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If you see this badge on a charter or captain’s profile, that means our team has conducted a basic check using the information available in publicly available databases such as:

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Popular Paddleboard Activity Charters in New England  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Paddleboard Activity in New England- BoatBooker

New England

New England, United States

new-england

A captain will help you enjoy a day on the water with a nice cruise over to the Thimble Islands! You and your group can hang out on the boat at anchor, swim, lounge on the party island, and cook (grill, pans, utensils, two burner stove provided - you provide the food and cooking experience!) 

We can take a cruise around the islands, and do some light fishing (cook your catch later in the day, if you choose!

United States

Nightjack

Branford

Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Branford. This beautiful vessel offers ample space for up to six guests, making it an ideal choice for a day out with friends or family. Powered by a 330 HP Cum

We do it all—and some activities just take a little more time than others. With years of experience (longer than it takes whale bones to decompose!), we’ll tailor your trip exactly to what you want to do. Trips are a la carte at $180/hr—contact us to plan your adventure!

Central NH Guides

Hampton

Experience the ultimate boating adventure with Central NH Guides, a 2017 Duffy Downeast based in Hampton. Perfect for up to six guests, this powerful vessel is equipped with a 650 HP diesel inboard Mack engine, reaching speeds up to 35 knots, ensuring bot

We offer three time slots each day, each lasting 3 hours. I've included everything you need. We bring along a great selection of water toys for your group to enjoy—stand-up paddleboards, kayaks, a small speedboat for tubing or waterskiing, plus large 15-foot inflatable docks and floats for lounging and swimming.
We typically meet in Oyster Bay and cruise the local waters before anchoring to enjoy swimming, relaxing, and a variety of water sports.

Long Island Yacht Rentals – Tranquility

Oyster Bay

Yacht rental includes watersports. Step aboard Long Island Yacht Rentals, a luxurious 2001 Carver 466 Motor Yacht, beautifully restored in 2025 and based in scenic Oyster Bay. With room for up to 12 guests, this spacious vessel is perfect for unforgettabl

Experience the magic of Northport Harbor with our 2-Hour Sunset Cruise, the perfect way to unwind as the sun dips below the horizon. Enjoy stunning coastal views, peaceful waters, and local landmarks on this unforgettable sunset cruise and sightseeing adventure.

Sea Dog Cruising

Northport

Experience unforgettable adventures aboard Sea Dog Cruising, a beautifully maintained 2006 Atlantic Boat Company Duffy 35 Downeast, proudly based in Northport. Perfectly designed for up to six guests, this elegant vessel combines classic charm with modern

Explore beautiful Pleasant Bay. Travel through the narrows, Little Pleasant Bay and into one of the upper bay salt ponds. Then come back down, through Chatham Harbor, and out to Chatham lighthouse. Stop along the way to view the curious and cute seals.

Pleasant Bay Boat Tours

Orleans

Welcome to your premier source for unforgettable boat charters. Take in the splendor of the Pleasant Bay&#039;s sparkling water, salt ponds, and wildlife from our clean and comfortable 20-foot deck boat. We offer two-hour tours and custom charters. The ch

Sail Long Island's Gold Coast on WINDSWEPT, a beautifully kept Jeanneau 36i! Private sailing charters can accommodate up to 6 guests. Departure times are flexible - select a start time that works best for your group!

Two-hour charters allow enough time to sail to the mouth of Oyster Bay Harbor and back. Perfect for catching a sunset or for touring the harbor, you'll have great views of the sandy bluffs and waterfront mansions that line the bay.

Windward Sailing Charters

Sail Long Island&#039;s Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i. Moored in Oyster Bay Harbor, she features a large shaded cockpit with cushions and ample room for 6, a secured deck with double lifelines and USCG-approved s

Set out on a scenic cruise from Sag Harbor and take in the beauty of the Hamptons from the water. Drop anchor at a serene spot to swim, relax, and soak up the sun, or follow your own desired itinerary for a personalized adventure. Whether it’s a leisurely day on the bay or a custom route, this trip is all about your perfect on-the-water experience.

July Special 4 Hours $3200 53" Luxury Yacht

Sag Harbor

&nbsp; &nbsp; Galeon 510 Sky Deck is a stunning 2019 Galeon 510 Sky Deck Motor Yacht (restored in 2025), available for unforgettable private charters from Sag Harbor. Designed for both relaxation and adventure, this sleek yacht accommodates up to 10 guest

Escape to your own private beach aboard ON THE EDGE! Captain Rick whisks you and up to 5 friends from Fairhaven to secluded shores in Buzzards Bay or the Elizabeth Islands. Drop anchor in gin-clear water, step onto sugar-sand beaches few ever see, swim, sunbathe, and play. BYOB, premium sound system, huge sundeck, ice-cold cooler, and optional paddleboards, lunch & snacks. 4–6 hour exclusive adventure. Leave the crowds behind—your private paradise awaits! Book now! Departure times are flexible!

ON THE EDGE

Fairhaven

ON THE EDGE &ndash; Your Ultimate Luxury Family Adventure Machine, Fully-Restored Grady-White Gulfstream 232 Walkaround. Step aboard the stunning ON THE EDGE, a pristine Grady-White 232 Gulfstream that blends classic New England lines with cutting-edge pe

Spend the day exploring the islands aboard Sandy Bottom on our 6-hour Island Hop Cruise, departing from Hyannis Harbor. Cruise the beautiful waters of Cape Cod as we take you to Martha’s Vineyard or Nantucket for shopping, dining, sightseeing, or simply relaxing by the sea. Enjoy a private and comfortable boating experience while taking in unforgettable coastal views along the way.

Sandy Bottom Yacht Charters

Barnstable

Sandy Bottom Yacht Charters offers an unforgettable private boating experience aboard a 2009 Sea Ray Sundancer Cruiser, based in Barnstable. Perfect for groups of up to 6 guests, this well-equipped yacht combines comfort, performance, and coastal adventur

A 6-hour private sailing experience in the protected waters of Narragansett Bay.

Catamaran Quest

Newport

Catamaran Quest is a beautifully restored 1991 Custom Simonis 57 Catamaran (refit in 2022), based in Newport, offering the perfect platform for unforgettable days on the water. Designed for comfort and stability, she accommodates up to 12 guests, making h

Paddleboard Activity in New England

Top Paddleboard Activity in New England