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.

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.

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.

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.

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.

Experience Greek island life without a hotel reservation on a day cruise from Athens. Leave the bustle of the city behind as you sail into the Saronic Gulf, stopping at three of the most picturesque islands within easy reach of the capital. Stroll under the red-tiles roofs of Hydra, do some shopping in Poros, and visit the Temple of Aphaia in Aegina. With free time to explore each island and a buffet lunch on board, it's a stress-free way to see more of Greece, even with just a day to spare.

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.

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.

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.

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.

The UNESCO-listed Acropolis is an Athens must-see—but it can be hard to make the most of it when visiting alone. To better understand the attraction’s historic significance, explore with a guide who can bring its history to lfie. This group tour offers a hassle-free way to see the best of the Acropolis, including the Parthenon and other monuments. You can also upgrade to add a visit to the Acropolis Museum.

Enjoy a day out on the water around Rhodes in a catamaran. Board at Mandraki Port and set sail for a collection of beautiful beaches and bays around the island, including Anthony Quinn’s Bay and Afandou Beach. Stop at sheltered spots for swimming, snorkeling, and exploring sea caves. Refuel with a tasty Mediterranean lunch, and return to the port by mid–late afternoon.

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.

The Greek islands are made for hopping, but visiting multiple islands in one day by ferry can be stressful. With this boat tour, set off from Piraeus on board an elegant wooden boat to explore the coastlines of Aegina and Agistri in one day. Land on both islands for free time to sightsee, dive into the crystalline waters for swimming and snorkeling, and enjoy a traditional Greek lunch at sea.

Explore the hidden gems of Santorini and cruise through the caldera, a must-do for any visit to the island. This morning or sunset cruise is operated by catamaran, offering a faster and more stable ride. Spend your time sipping on local wines and beer, indulge in a seafood and barbecue dinner, swim and snorkel in crystal-clear waters, and take a dip in the hot springs. The afternoon cruise ends with a famous Santorini sunset.

Explore the beautiful island of Santornini on this guided group tour from Heraklion. All your transportation will be organized by your guide, starting from hotel pickup, to the speedboat to Santorini. You’ll have a bud tour around the island, where you’ll have plenty of stops where you can explore at your own pace. Options for extra excursions to the volcano are available, too.

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.

Reaching Mykonos’ hidden coves and neighboring islands can be tricky by land. This catamaran cruise lets you explore the Aegean from the water, with stops to swim and snorkel around Rhenia and historic Delos, or along the southern beaches of Mykonos. In between swims, relax on deck and enjoy a freshly prepared Greek meal served on board, with beer and wine included.

Many of Milos’ beautiful beaches and snorkel spots are inaccessible by land. This half-day cruise is the answer. Zipping between beauty spots by speedboat means more time for snorkeling and exploration than if going solo or via bigger-boat excursions. Explore the Kleftiko and Sykia caves; take guided snorkels, snap photos, and swim at remote spots that many tourists miss. Refreshments, snorkel equipment, and drone and underwater photos are included.

Get the most out of your time in Mykonos with this small-group tour of island highlights. No need to worry about tired legs—the tour includes walking segments and comfortable rides in an air-conditioned vehicle with hotel pickup. Highlights include Mykonos Town, Kato Milli windmills, Little Venice, Agrari Beach, and the Church of Paraportiani. Snacks are provided to keep you energized throughout the tour.

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.

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.

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.