Skippered Sailing Charters

Give your guests a clean, clear view of magnificent Sydney Harbour while sailing aboard a luxury yacht with your EastSail skipper as your cruise director.

Spend a day on the water exploring the iconic Sydney Harbour in one of EastSail’s luxurious yachts. Enjoy a scenic sail past the Harbour Bridge and Sydney Opera House, or anchor in a quiet cove next to one of Sydney’s iconic sandy beaches.

All our yachts are available for skippered charters on the Harbour – no previous sailing experience required, just let one of EastSail’s experienced Yachtmasters guide your yacht as you sit back and relax! Our fleet of 16 luxury yachts range from 33 to 47 feet and include everything from the modern Dufour 33.5′ Grande Large to the racy, locally produced Sydney 36′ and a range of magnificent Beneteaus, including two available for offshore charters. Click here to view the full fleet.

Standard Facilities

All our yachts are fully equipped for your day on the harbour, complete with an oven, icebox, cutlery and crockery in the galley, a private bathroom with hot water, and a CD stereo and iPod jack. All yachts also have a full safety inventory of lifejackets, life rings and fire safety material.

Your charter will also include an EastSail skipper, with a host available on request.

Afternoon Itinerary

1pm: Step on board with a group of a dozen friends or family and be greeted by a friendly EastSail skipper who will help you plan your journey for the afternoon.

1:30pm: Enjoy a cool, refreshing drink on board as you motor out into the harbour and hoist the sails for a leisurely sail down the harbour, exploring the bays an beaches of the Eastern Suburbs as you go. Take turns at the helm and trimming the sails under the guidance of your skipper, or sit back and relax with your friends without a care in the world.

3:00pm: Pick up a mooring in the beautiful Taylor’s bay for a quick swim into one of Sydney’s secluded harbour beaches. Enjoy a platter of seafood or sandwiches and a glass of champagne in the afternoon sun.

4:00pm: Set sail once more up past the Harbour Bridge and Opera House for the perfect Kodac moment as the sun begins to set over Sydney.

5:00pm: Step off feeling refreshed after a unique and memorable Sydney afternoon.

Catering & Drinks

Gift Vouchers

Fleet Gallery