Top Milos Sailing Tours - page 2

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.

[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!

[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!

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.

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.

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.

Our special trip is a full day tour gift to the soul, as you have the chance to witness virial historical monuments, by the sea, that not only are they majestic but also have been there for thousands of years! Our company’s signature is hospitality, combined with love for the water and our guests onboard, who choose us as their guides for a perfect day! With the help of our team, you will explore the most precious, hidden treasures of the west part of Milos, whilst enjoying various snacks and meals that will be offered to you by our crew members throughout the whole trip. The sun and sea will dehydrate you, so don’t miss our open bar and keep on asking for more drinks, after all they are free! We are friendly and passionate people and love to share our knowledge for the island with anyone who cares to listen! Use our waterproof camera to achieve having long lasting memories and our snorkeling gear to dive smoothly. You will be grateful to have offered such a gift to yourself!

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!

Some of Milos’ most beautiful spots can only be reached from the sea. Soak up the views in style on this small-group cruise by charming sailboat. Discover Kleftiko Beach’s sculptural formations, drop anchor at cliff-framed Gerakas beach, and swim in the turquoise waters of Poliegos, an uninhabited island. Your day includes breakfast, lunch, and drinks, including alcoholic beverages, for maximum comfort.

Some of Milos’ most beautiful landscapes, from the stunning Sykia sea cave through to Kleftiko Beach with its white caves and coves, can only be reached by sea. See them aboard a Lagoon 400 S2 sailing catamaran with a small group on this full-day cruise. Enjoy stops at Gerakas beach and Galazia Nera at Poliegos and a traditional Greek lunch on board.

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.

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!

[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!

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 private ‘All Around Milos & Sunset’ cruise is the perfect way to explore the island at your own pace. With your own captain and hostess on board, you can simply relax while we take you to Milos’ best spots—plus the stunning Blue Lagoon of Poliegos, a true highlight with turquoise waters that feel like a natural pool. Enjoy a full day on a comfortable sailing yacht with freshly prepared food, drinks, plenty of swim stops, and a beautiful sunset to end your trip. Everything is private, all-inclusive, and designed to feel like a carefree day out on the sea!! Ideal for friends, families and couples who want to see all Milos Island!!

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.

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.

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.

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

Our "West Side of Milos & Kleftiko" cruise offers a unique blend of natural beauty, historical exploration, and relaxation. Enjoy the privacy of the yacht by sailing through the Aegean Sea with our monohull sailing boat and our experienced crew. Explore the Mediterranean biodiversity, sunbathe under the Greek sun and make the most of now, now. Enjoy refreshing swims at Kalogries, Kleftiko, and Agios Dimitrios beaches, each offering crystal-clear waters and serene surroundings. Capture stunning images at Sykia Cave, Arkoudes Beach, and the picturesque village of Klima with its iconic "syrmata" boathouses. The calm waters and hidden sanctuaries of Milos provide a peaceful and relaxing environment. The itinerary may change based on weather conditions or your preferences, ensuring a personalized experience. This cruise is perfect for anyone that want to spend a great day on a sailing yacht seeing all the best parts of Milos.

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.

[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!

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.

Heading to Klima promises not just a glimpse but a full immersion in nature's canvas at sunset. The way hues blend and dance across the sky in Klima is like witnessing a masterpiece unfold in real-time. It's a symphony of colors that leaves an indelible mark, a reminder of the beauty and serenity found in the simplest moments of nature's brilliance.