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,
We’re setting sail across Long Island Sound this season from our home base on historic City Island.
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.
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 the 2025 Galeon 560 Fly and experience New York Harbor like never before.
Experience New York Harbor from the water aboard Hudson River Boat Charters, a classic 1975 Bruno Stillman DownEast Lobsterman based at Liberty State Park in Jersey City.
Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests.
Karen Ann Charters offers an unforgettable on-the-water experience aboard a well-maintained 2000 Parker 28 Center Console, departing from the heart of New York City.
Set on the protected waters of Long Island Sound, New Rochelle is a standout gateway for relaxed days on the water. Calm inshore conditions make it ideal for first-time guests and families, while open stretches of the Sound offer room for cruising, tubing, and laid-back sailing. With marinas and pick-up points close to the city, it’s easy to step aboard and be underway within minutes.
New Rochelle boating charters are known for scenic shoreline tours, island-dotted views, and flexible half-day or full-day outings. Skippers can tailor routes to quiet coves for swimming, sandbar picnics, or photo stops, and you’ll often spot seabirds and the occasional porpoise in these nutrient-rich waters. Sunset cruises are a local favorite, showcasing colorful skies over the Sound and twinkling evening skylines in the distance.
Seasonality adds charm here: spring brings crisp breezes and clear visibility, summer is perfect for warm-water anchorage hops, and fall delivers calm seas framed by changing foliage along the coast. Whether you prefer a nimble center console for quick adventures, a comfortable cruiser for sightseeing, or a classic sailboat for an afternoon under canvas, captained options keep things effortless so you can focus on the views.
With convenient access from Westchester and New York City, New Rochelle blends city-near convenience with a coastal, small-harbor feel. Plan a relaxing day on the Sound, celebrate a special occasion on the water, or schedule a weekday escape—your charter crew will handle the details while you enjoy an easy, memorable outing.
