Wellfleet Day Sailing Charter: Billingsgate Island & Jeremy Point
Escape the crowds on a private 3-hour sailing charter to some of the Outer Cape’s most special hidden spots. Aboard the catamaran Discovery, you’ll cruise Wellfleet Harbor and Cape Cod Bay to Billingsgate Island or Jeremy Point — for seals, secluded beaches, swimming, and scenery you can only reach by boat.
Billingsgate Island — the vanishing island
Once a thriving fishing and whaling community in the 1800s, Billingsgate is now a submerged sandbar visible only at low tide. When the tide cooperates, we can anchor and let you walk the sandflats, hunt for shells, and explore a piece of Cape Cod history that most visitors never see.
Jeremy Point
A quiet sandbar at the tip of Great Island, reachable only by boat or a long beach walk — which makes it one of the least crowded beaches on the Cape. Swim in the warm, shallow water, watch for seals lounging just offshore, and enjoy a picnic on a beach that’s practically your own.
Seal watching on Cape Cod Bay
Wellfleet’s waters are home to gray and harbor seals, and a day sail aboard Discovery is one of the best ways to see them up close. Watch for them lounging on the sandbars near Jeremy Point or popping their heads up alongside the boat — a favorite moment for kids and adults alike.
The details
- Duration: about 3 hours (morning or afternoon)
- Departs: Wellfleet Town Pier, 255 Commercial St, Wellfleet
- Group size: private, up to 6 guests
- Price: from $689 for your whole group
- Bring: swimsuits, towels, sunscreen, and food & drinks
- Note: your destination depends on the tide and wind that day — your captain picks the best spot