Top Milos Sailing Tours

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.

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.

Swim, snorkel, and explore old pirate hangouts on this full-day group cruise to Milos and Polyaigos. Snacks and lunch, plus all sorts of alcoholic and non-alcoholic drinks are provided, so you don’t have to bring them yourself. This is a full-day of activity and relaxation, where your guide and crew make sure you have a great day out. Note that hotel pickup and drop-off are not 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.

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.

Milos is renowned for its stunning Aegean coastlines, but many of the island’s most spectacular sights are only reachable from the water. Spend the day out on the open sea during this full-day small-group sailing and snorkeling excursion, covering Milos’ western side. Tours include five get-down stops, from the volcanic sands of Kleftiko Beach to the bay of Agios Dimitrios. Top it off with Breakfast, alcoholic drinks, and a traditional Greek lunch.

With its rugged arches and caves, Kleftiko Beach is one of Milos’ star attractions. Skip the long hike down and up and see it from the water on this intimate cruise with swim stops en route—and snorkeling gear included so you can make the most of the crystal waters. An open bar gets the party spirit flowing, while an authentic Greek lunch keeps you energized.

[For up to 16 Guests] – Experience a Milos Private Cruise aboard the luxury Raptor Open-Yacht. Visit Kleftiko, Sarakiniko, Sikia Cave, & more. Enjoy fresh Greek cuisine and an open bar with local wines, beer, and premium champagne! We offer three fully customizable itineraries for a truly tailor-made experience. This cruise is perfect for couples, families, or friends. Celebrate birthdays, bachelor parties, or anniversaries while cruising Milos, Kimolos, and Poliegos. We provide SUP boards for cave exploration and snorkeling gear to discover the vibrant marine life, adding adventure and unforgettable memories to your trip in Cyclades. ￭ Our Default Cruises are crafted with Balanced Stop durations to the best places. They include 7-8 Stops on the Full-Day and 5-6 Stops on the Half-Day Cruise. ￭ The Full-Day Cruise has a duration of 8 hours, while the Half-Day has 5 hours. ￭ The captain monitors sea conditions daily and may adjust the route to ensure a safe and pleasant journey.

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.

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.

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!

[For up to 8 Guests] – Experience a Milos Private Cruise aboard the luxury SeaRay Open-Yacht. Visit Kleftiko, Sarakiniko, Sikia Cave, & more. Enjoy fresh Greek cuisine and an open bar with local wines, beer, and premium champagne! We offer three fully customizable itineraries for a truly tailor-made experience. This cruise is perfect for couples, families, or friends. Celebrate birthdays, bachelor parties, or anniversaries while cruising Milos, Kimolos, and Poliegos. We provide SUP boards for cave exploration and snorkeling gear to discover the vibrant marine life, adding adventure and unforgettable memories to your trip in Cyclades. ￭ Our Default Cruises are crafted with Balanced Stop durations to the best places. They include 7-8 Stops on the Full-Day and 5-6 Stops on the Half-Day Cruise. ￭ The Full-Day Cruise has a duration of 8 hours, while the Half-Day has 5 hours. ￭ The captain monitors sea conditions daily and may adjust the route to ensure a safe and pleasant journey.

Explore the stunning volcanic coastline of Milos—and enjoy three swim stops plus a stop in Kleftiko—during this full-day sailing excursion. Enjoy close-up views of Milos' attractions, from the colorful fishing village of Klima to the rock formations of Cape Vani. Other highlights include a swim and snorkel stop at the ancient pirate hideout of Kleftiko, and swimming at Kalogries Beach and Agios Dimitrios.

With its volcanic origins, dramatic scenery, and turquoise waters, Milos is one of Greece’s most spectacular islands—and this full-day yacht tour offers the perfect way to discover its highlights. Hop aboard your vessel at Adamas, and set sail. Admire colorful rock formations, visit numerous beaches (including Kleftiko Beach), enjoy meals and beverages, have free time to swim and snorkel, explore Poliegos Island, and more.

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.

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.

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, protein shake, 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.

The coastline of the island of Milos is home to many beaches and coves you can’t reach by land. Explore the natural seascapes and dive into deep blue waters on this full-day sailing cruise as you swim and snorkel at various spots around the island, and explore the bright limestone rocks of Kleftiko, an old pirate cave.

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.

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.

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.

The best way to view Milos’ coastline is undoubtedly from the water, especially when you’re cruising on a luxury sailing yacht. Opt for an activity-packed experience of the Greek island on a sailing tour that includes a snorkel safari; breakfast, lunch, afternoon tea, and snacks; and multiple swimming stops at spots hand-picked by your guide. This experience is ideal for families.

Some of Milos’ most beautiful landscapes, from the stunning Sykia sea cave through to Kleftiko Beach with its eerie white caves and coves, can only be reached by sea. Discover them in style, aboard a Lagoon 400 S2 sailing catamaran with a small group, when you opt for this full-day cruise. Enjoy a stop at Gerakas beach and Galazia Nera at Poliegos and a barbecue lunch on board.