Top Cyclades Islands Sailing Tours - page 2

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.

Combine a visit to Santorini's caldera and hot springs with a trip out to the island of Thirasia with this cruise. You'll start at Nea Kameni, a volcanic island, where you'll have time to walk around the island and swim in its hot springs. You'll the cruise on to Thirasia, where you'll have enough time to have lunch and explore before sailing back to Santorini.

Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't want to miss! ideal for cruise travelers, as the boat tour begins at the port of disembarkation.

Sail through the Greek water with the wind on your face on this small-group tour to delos and Rhenia Islands. You can help sail if you like, or leave it up to your crew. Your skipper will take care of all the logistics, so you can relax, swim, sip on a glass of wine, and enjoy your provided lunch on your sailboat.

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.

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.

Experience a calm and romantic trip to the amazing sites of Santorini on a charming wooden sailing boat! The peaceful atmosphere and gentle rocking of the boat provide the perfect backdrop for an unforgettable getaway, allowing you to fully appreciate the beauty and tranquility of this iconic sunset and volcanic landscape.

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches like Psarou and Super Paradise, while enjoying refreshing swims in crystal-clear waters. Onboard, indulge in a freshly prepared Greek ΒΒQ meal, featuring delicacies, salad, and authentic local flavors, paired with refreshing drinks. As the sun begins to set, experience the magic of the Aegean sky transforming into shades of gold, pink, and purple, creating a truly unforgettable moment. With a premium catamaran, expert crew, and intimate atmosphere, this is more than just a boat tour, it’s a once-in-a-lifetime Mykonos sunset experience. Book now and let the Aegean’s beauty take your breath away!

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.

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.

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.

Captain Morgan wooden kaiki, makes at least three sea stops for swimming and sunbathing : Pantheronissia ( blue Lagοοn) - the southern coasts of Antiparos – Despotiko and Agios Sostis. Also might seen locations as we passing through such as Faneromeni, Petalidia, Livadi tou Despotikou, Agios Giorgis and Spilies. The main meal offered based on Parian cuisine ,with tasteful plates and meat barbeque. Our menu includes chicken stick, Greek salad, tzatziki ,oven baked bread, stuffed vine leaves and vegetarian options upon request( vegetable souvlaki ) . Soft drinks , water and 2 glasses of wine are served during the cruise, included in the price. In the coffee bar you can get fresh coffee or extra soft drinks, alcohol drinks, sweets on additional charge. Equipment gear for snorkeling is provided .

Experience the joy of a full-day cruise to Delos and Rhania islands. Sail on a yacht in a small-group atmosphere, swim and snorkel in crystal clear waters, relax on beaches at the uninhabited Rhania Island, explore the ancient site of Delos Island, and savor a buffet of Greek delicacies. Lunch, all fees and taxes, beverages, and hotel pickup are all included.

A full day of fun, culture and culinary discovery. Spend a perfect day out on the sea combining a relaxing sailing cruise, swimming and sunbathing at the secluded and pristine beaches of the uninhabited island of Rhenia with a visit to Delos island – one of the most important archaeological sites of Greek history and a UNESCO world heritage landmark.

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the beaches on the south coast of this idyllic island or head west to the Delos, an important island in Greek antiquity with plenty of ruins to explore. Either way, whether you’re swimming, snorkeling or discovering sites from Greek mythology, what you do is entirely up to you – there are no rigid schedules on this cruise.

Many of the sights near Mykonos can only be enjoyed from the water. Admire the island’s whitewashed houses in the distance as you sail through the Aegean Sea on this private half-day catamaran cruise. Enjoy a glass of wine as you sail by Baos Pirates Island, and dive into the crystal clear waters for a swim after dropping anchor in a cove off the coast of Rhenia.

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.

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 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.

Enjoy a bucket-list-worthy experience on this half-day Santorini sailing tour. Step aboard the luxury catamaran and relax in one of the comfortable seating areas. Stop to take a dip in the island's hot springs, sail past one of the oldest lighthouses in Greece, and visit the Red and White beaches. Swim, relax and enjoy a traditional Greek barbecue on board. Snorkeling equipment, an open bar, and round-trip hotel transportation are all included.

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!

See the highlights of Santorini from the water's edge on this luxurious, half-day catamaran tour. Pick from morning or afternoon tour times and, following hotel pickup, you’ll be transferred to the port. Once aboard, set sail on a sightseeing tour, and see highlights including the Red Beach, White Beach, Santorini’s caldera, and more. This private tour also includes multiple swimming stops, a full meal on board, and unlimited drinks.

[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.

Spend the day sailing around beautiful Santorini on a catamaran. Imbibe unlimited amounts of white wine, soft drinks, and water and indulge in a delicious barbecue prepared onboard the catamaran as you sail in the gorgeous blue waters of the sea off the shore of Santorini.