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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December 2018

Rick White Memorial Steeplechase, Key Largo, FL

December 8, 2018 - December 9, 2018
Key Largo Key Largo, FL United States + Google Map

35th Rick White Memorial Steeplechase, Key Largo, FL, Dec. 8-9 A 110-mile trek around Key Largo for beach catamarans. The race draws top world-class sailors from around the country and world. This race, originally just called the Steeplechase, was renamed after Rick White, who passed away in January 2017. The event is now managed by the non-profit SSPUSA, organizers of the Florida 300 and Hiram’s Haul. 

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January 2019

36th Annual Golden Conch Regatta, Platinum Point Yacht Club, Punta Gorda, FL

January 12 - January 13
Platinum Point Yacht Club Punta Gorda, FL + Google Map

This two-day race series is an open sailing event to be conducted outside Burnt Store Marina entrance on Charlotte Harbor. There will be two separate race courses: five races for Spinnaker, Multihull, and Harbor 20 fleets; three races for cruising fleets. Regatta qualifies for Charlotte Harbor Boat of the Year (CHBOTY). Expected are 30-35 boats in five classes offered. Both buoy and windward-leeward races will be conducted. A MANDATORY skippers meeting will be held on Saturday morning along with a…

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

January 27
Schooner Wharf Bar, 202 William Street
Key West, FL 33040 United States
+ Google Map

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
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

505 Midwinters, Clearwater, FL

February 1 - February 3
Clearwater Community Sailing Center
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Gasparilla Regatta, Tampa, FL

February 10
Tampa Sailing Squadron, 1250 Apollo Beach Blvd.
Apollo Beach, Florida 33572
+ Google Map

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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St. Petersburg National Offshore One-Design (NOODS) Regatta

February 15 - February 17
St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
+ Google Map

St. Petersburg National Offshore One-Design (NOODS) Regatta, Feb. 15-17 The St. Petersburg Yacht Club is host for this annual regatta. The NOOD regatta features several separate one-design classes, and PHRF racing with a combination of windward/leeward and distance racing courses. Entries from across the eastern half of the U.S. attend. Six NOOD Regattas are held around the country annually. Go to the Sailing World NOOD website for more information at www.sailingworld.com/nood-regattas.

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Force Five Midwinter Championship, Florida Keys

February 18 - February 23
Upper Keys Sailing Club

  The Midwinters will once again be hosted by the Upper Keys Sailing Club in Key Largo.  Sailors arriving early will have use of the club facility to get in some practice racing. For more information go to www.upperkeyssailingclub.com, or http://force5.us/main/.

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Laser Midwinters East, Clearwater, FL

February 20 - February 24
Clearwater Yacht Club, 830 Bayway Blvd.
Clearwater, FL 33767 United States
+ Google Map

Laser Midwinters East, Clearwater, FL Clearwater Yacht Club. 

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March 2019

J/24 Midwinter Championship, Tampa, FL

March 1 - March 3
Davis Island Yacht Club
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Bacardi Cup Invitational Regatta, Miami, FL

March 3 - March 9
Biscayne Bay Yacht Club, 2540 S Bayshore Dr
Miami, FL 33133 United States
+ Google Map

Top-tier one-design boats from around the world race on Biscayne Bay. Melges 24, Viper, Flying Tiger, Star, J/70. Coral Reef Yacht Club and Biscayne Bay Yacht Club. www.bacardiinvitational.com

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Miami Sailing Week, Miami, FL

March 4 - March 10
Cocountu Grove Sailing Club, 2990 S Bayshore Dr FL 33133 United States + Google Map

Celebrating the 10th anniversary in 2019, this is an annual multi-class regatta in Miami with teams from countries around the world racing on Biscayne Bay. Many consider this to be one of the top ten sailing events in the world. Hosted by the Coconut Grove Sailing Club. www.miamisailingweek.com.

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Crown Cars Regatta, Gulf of Mexico, Tampa Bay, FL

March 9
St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
+ Google Map

This event is now in its 35th year and continues to give participants a great time on the Gulf of Mexico. It is open to all classes with windward/leeward and random-leg courses for different classes. This regatta is a Suncoast Boat of the Year and Gulf Boat of the Year event. NOR and entry forms can be found on the St. Petersburg Yacht club website at www.spyc.org. You can enter these three races for one combined, reduced rate: Pusser’s Rum…

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Miami to Havana

March 13
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
St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
+ Google Map
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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St. Augustine Race Week, St. Augustine, FL

March 23 - March 30
St. Augustine St. Augustine, FL United States + Google Map

First Coast Sailing Association sponsors this event. This year St. Augustine Race Week has expanded from 4 days to a 5-day event. The Youth Regatta, featuring 420 dinghies, will be held the weekend before the bigger boat races. They will once again race downtown just south of historic Castillo de San Marcos in full view of spectators. Boats 30 feet and under compete in the inshore series held in the Tolomato River just north of the Vilano Bridge in St.…

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April 2019

Lipton Cup 2019, New Smyrna Beach, FL

April 5 - April 7
Smyrna Yacht Club, New Smyrna Beach, 1201 South Riverside Drive
New Smyrna Beach, FL 32169 United States
+ Google Map
$50
syc burgee

Sign up for the Lipton Cup presented by Smyrna Yacht Club.  We are changing the course set up for 2019. Instead of the traditional triangle we will use a windward/leeward course for all three races. Depending on conditions we will be attempting to set two mile legs. The PRO will be Robert Armes of Mount Dora Yacht Club Call Dave Smith 386 426 2800 or go to our web site http://www.smyrnayachtclub.com  

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Ted Irwin’s Memorial Pusser’s Rum Cup, St. Petersburg, FL

April 6
St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
+ Google Map

Hosted by the St. Petersburg Yacht Club, this is west Florida’s largest one-day sailboat race. All classes are invited and racing is in Tampa Bay. Courses will be around Government Marks. Pusser’s hats, great food and Pusser’s Rum parties. Notice of Race and Entry Forms can be found on the SPYC website at www.spyc.org.

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Suncoast Race Week, Tampa Bay, FL

April 12 - April 14
St. Petersburg Yacht Club, 11 Central Avenue
St. Petersburg, FL 33701
+ Google Map

This event is hosted by the St. Petersburg Yacht Club in cooperation with the Davis Island Yacht Club and Bradenton Yacht Club. It is a long-standing tradition among regattas on Tampa Bay, with three days of racing, beginning with registration on Thursday evening at the St. Petersburg Yacht Club, and racing to the Bradenton Yacht Club on Friday. Due to a cancellation of the races the previous year at Bradenton, racing will be held on Saturday and Sunday out of…

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Nautical Gin Sarasota Bay Cup, Sarasota, FL

April 26
Bird Key Yacht Club, 301 Bird Key Dr
Sarasota, 34236 United States
+ Google Map

Nautical Gin and Bird Key Yacht Club are teaming up to present this regatta. The regatta is open to both PHRF and several One-Design fleets. Go to www.birdkeyyc.com, and www.regattanetwork.com/event/18256, for more information.  

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Women’s Challenge Regatta, Gulfport, Florida

April 27
Boca Ciega Yacht Club, 4600 Tifton Drive South
Gulfport, FL 33711 United States
+ Google Map
$50.00

The Women's Challenge Regatta, formerly known as the Bikini Cup and sponsored for many years by the Windjammers of Clearwater, is back again this year.  It is a goal of the Rhumb Runners at Boca Ciega Yacht Club to promote and support women's sailing. This regatta has a rich history of doing exactly that. Women of the Gulf Coast, assemble your teams, find a fast PHRF-rated boat and start practicing for the 2019 WCR to be held on Saturday, April…

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Morgan Invasion and Tampa Bay Hospice Cup, Tampa, FL

April 27
Davis Island Yacht Club

Morgan Invasion and Tampa Bay Hospice Cup, Tampa, FL, April 27 This is a major fund-raising event that benefits both LifePath Hospice in Hillsborough County and Suncoast Hospice in Pinellas County. Hosted by the Davis Island Yacht Club. www.tampabayhospicecup.com.

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May 2019

Annual Mug Race, Jacksonville, FL

May 4
The Rudder Club, 8533 Malaga Ave
Jacksonville, FL 32204 United States
+ Google Map

66th Annual Mug Race, Jacksonville, FL, May 4 The Rudder Club of Jacksonville hosts this race, touted as the longest river sailboat race in America. The race along the beautiful St. Johns has challenged thousands of sailors through the years, as they test their skills against the river's currents, bends and changing winds. Boats compete for the coveted Mug or to win one of the 50 class trophies. The race starts in Palatka.

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Annual Bone Island Regatta, West Florida to Key West

May 15 - May 18

10th Annual Bone Island Regatta, West Florida to Key West, May 15-18 This is a Boat of the Year race for the Sarasota Bay Yachting Association. This regatta has two start locations, Sarasota and Tampa Bay, both starting on May 15, times to be determined. Multihulls and monohulls. All boats must hold a current, valid WFPHRF rating. Entry fee is $125 through March 31, then $150 through April 30 and $175 starting May 1. Final deadline for entry is 5pm…

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2nd Annual Most Memorable Regatta

May 17 - May 24
Davis Island Yacht Club
$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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