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.

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.

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.

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.

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.

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!

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.

[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.

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.

[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.

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.

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!

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.

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.

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.

Take a break from the crowds during this private sailing tour that takes you on a 2-day trip to explore Milos, Kimonos, and Pelagios. This exclusive cruise lets you experience an overnight stay aboard a sailing boat, and grants you access to highlights reachable only by sea. Indulge in complimentary breakfast, lunch, and drinks throughout the journey. Please note that itinerary adjustments may occur based on weather conditions.

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of the west coast of Milos and gives you a detailed presentation of what you see. He shares with you the historical and geological significance of the island.

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.

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.

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

Sailing around the Aegean Sea doesn’t have to break the bank. Instead of arranging a costly private charter, explore both the coastlines of Milos and the uninhabited island of Poliegos during this cost-effective, small-group excursion. Spend the day swimming, snorkeling, or paddle-boarding in secluded bays and caves—or simply relax on the crew-staffed boat with a drink in hand.