First in Flight Museum

From Sikorsky to Gustave Whitehead, there is a lot to learn about local aviation history at the First in Flight Museum, located on the Boardwalk.


The Middlebank II sails seven days a week, offering daily fishing trips from Captain's Cove Seaport. The charters run from May through December. During this time, the Long Island Sound provides an abundant mix of the Northeast's in-shore game fish.

Simply show up to come aboard the fishing charter boat Middlebank II - no reservations are needed. The Middlebank II sails daily from 8:00 a.m. - 2:00 p.m., and also offers sunset fishing on the weekends from 4:00pm - 8:00pm (Memorial Day - Columbus Day).


Salt Addict Fishing Charters offers full day fishing, half day fishing, night fishing, and sunset cruises. Catch striped bass, bluefish, summer flounder, scup, black sea bass, tautog and more aboard the Salt Addict.


There is a large Touchdown & Lift-off (TLOF) area on site and jet fuel available nearby.




Captain’s Cove has long been involved with the restoration and operation of traditional sailing vessels. From 1984 to 2001, the Cove was the homeport of the famous tallship H.M.S. “Rose.” In 2002, the Rose was cast by 20th Century Fox Studios as the lead vessel in the film “Master and Commander” staring Russell Crowe.

Currently on view at the seaport’s main wharf is the oyster vessel “John E. Pfriem,” a classic Chesapeake Bay “bugeye” ketch. During the off season, the marina provides a safe winter berth for two historic sailing vessels: the schooner “Mystic Whaler” and the brigantine "Unicorn."


Orbit Marine operates two dive boats out of Capt. Cove Marina, historic Black Rock, Bridgeport. Local dives are offered from May through October. Local dives are offered each weekend day in addition to Wednesday morning dives during the week.  Call the shop at 203-333-DIVE (3483) or 1-800-395-DIVE (3483), to ask for specific days and times for local dive trips.

Local marine life is abundant in Long Island Sound which is home to five varieties of sponges, coral, sea anemonies,  sea urchins, sea stars, welks, moon snails, cunners, black fish,  striped bass, flounder, fluke, lobster, skates, clams, and oysters to name a few. New to diving? Dive students can do their training dives right in Long Island Sound, eliminating the need to travel out of state for long costly weekends away from home and family.  The Open Water student dives are  offered every Saturday and Sunday. Old pro? Local wreck sites consist of several mid 1800's schooners, a tug boat and barge (sank 1984), an early 1900s schooner barge, and other unknown recently found wreckage.


The Queen Anne Style Victorian house located on our property and pictured here was built by coal dealer Richard Dundon in 1893. The house has been moved twice in its existence, once from its original site on Fairfield Avenue to Hope Street and from there to its present location at Captain’s Cove in 1991. The house underwent an extensive renovation from 1991-1996.


Over at the restaurant, visit our main bar built around the wheelhouse of a nineteenth century tugboat. Also upstairs, suspended over the dance floor, is a 40 foot model of the R.M.S. “Titanic.” The model was meticulously crafted by the Seaport crew over the winter of 1988. Also soaring overhead is a 2” to 1’ scale model of the VS-44A “Excalibur,” the Sikorsky flying boat.


The Seaport has become the venue for numerous annual fundraisers and celebrations. Our signature yearly event is the St. Vincent’s Hospital "Swim Across the Sound" which for more than twenty years has taken place here on the first Saturday of August.


The “Swim” centers on a 17 mile cross Sound race from Port Jefferson L.I. to Captain’s Cove. The race, and related events such as the Park City Regatta, raise in the neighborhood of three million dollars a year for the Hospital’s cancer support programs. Captain’s Cove is the proud supporter of a number of non-profit organizations including Beacon Preservation, Sea Scout Ship 110, Sound Waters, Tall Ship “Unicorn,” The “Heart of Sailing” Foundation, and “H2O.” These groups provide a wide range of support services ranging from sail training for the physically challenged to the preservation of our local lighthouses.


Kids learn how to sail at their own pace in a safe environment combining hands-on instruction with fun activities to build confidence, encourage teamwork, and develop friendships! Visit Sailaway Sailing School online.

In beginner sailing, students start out on small boats which are great for learning the basics. Along with an instructor, they will cover rigging, wind awareness, points of sail, tacking, and jibing, and capsize recovery. As crew, together they will discover the magic feeling of harnessing the wind to move their boat over the water! In intermediate sailing, students will crew on the same type of high performance boats raced at yacht clubs and colleges. They will learn the finer points of sail trim and boat helmsmanship. They will also have a lot of fun doing some informal racing with each other! Experienced sailors will crew on larger keelboats and learn racing strategies and tactics on Club420s and Lasers. The focus will be on maneuvers and techniques. Students must have 3-4 years sailing experience and be proficient in rigging and sailing skills.


Our friends at the Bridgeport Regional Aquaculture School offer exciting programs to high school students including boat building, marine engineering, and aquaculture. Green technology in the maritime field has become a major focus of the school as demonstrated by the completion of a solar powered battery charging system.

To bring the classroom to the Sound, the school owns several research vessels including the 56’ “Catherine Moore”. Named after the nineteenth century keeper of the Fayerweather Lighthouse, the vessel is a platform from which the students can take lessons learned in class to a working maritime environment. Just off the coast at Southport the school maintains a farm on which the students raise bay scallops. Seafood lovers take note: scallops from the saltwater farm and fish raised by the school will soon be offered to the public at the restaurant/fish market in the new school addition.


Think you can catch the biggest bluefish on Earth? Come sign up for the "Interclub" and the WICC "World’s Greatest Bluefish Contest." These events pit local fishermen against the feisty bluefish, the Sound’s hardest fighting game fish.



Since the 19th century, Bridgeport has been the center of an active oyster and clam fishing. This area remains on of the leading shellfish producers in the Country. Berthed at our main commercial dock visitors can watch the vessel “Cultivator” load clams harvested fresh from the waters of the Sound.



Carefree Boat Club was founded in Virginia in 2002. Since their inception, Carefree Boat Club has become the premier boat club operator in the US and Canada. Membership ratios are strictly maintained (10 members -1 boat), as are the quality and upkeep of the boats. Carefree Boat Club strives to provide members with the highest quality boating experience, to provide a safe and easy intro into boating for new boaters, and to offer the best variety of boats and ports possible. Their ultimate goal is to make boating fun, easy and affordable.


Carefree Boat Club is a private club, so boats are only available to Members. Boats are not available for rent or charter.


Please call 1 (844) 4GO - BOAT for more information.

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