Top Cyclades Islands Sailing

Soak up the Mediterranean sun on a sailing tour around Milos, the uncrowded island known as the origin of the famed Venus de Milo. Relax on deck with provided snacks and drinks as you pass colorful fishing villages, hidden coves, and volcanic rock formations. Stop to swim at an old pirate hideout, try your hand at fishing, and snorkel around a sea cave. Enjoy lunch on board or on a secluded beach, and end your day in paradise with a gorgeous Greek sunset and taste of homemade ice cream.

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.

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.

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. 

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,

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 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.

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.

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.

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.

Experience the Cyclades’ natural beauty and history on this luxury cruise to Rhenia and Delos islands. After a convenient hotel pickup, board a 112-foot (34-meter) yacht and sail for the picturesque, uninhabited island of Rhenia. Go snorkeling with complimentary gear and enjoy a delicious lunch with wine and beer—they’re included in the tour—before heading to the sacred ruins of Delos for a guided tour.

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.

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.

Many visitors to Santorini stick to the main island and never make it to the impressive volcano jutting out from across the caldera - but a much greater number of in-the-know visitors make the journey during peak season, meaning that seats on cruises often sell out weeks or months ahead of time. There are no water taxis or ferries to the volcano, either, so a tour is really the only way to visit. Don’t miss out on your chance to sail into the caldera, walk along the volcano ridge, and learn all about the volcano’s history and geology.

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.

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.

Visit the surrounding islands of Santorini aboard a morning cruise. Head to Nea Kameni to see a volcanic crater, swim in the warm waters of the lava island of Palea Kameni, and enjoy some free time to explore Thirasia—which was once part of Santorini. Your final stop of the day is the beautiful village of Oia, where you can enjoy stunning views of the surrounding area from the castle.

If you’re seeking a luxurious way to see Santorini then look no further than this Viator Exclusive catamaran cruise—an extra-special way to explore one of Greece’s most picturesque islands. On a luxury sailing yacht, arguably the best mode of transport to explore Santorini on, you’ll cruise to Red Beach and stop at top swim and snorkel spots. Plus, unlimited alcoholic and soft drinks, hotel pickup and drop-off, and a Greek BBQ meal are included.

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.

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.

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.

We set sail from Naxos and the surrounding islands and islets with Naxian Captain George Fragiskos on the luxury yacht “Annabella” to meet new friends, to share adventures and exciting experiences of a lifetime while you learn about historical monuments and thrilling myths that surround them.  While aboard, Captain George will teach you the art of sailing, under the tutelage of our “old salt” that has over forty years of knowledge and many thousands of sea miles of experience in the Greek waters and the Mediterranean Sea, you will get the chance to learn all about instrument navigation, trimming sails and steering a luxury yacht and have photos and video footage to remember it all!

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.