Top Cyclades Islands Sailing

Experience the coastline of Santorini from the water during this 5-hour catamaran cruise. Choose between daytime and sunset bookings, both allow you to travel with an intimate group of 20 or fewer fellow passengers. Snorkel equipment is available for stops along the route, and you'll dine on snacks and drinks.

Indulge in the ultimate day of fun in the sun on this all-inclusive, 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.

Make the most out of your time in Santorini aboard this relaxing and tranquil sunset sail on a catamaran. Enjoy the splendid views from the catamaran as it sails around Santorini. Swim and snorkel in the blue sea and indulge in a delicious barbecue dinner prepared onboard. Imbibe unlimited drinks such as local wine and water.

Explore the Aegean island of Milos on this sailing excursion. Enjoy a small group experience that includes visits to Cape Vani, Kalogries beach, and Gerontas beach, as well as inaccessible areas like Kleftiko and Sykia. Check out caves on a dinghy, go swimming and snorkeling, and relax by the sea. Enjoy complimentary meals, snacks, drinks, access to scuba equipment, and photos via a GoPro.

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.

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 village of Akrotiri as you glide atop clear blue water. Go ashore at the White Beach and enjoy a swimming and snorkeling excursion, then take in panoramic views of the Aegean Sea and the neighboring Cyclades Islands during the return trip. During the trip indulge in a buffet-style meal and sip drinks from the open bar on board.

Spend the morning swimming, snorkelling and sunbathing around Santorini on this 5-hour cruise. Along the way, see landmarks such as Indian Head Mountain and the Old Venetian Lighthouse; visit the Red and White Beaches; and take a dip in the Hot Springs. Tour includes hotel pickup and a delicious BBQ lunch on-board.

Experience the volcanic beauty of the Aegean and an unforgettable Santorini sunset on this afternoon catamaran cruise. Travel in style and comfort aboard a luxury catamaran, stopping to bask on Santorini’s red and white sand beaches, snorkel among crystalline waters, and soak in volcanic hot springs. With included hotel transport plus a fresh Greek barbecue and unlimited soft drinks, beer, and local wine served onboard, it's a decadent way to enjoy the island’s famous sights.

Discover the beautiful Cyclades Islands the way they were meant to be seen—from the water! On this full-day yacht cruise from Mykonos, sail across the turquoise Aegean to the uninhabited islands of Rhenia and Delos, stopping to swim and snorkel at a pristine beach cove. Customize your day at sea with either a guided visit to the UNESCO-listed archaeological site at Delos or an extra swimming stop, and savor the good life with a light Greek lunch and refreshing drinks onboard.

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.

The best way to view Milos’ coastline is undoubtedly from the water, especially when you’re cruising on a luxury sailing yacht. Opt for an activity-packed experience of the Greek island on a sailing tour that includes a snorkel safari; breakfast, lunch, afternoon tea, and snacks; and multiple swimming stops at spots hand-picked by your guide. This experience is ideal for families.

Set sail on the bright blue Aegean with this unforgettable catamaran cruise from Mykonos. Swim and snorkel in the crystalline coves around the islands of Rheina and mythical Delos, or visit the pristine southern beaches of Mykonos. Drop anchor for a delicious, multicourse Greek meal cooked up right on board, accompanied by unlimited beer and wine from an open bar.

Take to the Santorini seas for fishing, swimming and snorkeling in hidden bays and one-of-a-kind fishing destinations. Leave the crowds behind and enjoy the tranquility of these secluded spots on this private boat tour. Explore the Santorini coast and the Aegean Sea, and sail around the grand Nea Kameni volcano, with your own boat captain. Personalize your schedule based on what you want to do, whether you want to take photos of the island landscapes or simply catch the big one.

Get off Santorini’s main island and explore the volcanic islets around it, which are home to unique volcanic landscapes. Visit two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (own expense) and to Palea Kameni, where you can soak in naturally-heated pools.

This tour provides a stress-free overview of Santorini’s natural and historic beauty, making it ideal for first-time visitors and travelers with limited time. Board your traditional Greek Caique boat and venture out to the volcano of Santorini. Climb to the top and take in the views before sailing to the warm, sulfuric waters where you can have a dip. Visit Thirassia and enjoy free time to explore before heading back to Santorini,

Sail the sea near Santorini in style aboard your own private catamaran, on this relaxing private excursion. 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, soak in a hot spring, and enjoy an included barbecue meal with included wine, beer and soft drinks.

Cruise the waters off Santorini during this 5-hour boat journey. Step aboard the luxury catamaran and relax in one of the comfortable seating areas as you sail out of Amoudi port. Stop first at the volcano to take a dip in the hot springs or indulge in a mudbath. Sail past one of the oldest lighthouses in Greece, Akrotiri, then go to the Red and White beaches area. Swim, relax and enjoy a traditional Greek barbecue meal. Food, snorkeling equipment, open bar and round-trip hotel transportation are provided. This Viator exclusive tour is not available anywhere else. 

Sail around Santorini on this choice of either Day Tour or Sunset Tour. During this 5-hour excursion, you'll see some of the island's highlights and landmarks from your vantage point and take a dip in the local hot springs. Go snorkeling and follow it up with a barbecue meal and Greek wine. Hotel pickup and drop-off are included.

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from the old port, and admire Santorini’s cliffs and as you cruise to Nea Kameni. Enjoy free time to walk around its volcanic crater, swim in the warm springs, and visit Thirasia island. Explore and have lunch here at leisure before cruising back to Santorini.

Travel along Santorini Island and discover thirassia island and the volcano! Enjoy a stress-free motorboat rental that doesn't require a license! Perfect for groups or families, the boat can accommodate up to 6 person. An added perk is that we can provide a mask and a snorkel upon request!

Escape busy Mykonos for a day—and discover two of the region’s highlight islands—on this paradisiacal sailing tour. Following morning departure, head to Rhenia Island to swim, sunbathe, and explore the scenery at leisure. After a traditional Greek barbecue lunch on board, continue to Delos Island, said to be Apollo’s birthplace. Depending on your interests, visit its archaeological site (entry own expense) or the island’s tranquil beaches.

Experience Santorini’s scenery, hot springs, and beaches on a cruise with onboard dinner and glass of wine included. After pickup from your hotel, settle onto your cruise boat, and sail around the caldera and island’s shores. Along the way, bathe in the Nea Kamini hot springs; explore the beaches; and savor a delicious 2-course Greek dinner while floating on the water as the sun sets.

A cruise through the caldera is a must for any visit to Santorini, but many visitors don't realize just how much variation there is between different caldera cruises. This half-day cruise is operated by catamaran, offering a faster and more stable ride. See more of Santorini's caldera highlights during your cruise, and reduce the risk that seasickness from a bumpy ride ruins your day out.

Watch the sun sink into the Aegean Sea on a 5-hour sailing cruise from Vlychada Marina to the Santorini caldera. Drop anchor off picture-perfect Red Beach to swim and snorkel in the clear water, and enjoy drinks on deck as you spot rock formations and the Akrotiri lighthouse. At the volcanic caldera, swim in natural hot springs and explore brilliant beaches, then enjoy a fresh BBQ dinner by the shore. Make a final swimming stop at Mesa Pigadia beach before returning to shore.