Sail on the calm  leeward side of the island

As you laze on your beach looking out to sea, do you ever consider what it might be like viewing the many beaches and scenic coastline of our island from the sea? Our sailboat offers this with just as much rest, relaxation, or excitement as you wish.

What to expect

This charter begins at 10:00am, and after a short sail either north towards Deep Bay or south towards Cades Reef, we will anchor near your choice of beach (Five Islands Harbour, Pinching Bay, Morris Bay, Ffreyes Beach, or Darkwood Beach for example) for lunch and a swim.  

When you meet our crew at the beginning of the day, you can speak to them about whether your ideal is an action-packed active day of sailing, of using our SUP around our anchoring location or to go to the beach, snorkeling at Cades Reef or simply relaxing while cruising at leisure and enjoying the sun, wind and views.  Our great skippers will help you choose the best location and enjoy the day based on the weather and your preferences.

Within the 6 hours available we try to squeeze in as much sailing, beach and snorkeling time as you wish.  We will do our best to make your wishes happen! All our charters start from Second Star Sailing office in Jolly Harbour, just next to Al Porto Restaurant (easy to use for navigation for Taxi or on maps).

If you’ve had a great time with your skipper and the crew, you’re more than welcome to show your appreciation by leaving a tip after the charter. Tips are not included in the charter price but are greatly appreciated.