Top Greece Sailing Tours

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.

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.

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!

There's no better way to experience Crete's stunning coastline than by gliding through crystal clear waters on a yacht. Take a cruise to the uninhabited island of Dia, where you can explore and make the most of the beautiful sea with equipment provided for paddleboarding, snorkeling, and fishing. There's also the option to sunbathe as your comfortable yacht gently bobs in the turquoise waters. Plus, you'll feel pampered with a delicious lunch of Greek food, fresh fruit, and drinks.

Enjoy a relaxing day out on the water on this private sailing trip from Chania. You and your party will ride a yacht to beautiful places full of history, including Fortezza, the isle of Karga, Cape Drapano lighthouse, and more. Swim and snorkel in shallow, sheltered waters while your personal chef prepares a local lunch on board. Return to port while admiring the sunset.

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.

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.

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.

Board our traditional Greek vessel at Panermos Beach for a 2-hour discovery trip along Naxos' southeastern coast and Rina cave. What We Will Do: *Head southwest aboard Captain Yannis' boat. Enjoy a guided tour during the journey, observing natural beauty and history. *Anchor in front of Rina cave. Safely swim inside, accompanied by our crew. Snorkeling equipment is available. *The captain selects another bay for a stop. Enjoy time for swimming, exploring, and relaxation! Complimentary swimming aids are available. Why Choose Us: *Calm Waters: Southern Naxos is sheltered from the "Meltemi" winds, ensuring a smooth journey suitable for all ages. *Authentic Local Experience: Native guides know every hidden cove, offering a unique local adventure. *Ideal Duration: The 2-hour tour offers plenty of time to continue exploring Naxos the same day. *Free Photos/Videos: Our crew captures moments and sends them to you free of charge.

Maximize your time in Greece by getting out on the water and discovering the hidden gems of northeast Corfu. Save yourself hours of research and simply relax onboard while the crew takes you between scenic coastal highlights. Beautiful beaches and traditional villages are showcased along the way, with an onboard barbecue lunch, white wine, and other alcoholic beverages to enjoy as you soak up the views.

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.

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.

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.

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.

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.

Drink in views of Corfu from the shining sea during this private yacht cruise reserved for you and your group. Enjoy snacks, soft drinks, and more on board. Dive into the water with snorkeling equipment and noodles provided. Mix an alcoholic beverage and wrap yourself in a comfortable towel to watch the sunset on this gorgeous Greek island.

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.

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.

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.

Feel the sun on your face and the breeze in your hair on this leisurely sailing catamaran cruise from Heraklion to the uninhabited island of Dia. Enjoy activities from snorkeling and stand-up paddle boarding (SUP) through to fishing and sunbathing in a group no larger than 20. As well as onboard Wi-Fi, your package includes a Mediterranean lunch with drinks: online booking means there’s no need to negotiate terms.

Cruise around Santorini on this half-day catamaran tour departing from Vlihada Marina. Observe famed sights such as the Venetian Lighthouse, the Indian Rocks, the Red Beach, and the White Beach as you glide atop clear blue water. Enjoy a swimming and snorkeling excursion, then take in panoramic views of Thirasia Island and, if you've chosen an evening tour, sail past Oia during sunset—a must-do for any Santorini trip.

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.

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.