Sailboat Charters in Portsmouth



For  a memorable experience sailing in Portsmouth NH, reserve the S/V (Sailing Vessel) Dream for a 4, 6, or 8 hour private boat charter in Portsmouth NH now. Bring along a few special friends for an afternoon, sunset or, moonlight cruise. Dream Cruises is a professional captained sailboat charter company providing you with the best sailing in Portsmouth NH and Kittery ME area.


Your captain, Roger Wilkinson, holds a U.S Coast Guard Master Mariner's License and has more than forty years experience sailing the New England Coast. His expertise will provide you a day of fun and a lifetime of memories. Sit back and relax while Captain Roger provides you with a guided sailing cruise of historic forts and picturesque lighthouses. You can just sit back and enjoy the ride or take the helm, raise the main, and trim the jib. Schedule your sailing adventure for a calm morning, a windy afternoon, or a romantic sunset/moonlight cruise. See marine mammals and seabirds in their natural element. Sail to the scenic Isle of Shoals from Kittery Point, Maine.  Cruises leave from the Kittery Town Dock in Pepperrell Cove.


Dream Cruises is a veteran owned business


Sailing in Portsmouth

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Boat Charters from pepperrell cove

​Fall sailing is here! Bright sunny days, crisp air and steady breezes. Many seals and ocean sunfish have been sighted. Sail in complete comfort in our fully enclosed cockpit. We provide hot chocolate, fresh brewed coffee and tea for your enjoyment. Call 603 777 7067 for reservations. Don't miss out.