The 10 Best Boat Tours & Water Sports in Westchester County, Westchester County

October 12, 2021 Tynisha Seiler

Westchester County, a collection of towns that serve as a popular suburb for the bordering New York City, is also the gateway to the Hudson River Valley, an area that promises a plethora of outdoor activities, from sailing to bird-watching to cross country skiing. The County also contains Rye Playland, a popular children's amusement park, historic sites from the American Revolution, the African American Heritage Trail and several famous houses, including Lyndhurst, a Gothic Revival mansion.
Restaurants in Westchester County

1. Hudson River Recreation

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5.0 based on 12 reviews

Hudson River Recreation

We are the premier sea kayak company in Westchester County and offer guided sea kayak tours, lessons/instruction, and rentals on the Hudson River and other local bodies of water. We are conveniently located just outside New York City on the Hudson Line of Metro North Railroad. Depending on the launch location you choose, as little as 35 minutes outside of the city! History: Established in 1998. Check out our calendar to reserve a trip! Locations: Croton Point Park We offer recreational kayak rentals & paddle board tours, lessons & rentals at this location. Rentals on weekends from 12pm-6pm Croton River We offer recreational & touring kayak rentals, canoe rentals & paddle board tours, lessons & rentals at this location. Rentals on weekends from 12pm-6pm Rentals on weekdays from July 4th until Labor Day 12pm-6pm Tarrytown Lakes We offer recreational kayak tours, lessons & rentals at this location. Rentals on weekends from 12pm-6pm Kingsland Pt Park in Sleepy Hollow We offer touring kayak tours & lessons at this location.

2. Sound Bound Fishing Charters

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5.0 based on 10 reviews

Sound Bound Fishing Charters

Sound Bound Charters offers fishing adventures for all ages and skill levels. We sail day & night,full day and half day. When not privately chartered, we also offer Open Boat specials daily for any species in season. At 32' Sound Bound provides safety and speed for your family and friends,along with the latest in fish-finding capabilities. One trip with us,and you'll be hooked.Bait&Tackle included

3. Dine and Sail

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5.0 based on 19 reviews

Dine and Sail

Enjoy a unique 3 hour cruising and dining experience on the Long Island Sound. Up to 6 guests can relax for a Lunch, Weekend Brunch or Sunset Cruise on the classic 46 foot sailboat, Camelot, conveniently located in lower Westchester, just 10 miles from Manhattan. The experience includes a 4 course meal prepared by a professional chef and a leisurely sail on the beautiful Long Island Sound.

4. Port Sailing School

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4.5 based on 18 reviews

Port Sailing School

Sailing lessons, sailing camp, sailboat rentals, bareboat charters, ASA certification classes and Caribbean cruise

5. Trinity Cruise Company

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4.5 based on 83 reviews

Trinity Cruise Company

Trinity Cruises offers Hudson River Cruises aboard the Evening Star departing from historic Peekskill, NY. Public cruises include Sightseeing Cruises past West Point, Sunset Cruises, Fall Foliage Cruises, Peekskill Brewery Cruises, Sangria Cruises and Wine Tasting Cruises with Dylan's Wine Cellar. Private Charters and Group Events are also available. * MTA Getaway Package available from Grand Central Station with discounts!

6. Hudson River Expeditions

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4.5 based on 4 reviews

Hudson River Expeditions

Kayak, canoe, and stand-up paddleboard rentals, tours, sales, and instruction for the novice to experienced paddler. We are closed for the 2019 paddle season.

7. SUP Westchester

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4.5 based on 2 reviews

SUP Westchester

Group and private Stand Up Paddleboard classes/lessons in Harbor Island Park. Mamaroneck, NY.

8. Klondike IX

Klondike IX

The Klondike 9 is a family owned and operated fishing and cruising boat that has been sailing out of New Rochelle NY for over 60 years. The Klondike 9 fishes daily from may till November and is also available for private 5 hour moonlight cruises from New Rochelle down the East River to the Statue of Liberty. New for 2016 the Klondike is running open boat daytime sightseeing cruises to the Statue of Liberty.

9. Gregory Savino

Gregory Savino

Omega Charters is celebrating our fifteenth season in operation. Captain Greg is a 100 gross ton master captain. He started fishing at the ripe age of four when his dad purchased his first of four fishing boats. We ventured to Quincy mass for the insane flounder fishing of the mid to late ’70s, and after that, it was game on all over the northeast targeting all species in season. 1980 saw captain Greg’s first canyon trip at the age of ten, and the rest is history!

10. Josselyn mota

Josselyn mota

Well i like travel live eat i can show you the best places in nyc to meet and enjoyng and the best restaurants also

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