things to do in Shelter Island Heights, NY

Explore island history and local legends from the water

Hear Mystic’s darker history, legends, and paranormal tales

Explore dinosaur trails, caves, a maze, playgrounds, and a seasonal Splash Pad

Walk Mystic’s Whitehall Burial Ground on a history-and-ghost tour after dark

Sail the San Diego coast at sunset with complimentary drinks and snacks

Pair scenic island cycling with stories from Shelter Island’s past

Explore southeastern Connecticut wine country without planning or driving

Enjoy a private fishing trip with a lifelong angler and room to relax on board

Cast off on a private fishing trip aboard the Sunbeam VI

Taste six curated stops on a guided walk through Mystic’s coastal dining scene

Set out for blackfish with plenty of room to fish

Pair a day of fishing with a river or coastal lunch stop

Private sunset cruise with space for your food, drinks, and playlist

Explore your way with comfortable paddling options or a bike ride around town

Follow a glowing dinosaur trail with family games, inflatables, and marshmallow roasting

Walk Mystic pubs with ghost stories and three cocktails in 2–2.5 hours

Book a 3-hour private bachelorette sail in San Diego, with daytime or sunset departures

Explore Block Island's scenery at your own pace

Spend golden hour on the open water

Spend sunset on the water

Cast off aboard a 42-foot boat for private fishing

Trace Mystic’s maritime past through landmarks and lesser-known waterfront stories

Enjoy a private cruise with your own picnic and drinks

Settle into a full day on the water