Best 249

things to do in Dennis, MA

Showing 241-249 of 249 results

Sunset Sail in Provincetown

Watch Provincetown’s shoreline glow from a classic Victorian yacht

$94/ person

Private Sailing Charter in Provincetown

Charter a private sail in Provincetown for up to 34 guests

$2,542& up

Sail Boston Harbor on the Historic Schooner Hindu

Sail Boston during Sail Boston 2026 on the restored Schooner Hindu

$73/ person

Sunset Wine Tasting Cruise in Provincetown

Taste Truro Vineyards wines and spirits aboard a historic schooner

$116/ person

3-Hour Cape Cod Bay Fishing Charter

Fish Cape Cod Bay on a private 3-hour charter for up to 6

$587

2-Hour Cape Cod Bay Fishing Charter

Try fishing in Cape Cod Bay on a 2-hour kids-friendly private charter

$477

Fish Cape Cod Bay on a 6-Hour Charter

Join a 6-hour Cape Cod Bay fishing charter with a licensed captain

$981

90-Minute Private Schooner Charter in Provincetown

Private classic schooner sail with lighthouse and cove views

$3,149& up

3-Hour Private Cruise in Provincetown

Set your own course for a private outing on the water

$1,009