Top Greece Cruises & Sailing

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.

Escape the crowds on land and admire Mykonos from the water on a luxury catamaran cruise that takes you off the beaten path to Rhenia, an uninhabited island surrounded by crystalline waters and home to ancient Greek ruins. Enjoy free time to relax as you wish—swim in the crystal-clear waters, soak up the sun, and enjoy refreshing drinks on board. Note: the itinerary is subject to weather conditions and might be adjusted to explore the southern coast of Mykonos.

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.

This private, flexible sightseeing tour covers Santorini’s most spectacular sights with a guide. Travel in a comfortable vehicle between the locations of your choice and at your own pace. Choose to explore iconic villages such as postcard-perfect Oia, volcanic beaches and scenery, panoramic viewpoints, and more. This tour is well-suited to couples, families, friends, and multi-generational groups.

See the sights of Santorini without the hassle of self-driving when you take part in this group tour. Get around in a comfortable air-conditioned vehicle as you travel around the island’s highlights, including beaches, picturesque towns, and lookout points for lovely views of the Aegean Sea. Get an overview of Santorini's highlights even if you're short on time on this efficient tour.

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.

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.

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.

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.

Leave Naxos for a lazy day at sea, cruising by contemporary catamaran. With the boat work, navigation, and lunch prep left to the crew, your time is your own to enjoy as you wish. Soak up the sun on deck with complimentary drinks, cruise to secluded coves that would be tricky to access alone, and enjoy dips in the Aegean Sea to dive safely and snorkel beneath the waves.

Swap the hustle of impersonal large-group cruises for an intimate small-group cruise in the Argolic Gulf from Nafplio. Board a catamaran and head to isolated beaches and islands that you’d struggle to reach independently. Go swimming, fishing, and stand-up paddle boarding, with all gear provided. Refuel with a tasty, freshly cooked local Greek lunch accompanied by local wines. The half-day tour leaves you time for other activities.

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.

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.

Live the dream and reach parts of Santorini that only boats can access when you book this stylish catamaran cruise, available as daytime or sunset options. Bathe in the healing waters of Santorini Hot Springs; snorkel in the crystal sea off Thirasia island; and savor a hearty meal with seafood, Greek signatures, a glass of Prosecco and an open bar. Your comprehensive package includes guide and hotel transfers.

Experience Corfu by water on this private sailboat cruise. Bring up to eight people on this customizable adventure and catch amazing views of Old Town Corfu, the Old Fortress, Garitsa Bay, Vido and Pontikonissi islands. Take a refreshing swim and enjoy an open bar with wine and beer, complimentary snacks, and access to snorkeling gear.

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.

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.

Escape the urban energy of Athens for the day and set sail for the Saronic Islands aboard a spacious Greek sailing ship. Find your favorite spot on deck to soak up the Mediterranean sun while island-hopping to Agistri, Moni, and Aegina. Swim and snorkel right off the boat, and indulge in a delicious Greek lunch onboard during this luxury island adventure.

There's no better way to experience the Greek islands than by boat. Enjoy a cruise around Rhode's coast on a traditional wooden vessel with every detail taken care of. Snorkeling equipment is provided, with stop-offs to swim and snorkel at some of Rhode's most beautiful beaches. Relax with a buffet lunch of tasty food and wine, plus, water and drinks provided throughout the day—you don't have to worry about a thing.

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).

A small island with little by way of public transport, Mykonos takes time to get around. Skip the stress and see the essential sights even if you only have a short time in port on this guided half-day shore excursion with pickup from the terminal. Visit beautiful Kalafatis Beach, enjoy a walking tour of Mykonos Town, photograph the Mykonos Windmills (Kato Milli), admire Little Venice, see the 15th-century Church of Panagia Paraportiani, and more. Accompanied by a local guide, see hidden gems that many travelers miss, and gain insight you won't find in a guidebook.

Drink in the beautiful sights and seas of the Athens Riviera on this half-day, small-group catamaran cruise, with hotel transfers. While an experienced skipper and crew do the work, relax and revel in the sunshine and the scenery. Enjoy stops to swim, stay refreshed with unlimited complimentary drinks, and savor a delicious Greek meal, including barbecue dishes, served by the crew. Choose a morning or sunset cruise when you book.

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.