Top 10 Sailing in Cyclades Islands

Destination: Milos.
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.
Known For: Milos Day Trips, Milos Day Cruises, Milos Sailing, Milos Brunch Cruises, Milos Lunch Cruises, Milos Water Tours, Milos Full-day Tours, Milos Breakfast Cruises, Milos Sightseeing Cruises, Milos Excellent Quality.
Duration: Around 7 hours.

Destination: Milos.
Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an extraordinary adventure along the stunning west coast of Milos, accessible only by sea, with plenty of opportunities for swimming and snorkeling in breathtaking locations. Maximum capacity 20 persons on board. Please Note: The Kleftiko Boat Tour may change depending on weather conditions and at the discretion of our two experienced captains. In the event of strong north winds, the tour will depart from Paleochori, located on the southern side of Milos. Transfers between Adamas and Paleochori are provided by our bus service and are included in the tour price. Your safety is our top priority!
Known For: Milos Spring Break, Milos Lunch Cruises, Milos Best Conversion, Milos Shore Excursions, Milos Day Trips, Milos Sailing, Milos Full-day Tours, Milos Ports of Call Tours, Milos Day Cruises, Milos Sightseeing Cruises, Milos Water Tours, Milos Excellent Quality.

Destination: Santorini.
The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, moved towards cruises! Angel Sailing has a sailing yacht 44ft able to carry up to 10 passengers, so they can enjoy each other’s company within a relaxed atmosphere. So with us, you will enjoy a private cruise, while also having the opportunity to reserve the sailing yacht exclusively and customize the schedule and the boarding location. There are many sailing options available in Santorini, but few that share our world adventures and passion for the sea. We are a family owned business that believes you become part of our extended family when you sail with us. Come experience the sights, taste and friendship that makes this our home. Small group or private sailing’s available upon request. In other words, Angel Sailing’s cruises are a family affair, making sure that you will have the time of your life!
Known For: Santorini Day Cruises, Santorini Sailing, Santorini Sightseeing Cruises, Santorini Half-day Tours, Santorini Private Sightseeing Tours, Santorini Water Tours, Santorini Excellent Quality.
Duration: Around 5 hours.

Destination: Milos.
Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Itinerary of the cruise Welcome on board! We sail together for the Pirate's shelter at the Kleftiko Spot! We chose the most beautiful spot to swim. On our way to this magical cruise, you will meet the multicolor rocks of Cave Vani, the Bear Rocks, the fishing villages and many more. During our trip, we will offer you Breakfast lunch, and afternoon seasonal fruits. All our meals are cooked on board using fresh ingredients from the local market. Water, Coca-Cola, beer, and wine are also included. When we stop for swimming, we will offer you Snorkeling gear and swimming Noodles. The crew will present you with the stories and myths of this land. Please feel free to ask them for more details or additional help.
Known For: Milos Excellent Quality, Milos Best Conversion, Milos Adventure Tours, Milos Lunch Cruises, Milos Half-day Tours, Milos Catamaran Cruises , Milos Water Tours, Milos Sailing, Milos Brunch Cruises, Milos Day Trips, Milos Nature and Wildlife Tours.
Duration: Around 5 hours.

Destination: Milos.
Experience a luxury full-day cruise aboard the new catamaran Lagoon 46 “Naya II”, where elegance meets comfort and have a special day by exploring the highlights of Milos and the uninhabited island of Poliegos (Blue Lagoon). We stop at Kalogries, Kleftiko and Gerakas in Milos and at the Blue Lagoon in Poliegos. These places of unique beauty are accesible only by boat and there you will have time for swimming, snorkeling and paddle boarding. We also pass by the fishing village of Klima, Bear Rocks, Cape Vani, Sykia Cave and the Old Sulfur Mines. During this sailing day of pure magic we offer you homemade breakfast, full lunch prepared on board, boat BBQ, homemade dessert and seasonal fruits. Also the drinks are included (water, beverages, juice, white wine and beer). Snorkeling Gear, SUP (paddle board), Go Pro Action Camera, Swimming Noodles are included as well. Our crew will provide you with all the information regarding the island and its history. Welcome on board!
Known For: Milos Best Conversion, Milos Catamaran Cruises , Milos Day Cruises, Milos Day Trips, Milos Brunch Cruises, Milos Excellent Quality, Milos Breakfast Cruises, Milos Water Tours, Milos Full-day Tours, Milos Sailing, Milos Lunch Cruises.

Destination: Paros.
Words, pictures or videos are not enough to describe the experience onboard the Yin Yang. From the moment you will first see the yacht until we farewell each other every single moment with us is a special one. Rest relaxed on the deck, let yourself to the sea and landscape far away from the crowds, and welcome the sun to drench your body with its warmth while listening to the hiss of the wind as we move under sail. Swim and snorkel in crystal waters, have fun without rush and experience authentic Greek high quality dining. Let us treat you through our Greek-style hospitality which will make you feel like home. We sail with the wind and adjust our sails to nature’s will onboard a special yacht that will make you feel closer to the sea than you ever imagined.
Known For: Paros On the Water, Paros Seasonal, Paros Excellent Quality, Paros Sailing.
Duration: Around 8 hours.

Destination: Milos.
[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.
Known For: Milos Day Cruises, Milos Water Tours, Milos Sailing, Milos Catamaran Cruises , Milos Speed Boat Rentals, Milos Sightseeing Cruises, Milos Private Sightseeing Tours, Milos Excellent Quality, Milos Day Trips, Milos Jet Boat Rentals.

Destination: Paros.
Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon.  Once there, we will be surrounded by shallow azure waters, impossible to come by at any accessible spot on the island. We will take our time to enjoy the mesmerizing view and our first swim, accompanied by local snacks. Mastichari cave. There, we will discover small sea caves ideal for snorkeling, while the white rocks above are suitable for daring cliff jumping. Then, we will pass by the famous cave of Epitaphios and reach the shallow waters of Despotiko island to savor a traditional Greek lunch served on board. We will grill fresh fish or meat, depending on your preferences, and we will enjoy them along with freshly made greek salad, potato salad, and a nice cold beer. Our last stop will be the famous bay of Faneromeni, where we will enjoy one last swim, take in the splendid view, and relax under the warm sun while tasting refreshing seasonal fruits.
Known For: Paros Private Sightseeing Tours, Paros Food & Drink, Paros Coffee Cruises, Paros Lunch Cruises, Paros Excellent Quality, Paros Water Tours, Paros Day Cruises, Paros Day Trips, Paros Full-day Tours, Paros Sailing.
Duration: Around 7 hours.

Destination: Paros.
We sail from Pisso Livadi to the southwest by 09:30, hoisting our sails and adjusting our course according to the prevailing winds we enjoy a scenic cruise until we enter the Antiparos Strait with a welcome drink in hand while tasting baked snacks from the oven. We first anchor in Blue Lagoon. Superb turquoise waters and for the coming hours we circum- navigate South Antiparos, sneak in the Caves and anchor at Despotiko Beaches for swimming. To fulfill the appetite that sea brings in the right time we prepare and serve our delicious full lunch on deck being the complement of a unique experience followed by special dessert. Wherever wind is on our side we hoist again our sails, to experience the unique feeling of wind filling up the sails. Our last stop will be to the South of Paros where last swim in dramatic blue waters will be followed by fruit salad. Scenic tour sailing back to Pisso Livadi will conclude this superb day at sea.
Known For: Paros Lunch Cruises, Paros Day Cruises, Paros Day Trips, Paros Brunch Cruises, Paros Small Group, Paros Water Tours, Paros Seasonal, Paros Full-day Tours, Paros Excellent Quality, Paros Sightseeing Cruises, Paros Sailing, Paros Breakfast Cruises.
Duration: Around 8 hours.

Destination: Paros.
You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon and all the places with the clear crystal turquoise. Welcome aboard our luxurious Bavaria 40 Cruiser with Paros Sail! Embark on an exciting sailing adventure and experience the thrill of sailing with our skilled captain, who loves to open the sails and share his knowledge if you're interested. On this yacht, you'll find comfortable spots to relax and unwind, or you can join the crew and be part of the action. It's an ideal getaway for families, offering special attention to kids and the flexibility to adjust the pace to suit your needs. Sit back, relax, and let us create an unforgettable sailing experience for you.
Known For: Paros Sailing, Paros Underground Tours , Paros Sightseeing Cruises, Paros Full-day Tours, Paros Water Tours, Paros Private Sightseeing Tours, Paros Day Cruises, Paros Day Trips.
Duration: Around 7 hours.