Marine- and Boating-Related Events

Events of Interest to Sailors and boaters in the Southeast Coastal States and the Bahamas. Boat Shows, Marine Flea Markets, Regattas, Rendezvous, Seafood Festivals, Boating & Sailing Seminars, Instruction, and other nautical events.

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January 2019

Annual Wrecker’s Cup “Race,” Key West, January, February, March, April

January 27
|Recurring Event (See all)

An event every month that begins at 8:00am on day Last of the month, repeating until April 28, 2019

Schooner Wharf Bar, 202 William Street
Key West, FL 33040 United States
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This series of races, if you could call them that, is sponsored by the Schooner Wharf Bar on the waterfront in downtown Key West. This Sunday afternoon race commemorates the race to a wreck that signified the old days when Key West’s main business was wreck salvage. Boats race seven miles out to Sand Key from the Key West waterfront and back. The race has five classes: Classic, Schooner, Multihull, Monohull over 30 feet and Monohull under 30 feet. Locals…

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Pineapple Cup, Miami to Montego Bay, Jamaica

January 27
|Recurring Event (See all)

An event every year that begins at 12:00am on day first of January, repeating indefinitely

Biscayne Bay Yacht Club, 2540 S Bayshore Dr
Miami, FL 33133 United States
+ Google Map

Established in 1961, the Pineapple Cup is a classic 811-mile “beat, reach and run” ocean race that has been dubbed “the best ocean race in the world” by its devotees, including three-time winner and media mogul Ted Turner. After the start in Miami, boats sail to the Northwest Providence Channel in the Bahamas and then race down the eastern side of the Bahamas, then east of Cuba through the Windward Passage to Montego Bay.             The race is hosted at…

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February 2019

Gasparilla Regatta, Tampa, FL

February 10
|Recurring Event (See all)

An event every year that begins at 12:00am on day first of February, repeating indefinitely

Tampa Sailing Squadron, 1250 Apollo Beach Blvd.
Apollo Beach, Florida 33572
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Tampa Sailing Squadron's Gasparilla Regatta is the hot ticket for your February racing fix! On Saturday, Feb. 10, there will be Spinnaker, Non-spinnaker, Racer Cruiser, Cruising and Motherload classes competing on Tampa Bay.             Also, “NEW” is a Doublehand class that races around our long course! Our recent dredging of the main channel has been very popular and this is the only regatta in Tampa Bay where you will be fed a hot breakfast before racing.             Following racing is…

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Annual George Town Cruising Regatta, Exumas, Bahamas

February 14 - February 27
|Recurring Event (See all)
held annually

This is a cruisers regatta that builds up over several months. This 12-day regatta attracts 350-400 cruising boats. Most boats start arriving from around the U.S., Canada and other countries in November and stay through March. When the actual regatta days start, the schedule includes sailboat races held in Elizabeth Harbor, around Stocking Island, and to neighboring Long Island. There is a variety of on-water and on-the-beach events to capture the interest of non-racing cruisers, as well as racers. These…

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March 2019

Miami to Havana

March 13
|Recurring Event (See all)

An event every year that begins at 12:00am on day first of March, repeating indefinitely

Coral Reef Yacht Club, 2484 S Bayshore Dr
Miami, FL 33133 United States
+ Google Map

The Southern Ocean Racing Conference (SORC) is the organizer of this race. The race is hosted by the Coral Reef Yacht Club and the Hemingway International Yacht Club of Cuba. It will begin on March 13 with boats racing down the Florida Keys and heading across the Gulf Stream to Havana wherever the racers decide the best point to do so is. www.HavanaRace.org.

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St. Petersburg to Habana Regatta

March 18
|Recurring Event (See all)

An event every 2 years that begins at 12:00am on day first of March, repeating indefinitely

St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
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St Petersburg to Havana Cuba regatta logo

Open to boats at least 30 feet PHRF Spinnaker, PHRF Non-Spinnaker, PHRF Cruising (cruising spinnakers allowed), PHRF Multihull, ORC, IRC St. Petersburg March 16: Registration & Seminars, Skippers Meeting, Competitors & Dignitaries Dinner March 17: Skipper & Crew Party March 18: 11:00am Start of Race Cuba March 19-20: Vessels Arriving at Marina Hemingway, Cuba March 21: Welcome Party at Hemingway International Yacht Club de Cuba March 22: Captain’s Meeting for Torreon de la Chorrera Regatta & Happy Hour March 23:…

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April 2019

Sperry Charleston Race Week

April 11 - April 14
|Recurring Event (See all)
held annually in April
Charleston Harbor Resort & Marina, 20 Patriots Point Rd.
Mt. Pleasant, SC 29464 United States
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J/70 sailboats racing

Sperry Charleston Race Week has evolved to become the largest multi-class regatta in North America! Make plans to join us in the No. 1 city in the country at one of the top regatta venues on the planet for three days or superb competition and four evenings of rollicking fun. There's no better place to be in the early spring than Charleston, South Carolina. So, get ready to find out why we call this "a regatta unlike any other." www.charlestonraceweek.com

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May 2019

2nd Annual Most Memorable Regatta

May 17 - May 24
|Recurring Event (See all)

An event every year that begins at 8:00am on day first of May, repeating indefinitely

$125 – $140.00

The 2nd Annual "Most Memorable Regatta" is a SW FL BOTY event and will start races in a variety of classes on May 17 off Fort Myers Beach to Tampa Bay. Davis Island Yacht Club, Tampa will offer free docks and mooring on a first come basis. and host the awards and BBQ on May 18. The race continues from Tampa Bay to Fort Myers Beach on May 24 with a rockin' yachting awards party on May 26 at Fort…

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