For  a memorable experience sailing the waters of Portsmouth New Hampshire and Kittery Maine reserve the S/V (Sailing Vessel) Dream for a private boat charter to the Isle of Shoals, Moonlight Cruise or Fireworks Display now.  Your captain, Roger Wilkinson, holds a U.S Coast Guard Master Mariner's License and has more than fifty years experience sailing the New England Coast. We don't want to say how old he is, but rumor has it he knew Columbus on a first name basis! His expertise will provide you with 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, or 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.  Star Island is now offering a launch service from the anchorage at Gosport Harbor to Star Island. Visit historic sites or the gift shop on Star Island. Cruises leave from the Kittery Town Dock in Pepperrell Cove.

Sail and Stay: We have made arrangements with the Harbour Place Marina in downtown Portsmouth for our guests to stay aboard Dream overnight at the dock.  Enjoy the restaurants, night life, and shopping in historic Portsmouth after a day of sailing. After a 4-6 hour sail, your captain will dock Dream at the Harbour Place Marina for the night. The captain and crew will depart for the night, leaving you to enjoy a romantic evening aboard Dream in Portsmouth. Sail and Stay is limited to 2 persons staying in the Master Stateroom. See: Up to 6 passengers may be aboard during the sailing cruise.

Memorial "Ash Scatterings" are available.

‚ÄčSailboat Charters in Portsmouth

Returning for 2016: Sail and Stay Dockside in Downtown Portsmouth

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Sailing in Portsmouth

Boat Charters in Portsmouth                  

The 2015 season has ended, thank you for a great summer. We will re-open May 15th 2016. Start planning your 2016 charter.  Call 603 777 7067 to make your  2016 reservation . The following full moons will occur during the 2016 sailing season; Saturday May 21, Monday June 20, Wednesday July 20, Thursday August  18, Friday September 16, and Sunday October 16. Make plans for a romantic Moonlight Cruise 1-2 days before or after the full moon for the best experience.  Portsmouth's Fireworks display will be Sunday July 3rd.