Charter Nirvana
Step aboard Nirvana, a timeless 38’ Pearson 386 sailing yacht, and experience the beauty of Long Island Sound without the crowds, just you, your guests, and the open water.
Step aboard Nirvana, a timeless 38’ Pearson 386 sailing yacht, and experience the beauty of Long Island Sound without the crowds, just you, your guests, and the open water.
Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i.
"From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain." — Todd,
Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests.
Step aboard the 2025 Galeon 560 Fly and experience New York Harbor like never before.
We’re setting sail across Long Island Sound this season from our home base on historic City Island.
Carolann P Fishing Charters is a beautifully restored 1998 Luhrs 31 Sportfishing vessel (restored in 2025), based in Freeport, offering an unforgettable maritime experience for up to six guests.
" Ray our Captain, great guy! very informative of the surrounding area we were in." — Luis,
Step aboard “GO FISH”, a 1987 Pursuit 2550 Center Console Cuddy Cabin operated by Cast Net Charters and based out of Island Park—perfect for unforgettable days on the water for up to 6 guests.
Freedom is a beautifully renovated 75-foot luxury event yacht, fully updated in 2025 with a brand-new interior and exterior, and designed to host unforgettable gatherings on the water.
Gypsy Soul Tours offers private, custom sailing charters from Stamford, Connecticut, delivering unforgettable experiences on the scenic Long Island Sound.
"We had such a wonderful afternoon on the water with Captain Jon!" — Samantha,
Discover Mamaroneck boating charters along the scenic shores of Long Island Sound. This welcoming harbor town is known for sheltered waters, well-kept marinas, and easy access to open Sound cruising, making it a favorite launch point for relaxed day trips and memorable on-the-water experiences. Whether you're planning a family outing, a friends' escape, or a special celebration, Mamaroneck offers a smooth blend of calm inlets and wider routes for confident navigation.
Expect varied itineraries: drift past tree-lined waterfronts, drop anchor in quiet coves for a swim, or chart a course across the Sound for panoramic views. Seasonal highlights range from sun-drenched summer afternoons with gentle breezes to crisp autumn rides framed by colorful shoreline foliage. Anglers appreciate the productive local waters, while sightseeing cruisers enjoy abundant birdlife and classic coastal scenery.
With convenient shoreside amenities and a maritime culture that caters to both first-time renters and seasoned captains, Mamaroneck makes charter planning straightforward. Choose from crewed outings or bareboat rentals, enjoy flexible trip lengths, and tailor your route to the day's conditions. From sunrise departures to golden-hour returns, Mamaroneck boating charters deliver an accessible, picture-perfect gateway to Long Island Sound adventure.