Top Milos Cruises & Sailing

Semi-Private Cruise in Milos aboard the Raptor • Morning & Sunset Options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar and meals included – Join a Small-Group Cruise in Milos aboard a luxury open-yacht with three curated route options across Milos, Kimolos, and Poliegos. Our cruises cover more coastline than you'll find on a typical day out. Our captain selects the best route for the day and confirms your meeting point 48 hours before departure. – Stops may be adjusted on the day based on conditions to ensure the best experience. Reserve your spot!

Many of Milos’ beautiful beaches and snorkel spots are inaccessible by land. This half-day cruise is the answer. Zipping between beauty spots by speedboat means more time for snorkeling and exploration than if going solo or via bigger-boat excursions. Explore the Kleftiko and Sykia caves; take guided snorkels, snap photos, and swim at remote spots that many tourists miss. Refreshments, snorkel equipment, and drone and underwater photos are included.

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.

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.

Experience one of the best Milos boat tours with a sailing cruise to Kleftiko along the island’s stunning west coast. Departing from Adamas, sail past volcanic landscapes, hidden coves and sea caves, with multiple stops for swimming and snorkeling in crystal-clear waters. Visit Kleftiko, swim at Kalogries Beach and explore Sykia Cave, some of Milos’ most iconic locations. Relax on deck and enjoy breakfast, lunch, drinks, seasonal fruits and traditional sweets served on board. With a small-group setting and experienced local crew, this sailing cruise offers a comfortable and unforgettable way to discover Milos. Highlights Milos sailing cruise to Kleftiko Full-day experience (10:00–17:00) Visit Kleftiko, Sykia Cave & Kalogries Beach Swimming, snorkeling and cave exploration Breakfast, lunch, drinks, fruits & sweets included Small-group experience with local crew

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 spectacular locations. See it from the best vantage point—on the water—when you join this half-day catamaran cruise with a photo opp by Sikia Beach’s cave and a swim stop at Kalogries Beach. A fresh-cooked meal keeps the hunger pangs away, while water, soft drinks, beer, and wine keep you hydrated. Snorkeling gear lets you see the seascapes up close.

Planning the perfect boat day around Milos can mean comparing tours, packing supplies, and worrying about what’s included. This all-inclusive catamaran cruise simplifies it. Sail in comfort to standout spots such as Kleftiko and the turquoise waters of Galazia Nera, with meals, drinks, and snorkeling gear provided on board. With everything arranged in advance—and even photos captured for you—you can fully relax and enjoy the coastline instead of managing logistics.

Step aboard a premium catamaran and experience one of the best Milos boat tours to Kleftiko. Sail along Milos’ west coast, passing volcanic landscapes, hidden caves and turquoise bays, with multiple stops for swimming and snorkeling in crystal-clear waters. Explore the iconic caves of Kleftiko, one of the island’s top highlights and a must-see on any Milos sailing cruise. Relax on spacious decks and enjoy breakfast, lunch, drinks and local treats on board. Snorkeling equipment, swimming noodles and an underwater GoPro camera are included. With a small group and a smooth, comfortable ride, this catamaran cruise offers a premium and unforgettable Milos sailing experience. Highlights Milos catamaran cruise to Kleftiko (top-rated boat tour) Small-group sailing experience (up to 16 guests) Visit Kleftiko caves, Sykia Cave & Kalogries Beach Swimming, snorkeling and cave exploration stops Breakfast, lunch, drinks, fruits & sweets included Experienced local skipper and crew

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.

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.

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter, with a tender to get you right into the caves and shower and restroom too. Good for up to eight travelers, your package includes snacks, water, soft drinks and a bottle of wine, with a high-quality Bluetooth sound system for your favorite tracks: be sure to enable roaming.

Kleftiko Beach has some unique and distinctive rock formations that have led to the area being one of the most renowned tourist spots on the island of Milos. Hop aboard a boa from Agia Kiriaki Beach for a half-day tour of Kleftiko and other nearby spots, including the secluded beaches of Gerakas and Tsigrado.

[Up to 10 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!

Take control of your own tour by renting a boat to sail around Milos and Agia Kyriaki. You don’t need a license to skipper these boats so you can take them wherever you want. Enjoy up to 10 hours of sailing, swimming, and snorkeling around the beautiful Cyclades islands with your friends or family.

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.

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.

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko the old famous pirate bay with the transparent waters! A short cruise that includes everything that you wish for your dreamy vacations. Swimming, snorkelling and for the end an amazing sunset!  You are free to explore the paradise!

Get ready to travel in style—on a luxury catamaran that sails between stunning beaches, bays, and coastal scenery, such as Kleftiko Beach, Poliegos, and Milos. To ensure you feel relaxed and well looked after—the onboard crew serve you breakfast, lunch, and afternoon seasonal fruits. There’s also snorkeling equipment provided so you don’t need to bring your own.

[Up to 16 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!

End a perfect day in the Cyclades the right way on a private sunset cruise. An ideal excursion for couples, you’ll board your boat in the late afternoon and be taken care of by your captain. Sit back and enjoy the views as you listen to relaxing music and sip on cold drinks, including alcoholic beverages.

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.

Milos is famed for its stunning volcanic coastlines, but the best views—and swimming spots—typically aren’t reachable by land. Spend the day out on the open water during this full-day private sailing cruise. Deluxe packages include lunch and drinks, plus get-down swimming or paddle-board stops at Kleftiko and Kalogries beaches.