Arrival day. Join the group at 5pm for a welcome meeting and safety briefing before beginning the sailing adventure. Enjoy a night cap with your crew mates on the boat, or head out to explore Santorini by night.

Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you're looking for. We follow the desires of the group and tailor 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" on 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 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 wandering around the breathtaking cliffside city of Hora and enjoying cocktails while the sun sets over the whitewashed buildings that scatter the landscape.

Possible island stops include: Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos.

Possible island stops include: Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos.

Possible island stops include: Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos.

Possible island stops include: Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos.

Celebrate the arrival on Mykonos by visiting the iconic windmills and enjoying a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to the picturesque island.

Depart after breakfast. If you would like extra time in Mykonos after your sailing journey is finished, we recommend booking extra time on the island.