Established in 1945, Jack's is a traditional bait and tackle shop, offering everything needed for a successful fishing expedition,  like cold-weather fishing gear, a wide array of lures, and live bait including eel, bloodworms, night crawlers, and fiddler crabs.

In the fascinating seafaring community of City Island—a unique environment of sailing schools, yacht clubs, marinas and other nautical businesses—lies the wildly popular Original Crab Shanty, which serves up the freshest seafood this side of New England.

Michael Carew, a 10-year veteran of the NYPD’s elite Scuba team, offers certification classes for beginners and specialized courses for experts looking to add ice-diving or rescue work to their repertoire.

Art is everywhere, as the old saying goes, including at this charming gallery and artists' collective in the sleepy seaside town of City Island.

This free museum offers visitors a taste of City Island's seafaring history.

Along City Island's main drag is a warm, casual tavern where locals flock for drinks, conversation, salads, seafood, pasta, hefty sandwiches and skyscraper sundaes.

Like a gem in the middle of the Long Island Sound, this little-known branch of the New York Public Library (which opened in 1970 and was totally renovated in 1997) has a 1,000-volume ship collection (all about shipwrecks, naval history and pirates—aarrrgh!), an expansive children’s section and an outdoor garden for special events and activities.

This sailing school specializes in teaching the fundamentals—including keelboat steering, coastal cruising, navigation and racing techniques—using hands-on methods, such as sailing obstacle courses and detailed boat models.

Turtle Cove features plenty of facilities and lessons for the experienced and beginning golfer alike, including a putting green, driving ranges, private full-swing practice stations, golf clinics for new players, group and couples lessons and individual instruction from PGA golf pros, as well as a full-service pro shop.