TOP 30 Sunset sailing cruises in Gloucester, Massachusetts

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Defiance Sail Charters is a premier travel agency located at 211 East Main Street in Gloucester, Massachusetts, United States. Specializing in unforgettable sailing experiences, we offer a variety of charter options for those looking to explore the beautiful waters of the New England coast. Our experienced captains and crew are dedicated to providing exceptional service and ensuring a safe and enjoyable journey for all guests. Whether you're looking for a romantic sunset cruise, a family adventure, or a corporate outing, Defiance Sail Charters has the perfect sailing excursion for you. Book your next nautical adventure with us and set sail for memories that will last a lifetime.

The Schooner Thomas E. Lannon is a renowned travel agency located at 63 Rogers Street in the picturesque coastal town of Gloucester, Massachusetts. Specializing in unforgettable sailing experiences, the agency offers a variety of excursions aboard the historic Schooner Thomas E. Lannon, a beautifully restored 65-foot wooden vessel. Guests can enjoy breathtaking views of the Atlantic Ocean, learn about the rich maritime history of the area, and even participate in sailing the ship themselves. Whether you're looking for a romantic sunset cruise or a family-friendly adventure on the water, the Schooner Thomas E. Lannon promises a memorable and unique experience for all who come aboard.