Top Cyclades Islands Sailing

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very famous blue lagoon on the Fira channel of Paros, crystaline turquoise water with extreme visibility!

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.

Go on a half-day, small-group sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to the mythical birthplace of Apollo on the island of Delos. Relax at the beach, snorkel in beautiful turquoise water, and marvel at Delos’ ancient archaeological site. Enjoy lunch or dinner, wine, and hotel pickup and drop-off included in the tour price. Upgrade to a private boat for a personalized experience.

Experience the volcanic beauty of the Aegean without having to line up for selfies on land during a sunset catamaran cruise. Plus, sailing at golden hour reveals the scenery when it looks most stunning. You'll stop to bask on Santorini’s red- and white-sand beaches, snorkel, and soak in volcanic hot springs. With included hotel transport plus a fresh Greek barbecue and soft drinks, beer, and local wine served onboard, it's a decadent way to enjoy the island’s famous sights.

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

Set sail on an adventure that combines history and relaxation. Cruise from Mykonos to Rhenia, admiring the sea views along the way, then explore the ancient ruins of the Archaeological Site of Delos on a guided tour. Take the opportunity to swim or snorkel in Rhenia’s turquoise waters. Everything you need is included: a freshly prepared Greek lunch, beverages, snorkeling gear, and floatation devices.

Enjoy a relaxing day cruising in a catamaran along the southern coast of Mykonos and to beautiful Rhenia Island. Visit places that would take much longer to get to independently. Spending the half-day cruise admiring the views, lounging on the sundeck, swimming, snorkeling, stand-up paddle-boarding, and kayaking. A delicious 3-course meal will be served on board, and the catamaran is even equipped with indoor showers so you can freshen up.

Make the most out of your time in Santorini aboard this tranquil catamaran tour. Enjoy the splendid views from the boat as it sails around Santorini, and discover a side of the island many other visitors miss. Swim and snorkel in the blue sea and indulge in a delicious barbecue dinner prepared onboard, complemented with local drinks. You see the best of the island in one relaxing getaway.

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.

We sail from Piso Livadi to the southwest by 09:30, hoisting your sails and adjusting your 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 circumnavigate 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 your delicious full lunch on deck being the complement of a unique experience followed by special desert. Wherever wind is on your side we hoist again your sails, to experience the unique feeling of wind filling up the sails. Your 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 Piso Livadi will conclude this superb day at sea.

Santorini stuns at any angle, but its most magical destinations are often only reachable by water. Experience its rugged coastline and volcanic islands by boat on this catamaran cruise. Choose between daytime and sunset bookings; snorkel equipment is available for swim stops, and you'll enjoy a BBQ buffet lunch or dinner washed down with local white wine and soft drinks—as well as swimming to the Santorini Hot Springs.

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.

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.

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!

Take a cruise out to the caldera of Santorini aboard a catamaran and spend some time checking out the island's colorful beaches with this tour. You'll have time to swim at Red Beach and soak in the hot springs at the caldera of Santorini, with time left over for swimming and an included lunch or dinner at Mesa Pigadia Beach.

Sail the sea near Santorini in style aboard your own private catamaran, on this relaxing excursion with 2-way hotel transfers. Spend the day swimming, snorkeling, and sunbathing amidst this Greek island’s most secluded beaches. You’ll also get to marvel at Santorini’s unique rock formations, swim in undersea hot springs, and enjoy a barbecue meal with wine, beer, and soft drinks. Choose between daytime and sunset cruises.

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.

Experience the Aegean in style on this sailing trip from Santorini aboard a luxury catamaran. Start by heading out to the volcanic area just off of Oia, with plenty of time to soak in the hot springs before moving on past the Venetian Lighthouse. Then stop at the White Beach to swim while the crew prepares a sumptuous barbecue of meats, seafood, salads, and local white wine. Set sail for Red Beach, where wrap up your experience with more swimming and cocktails.  The sunset sail follows the same itinerary in reverse.

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

Whether you’re celebrating a birthday, an anniversary, a bachelor party, or something different, add magic to your day when you book this private cruise for up to eight guests. Savor fresh-cooked Greek cuisine and refresh at the open bar, which includes wines, beer, and even Champagne, as you listen to your choice of tunes on the Bluetooth speakers. Stand-up paddleboards and snorkeling gear let you get even closer to the ocean.

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.

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.

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.