Explore the beautiful southern Cyclades by sailboat, stop at small off-the-beaten-path islands along the way, relax on white-sand beaches, try your hand at sailing (or just relax on the deck), stroll through local villages and sample traditional Greek food and wine
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A yacht adventure is the ideal way to experience what many consider the world's most beautiful islands: the Greek Islands. Sail eight days aboard our 15m (49 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don't forget to try the ouzo!
Get the inside scoop on sailing the Greek Islands before you go.Learn more
This trip also runs in reverse from Santorini to Mykonos. See Sailing Greece - Santorini to Mykonos
This itinerary may need to change due to inclement weather conditions. This decision will be made solely at your skipper's discretion, based on the safety of the group and the yacht.
Arrival day. Join your group at 5pm for a welcome meeting and safety briefing before beginning your sailing journey to Santorini. Enjoy a night cap with your crew mates on the boat or head out to explore Mykonos by night.
Our flexible itineraries give our experienced skippers the opportunity to showcase all the hidden gems you’re looking for, we follow the desires of the group and cater the sailing experience to provide each group a quality journey while on board.
While in the Southern Cyclades stroll through the "most elegant square in Greece" in Syros. Head out on an optional all-day adventure with your fellow shipmates and skipper as you discover the best Naxos has to offer: the Temple of Dimitra, a microbrewery, views of Mt Zeus, and a fresh meal at a local tavern. Uncover the beauty of the Venetian ruins in Paros before going cave exploring in Antiparos. While on Ios relax on famous Magganari beach and don't forget to visit Homer's tomb. Walk and hike your way through the trails and paths of Sifnos before stopping at a local ceramic workshop. No trip is complete without wondering around the breathtaking cliffside city of Hora, enjoy cocktails while the sun sets over the whitewashed buildings that scatter the landscape. On arriving in Santorini, enjoy the white-washed village scenes of this volcanic, paradise island. Be sure to catch a spectacular sunset in the evening.
Still shaky Santorini needs no introduction, being a 1 million year old volcano that remains in active/dormant state until today. Its breathtaking beauty both historically and geologically are awe inspiring making it one of life’s true highlights. The island was home to a Minoan settlement that was obliterated by an eruption around 1650BC which sent tsunamis through the eastern Mediterranean. The colossal eruption displaced 30 cubic kilometres of earth jetting a cloud of ash 36 km into the sky creating the foundation of what we see today. Centrally located in the 300 metre deep 5 -mile wide crescent moon shaped caldera harbour are two new cones, Neas Palaias & Kammenis. The shape of the crater ring has constantly changed over the last 3000 years with several parts of the crater wall collapsing into the sea. Remarkably, the island has always been resettled due to the rich volcanic soil's fertile properties. The wines, tomatoes and cucumbers from this island are super tasty due to the soil composition and low rainfall. Visitors can make their way from sea level to the crater rim either by bus, gondola or even a donkey ride. Fira, the main town, sits perched on the edge of the caldera with breathtaking views of multi-coloured cliffs, sugar-cube architecture and great local markets for shopping.
Departure day. Trip ends the morning of Day 8.
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