Sailboat Rental in Portsmouth



Reserve the professionally captained S/V (Sailing Vessel) Dream for a 4, 6, or 8 hour private sailboat cruise now. Bring along a few special friends for an afternoon, sunset or, moonlight cruise. Dream Cruises is a professional sailboat rental company providing you with the best sailboat charters 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 in Portsmouth

​Watch the Hampton Beach fireworks every Wednesday night from Dream. We will depart from Pepperrell Cove at 7:30 pm, sail to Hampton Beach, anchor off the beach and watch the fireworks. Return to Pepperrell Cove around midnight. Call 912 409 1121 for reservations. Don't miss out.