Top Cyclades Islands Day Cruises

Planning the perfect boat day around Milos can mean comparing tours, packing supplies, and worrying about what’s included. This all-inclusive catamaran cruise simplifies it. Sail in comfort to standout spots such as Kleftiko and the turquoise waters of Galazia Nera, with meals, drinks, and snorkeling gear provided on board. With everything arranged in advance—and even photos captured for you—you can fully relax and enjoy the coastline instead of managing logistics.

Admire a perspective of Santorini’s beaches, hot springs, and caldera that many visitors miss on this luxury or group catamaran cruise. Enjoy a stop to bathe in the warm springs of Palea Kameni, and snorkel or sightsee at the island's Red Beach. While aboard, sip local white wine and beer, and enjoy a delicious Greek meal prepared onboard. Finally, admire picture-perfect sunset views before the tour ends (if option selected).

Skip crowded beaches and experience the Cyclades from the water on a traditional Greek kaiki (fishing boat) cruise around Antiparos and Despotiko. Swim and snorkel in clear blue coves, explore hidden sea caves, and relax on deck as you sail along the rugged coastline. A freshly grilled BBQ lunch with seasonal fruit and drinks is served on board, so you can settle in and enjoy an easygoing day at sea.

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!

Milos is famed for its stunning, otherworldly coastal scenery, including the lunar-like Sarakiniko Beach—but the most impressive views aren’t reachable by land. On this small-group sailing tour, explore the island’s remoter west coast—a side of Milos most travelers miss—as you explore by boat. Along the way, listen to your skipper explain the island’s history and unique geology. Breakfast, lunch, and snacks are included.

On this half-day small-group catamaran cruise, experience Santorini’s famous beauty the way it was meant to be seen—from the water! Swim and sun off the island’s vibrant Red Beach, and swim in natural volcanic hot springs that warm the Aegean. A fresh Grecian lunch or dinner served onboard, complete with unlimited wine and beer, helps you on your way to total island bliss. Both sunset and daytime cruises include transfers.

Santorini’s most striking beaches and volcanic sites are best reached by boat—but planning separate trips to each spot can be time-consuming. This sailing cruise connects the island’s highlights in one relaxed day on the water. Visit dramatic shores such as Red Beach and White Beach, swim near the volcanic hot springs around Nea Kameni, and stop by Thirassia. Between swims, enjoy a traditional Greek meal served onboard as you cruise the Aegean.

Santorini’s most dramatic beaches and volcanic coves are best reached by boat. This half-day catamaran cruise from Oia lets you explore the island’s coastline from the water, with stops for swimming and snorkeling along the way. Sail past scenic islands and beaches before settling in for a sunset meal—a BBQ dinner onboard, paired with local wine—as the caldera glows at dusk. Hotel pickup is included for added convenience.

Explore beyond the Santorini mainland—and see sights many visitors miss—on this full-day island-hopping adventure. Head to the port in the morning, hop aboard your three-masted sailing ship, and set off. You'll head to Nea Kameni to see a volcanic crater, swim in the warm waters off Palea Kameni, and enjoy some free time to explore Thirasia. En route back to port, admire views of Oia from the water's edge.

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of Vlychada, sailing through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for our first swim stop & snorkelling in crystal-clear waters. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our sailing trip unfolds. The highlight of our journey awaits as we enter the amazing 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 enjoy a delightful break for swimming and a traditional Greek lunch with 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, concluding your sailing journey with the best views of Santorini.

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.

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set sail through the picturesque Aegean Sea. Our first swim stop, the renowned Red Beach, offering the chance for a refreshing swim & snorkelling in the crystal-clear waters of the Aegean. We then cruise by iconic landmarks such as the White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. The highlight of our journey awaits as we enter the incredible volcanic Caldera, where we'll pause for a revitalizing dip at the famed Hot Springs. We'll conclude our voyage with a visit to Mesa Pigadia Beach. Here, you can indulge in swimming and snorkeling in the crystal-clear waters before enjoying a delicious onboard buffet Greek dinner & BBQ. As we sail back to Vlychada Port with our Luxury Catamaran, prepare for the most breathtaking sunset in the world. To end the perfect catamaran experience in Santorini.

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.

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 an open bar and a traditional Greek barbecue on board, with the chance to join a short cooking class.

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.

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.

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter. Enjoy unlimited bottled water, soft drinks including Coca-Cola and Fanta, a bottle of chilled white wine, and snacks, with a tender to get you right into the caves and shower and restroom on board. Good for up to eight travelers, with a high-quality Bluetooth sound system for your favorite tracks.

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.

Step aboard Agia Kali, a restored wooden kaiki, for a semi-private cruise limited to 14 guests. Discover hidden Cycladic coves, swim in crystal-clear waters, and enjoy freshly prepared Greek cuisine with warm local hospitality. Bring your swimsuit, beach towel, and sun protection (hat, sunglasses, sunscreen). Transfer guests must wear dry clothes for the return journey. Please note: This is a relaxing swimming cruise, not a guided sightseeing tour. No onboard commentary or stop in Antiparos town is included. Swimming is directly from the boat via an onboard ladder. The itinerary and swimming stops may change depending on weather and sea conditions. Exclusively designed and operated by Anemomylos Travel, the original creators and official provider. Book directly with our in-house team for seamless coordination, personal communication, and high service standards throughout your experience.

See Santorini from a catamaran on a private cruise with hotel transfers and onboard Wi-Fi. Your crew will be happy to personalize the route to suit your interests, whether that’s snorkeling off colored beaches, swimming in undersea hot springs, or soaking up Santorini views. Savor a barbecue feast plus snacks, a welcome drink, and free-flow Ouzo, local wine, beer, and soft drinks. Choose between sunshine and sunset experiences.

Explore Santorini’s stunning caldera on this cruise with pickup from the Port of Athinios. You’ll see the  active crater on the lava island Nea Kameni and dip your feet in the hot springs of Palea Kameni. On Thirassia, you’ll have free time to swim at the beach, have a waterside lunch at your own expense, or simply explore the Village of Manolas.

A private dinner cruise is a romantic and beautiful way to see the sunset in Santorini. Enjoy the privacy by skipping the crowds on traditional boat tours. Cover a lot of ground, from Vlihada, to the Red Beach, Akrotiri, White Beach, the Lighthouse, volcano, and more. Skip the hassle of making a reservation, as a full Greek dinner is included.

Cruise Santorini’s gorgeous coast aboard a sailing catamaran, enjoying the luxury and exclusivity of a private yacht as you swim, take mud baths, and use the boat’s snorkeling gear. Enjoy a meal of fresh-grilled meat and vegetables, seafood, and traditional Mediterranean dishes, with the option to help the crew so you can take some authentic recipes back home.

The south coast of Mykonos is home to some of the island’s most beautiful beaches, but reaching them on your own is difficult without a boat. This full-day cruise is the perfect introduction to parts of the island that many travelers miss. Sail along the coast on a traditional Greek kaiki, hop off to swim and snorkel at Frangias Beach, before enjoying lunch at a seafront restaurant on Kalafatis Beach.