Perfect for those seeking comfort, privacy, and authentic island life, this cruise reveals the wonders of Milos and its neighboring islands. Departing from Adamas, dive into Kleftiko’s legendary rock formations and snorkel in Sykia’s crystal-clear waters, then sail to charming Kimolos for an overnight stay amid its traditional village and local flavors. Day two brings the untouched beauty of Polyaigos, ideal for swimming and relaxation, before returning to Milos for a full circumnavigation—so you experience all three islands: Milos, Kimolos, and Polyaigos. The price thoughtfully covers all expenses, ensuring a seamless, unforgettable private cruise with breathtaking scenery and personalized service.

Every side of the island has completely different things to offer you! There are caves and stories about pirates. There are huge piles of lava that have been standing there for thousands of years, longing to be admired and little fisherman villages, like nothing else you have seen before, built by the water. Swimming in exotic colorful and transparent water with a completely different scenery each time we make a stop, and it always goes with an open bar with drinks and beverages and a freshly cooked Mediterranean meal onboard. We provide you with snorkeling gear and a waterproof camera so you may take unique pictures for these wonderful memories that last forever! Trust us as we love the water and what comes with it! We sail all year long as we can’t escape the passion of feeling the wind on our faces and the water under our feet and through the boat! Come fall in love with the island that still surprises each and every one of us and has been doing it for the past several years!

The Half day afternoon cruise will remain etched in your mind until you repeat it. Enjoy the natural beauties and the incredible variety of rocks, as Milos is the Island of colors. We will take you to the most important points with the climax of the Kleftiko in conjunction with the most enchanting sunset in Greece, relax...maybe it's the best thing you will do. You, leave everything else to us ! Polychronis Mavros was born and raised in Milos. His passion and his contact with the sea starts from his childhood. In 2008 his dream come true and started to work professionally with sailing catamarans. Τhe ever-increasing needs prompted us to create the tourist office Milos Attraction in order to provide high quality travel services with professionalism.

 The safety of our guests and treating them with respect and trust has always been and remains a priority for all members of our office and our vessels, thus ensuring that their visit will be an unforgettable experience until next time.

Enjoy two extended swimming stops in breathtaking turquoise waters. Swim, snorkel with the provided equipment, explore the coastline on a SUP, or simply relax aboard a comfortable sailing yacht while surrounded by the incredible scenery of Polyaigos. During your first swimming stop, enjoy a selection of traditional Greek meze, accompanied by water, soft drinks, local beer, house wine, and a small taste of traditional Greek ouzo—all included. At your second swimming stop, fresh seasonal fruit is served before sailing back to Kimolos. With a maximum of 12 guests onboard, this experience offers a relaxed, intimate, and personalized atmosphere, making it the perfect way to discover the hidden beauty of Polyaigos away from the crowds.