Top Cyclades Islands Sailing Tours - page 2

Spend the morning swimming, snorkelling and sunbathing on this 5-hour cruise from Santorini. Marvel at the volcanic landscapes at you cruise around the caldera, spot natural landmarks like The Indian and Nea Kameni island, and dive in to swim at Mesa Pigadia beach and Red beach. Along the way, cruise past Akrotiri lighthouse and Aspronisi island, take a dip in the volcanic hot springs, and tuck into a delicious BBQ lunch (included) on-board.

Reaching Mykonos’ hidden coves and neighboring islands can be tricky by land. This catamaran cruise lets you explore the Aegean from the water, with stops to swim and snorkel around Rhenia and historic Delos, or along the southern beaches of Mykonos. In between swims, relax on deck and enjoy a freshly prepared Greek meal served on board, with beer and wine included.

Visit top sights along Santorini’s rocky coastline as well as two neighboring islands during this full-day sailing excursion. Enjoy a guided tour of the Santorini volcano, take a soak in the sulfur-rich hot springs of Palea Kameni, swim near the island of Thirassia, and watch the sunset just under the stunning village of Oia over dinner and wine.

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors!

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.

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the Aegean Sea. Along the way, we'll feast our eyes on famous spots like the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Mesa Pigadia Beach is our first stop, where you can dive into the crystal-clear waters for a swim and some snorkelling fun. Then, get ready for the highlight of the trip as we enter the breath-taking Caldera. We'll pause at the famous Hot Springs for a rejuvenating sulfur-rich water swim, followed by a visit to the nearby island of Theresia for more exploration and relaxation. Here you will treat your taste buds to a delicious Greek meal & Drinks while soaking up the panoramic views. As we sail back to Vlychada, unwind and soak in the splendor of the most beautiful sunset, completing your Sunset Cruise with a serene and unforgettable experience in the Aegean sea.

Choose Your Perfect Half-Day Cruise Experience Enjoy a unique escape on the sea with one of our three half-day cruises Morning Cruise – 09:30 to 12:30 Start your day in paradise! Enjoy a delicious breakfast, light snacks, and 3 drinks per person as we sail to the breathtaking Blue Lagoon and Faneromeni Bay. ️Midday Cruise – 13:00 to 16:00 Soak up the sun with snacks, fresh fruits, and 3 drinks per person on board. Explore the turquoise waters of the Blue Lagoon and Faneromeni Bay — the perfect midday getaway. Sunset Cruise – Around 18:00 to 21:00 Experience the magic of the golden hour at sea. Departure time may vary slightly with the season (you’ll be informed in advance). Sail through the Blue Lagoon and the Fira Channel, where you’ll enjoy a spectacular sunset view. Includes snacks, 3 drinks per person, and unforgettable memories. Choose from beer, wine, soft drinks, or one of our cocktails: Aperol Spritz Piña Colada Mojito Mojito with Mastiha Margarita Strawberry Daiquiri

Indulge in the ultimate day of fun in the sun on this full-day sailing trip to ancient Delos island, a UNESCO World Heritage Site. You also stop in scenic Rhenia Island for a refreshing swim and snorkeling session in sparkling, sun-dappled waters. A freshly prepared BBQ lunch is included, and you can upgrade to include door-to-door hotel transfers.

Many Santorini sailing tours can be overcrowded—but this small-group excursion offers a more personal way to explore the island. Set sail on the Aegean Sea from Vlychada Marina, and look out for key sights from the Red Beach and Palea Kameni to the Akrotiri Lighthouse. Along the way, drop anchor to swim and snorkel in the clear water, enjoy a freshly prepared meal, and admire the sunset over the caldera.

Set sail for the ultimate escape with this Rhenia-Delos cruise, where you’ll leave the crowds of Mykonos behind for a day of serene adventure. Swim, sunbathe, and enjoy the lush beauty of Rhenia Island before indulging in a traditional Greek barbecue on board. Then, explore the mythic Delos Island—wander historic archaeological ruins (entry at your own cost) or relax on its peaceful beaches, the choice is yours.

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.

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.

The opportunity to see all South beaches, soak up the sun, snorkel to crystal clear waters, and meet new people. The opportunity to explore the Aegean beauty. The opportunity to taste Mediterranean food and drink Greek wine. The uniqueness of the tour refers also to the professionalism of the captain and the crew, their smile, and their willingness to help you enjoy unforgettable moments on the island of the winds.

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our Santorini day cruise sets sail from the picturesque port of Vlychada, weaving through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for an exhilarating swim. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our Sailing voyage unfolds. The highlight of our journey awaits as we enter the awe-inspiring Caldera, leading us to a stop at the renowned Hot Springs of the volcano for a rejuvenating swim. We conclude our adventure with a stop at Mesa Pigadia Beach in the island's southern reaches, where you can relish a delightful break for swimming and a traditional Greek lunch & drinks on the Catamaran. We then set sail back to Vlychada, offering you the perfect opportunity to capture the breath-taking beauty of the Caldera, enhancing the conclusion of your sailing journey with the best views of Santorini.

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.

Spend the morning swimming, snorkelling and sunbathing around Santorini on this 5-hour cruise. Along the way, see landmarks such as Indian Head Mountain and the Old Venetian Lighthouse; visit the Red and White Beaches; and take a dip in the Hot Springs. Tour includes hotel pickup and a delicious BBQ lunch on-board.

Sail the deep blue ocean and stop for a dip in the ocean on this full-day cruise setting out from Antiparos on the Greek island of Paros. Relax on a sunbed aboard the traditional wooden vessel, or head out into the water for a swim before tasting traditional local delicacies such as marinated fish, ouzo, or wine.

Explore the hidden gems of Santorini and cruise through the caldera, a must-do for any visit to the island. This morning or sunset cruise is operated by catamaran, offering a faster and more stable ride. Spend your time sipping on local wines and beer, indulge in a seafood and barbecue dinner, swim and snorkel in crystal-clear waters, and take a dip in the hot springs. The afternoon cruise ends with a famous Santorini sunset.

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 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.

Every side of the island has complete 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 everyone one of us and has been doing it for the past several years!

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.

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 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!