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TSS

Est. 1964
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2026 Commodore's Cup Regatta

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About this event

2026 Commodore's Cup Logo

Tampa Bay's Premier Regatta — Commodore's Cup 2026

Mark your calendar for May 29–30, 2026, and join Tampa Sailing Squadron for our annual Commodore's Cup Regatta, hosted at TSS's home in Apollo Beach. Racing takes place on the beautiful open waters of Tampa Bay, north and west of Apollo Beach and south of MacDill Air Force Base – some of the finest racing grounds on Florida's Gulf Coast.

Classes include Spinnaker, Non-Spinnaker, Racer-Cruiser, Cruiser, Pocket Cruiser, and Multihull, for WFPHRF boats and an Assigned Rating Class (ARC) for novice racers and cruisers who want to test their skills in our inclusive "Mother Lode" class. This is the perfect event for both seasoned club racer and the more casual sailor alike.

Early registration is just $75 – includes a regatta shirt and Saturday dinner ticket – if you sign up by May 14. Late registration is $85.

The weekend is as much a celebration as it is a competition. Kick things off Friday evening with competitor packet pick-up, hamburgers, hot dogs, and complimentary beer, followed by a Skippers' Meeting at 7:00 pm.

Saturday morning, a hot complimentary full breakfast will be served at 8:00 am. The first warning signal for racing is at 10:00 a.m. After the racing stay for the afternoon social, a sit-down dinner, and a full awards ceremony by 7:30 p.m. This is Tampa Bay sailing at its most spirited. Don't miss it – register today!

Register for the race and order additional regatta shirts before May 14 to ensure that the sizes and quantities you want are delivered at the event. Race registrations and sales of dinner tickets and regatta shirts are not final until paid.

Notice of Race

Sailing Instructions

Schedule

    Friday, May 29
  • 1730–1900 Competitor packet pick-up. Shirts, hamburgers, hot dogs and soft drinks available for sale, together with complimentary beer.
  • 1900 Competitors Meeting in the TSS Club House.
    Saturday, April 18
  • 07300–0830 Complimentary Fresh Cooked Breakfast: Eggs, sausage, toasted English muffins, oatmeal, coffee, iced tea, juice & more.
  • 1000 1st Warning Signal for Rolling Starts for Spinnaker, Non-Spinnaker, Racer-Cruiser, Cruiser, Pocket Cruiser and Multi-Hull classes on fixed mark course. One race planned for each class.
  • 1030 1st Warning Signal for Mother-Lode Class fixed mark course. One race planned.
  • 1600 Party time
  • 1800 Dinner time.
  • 1930 Awards presentation.

Classes, course, start times, and social schedule subject to change

Date and Time

Friday, May 29, 2026, 5:30 PM until Saturday, May 30, 2026, 9:00 PM Eastern Time (US & Canada) (UTC-05:00)

Location

TSS Regatta
Apollo Beach, FL  
USA

Event Contact(s)

Keith Grimes
847-287-8607 (c)


Regatta Committee

Category

Regatta

Registration Info

Registration is required before Friday, May 29, 2026 at 12:00 PM
Payment In Full In Advance Only
Registration modifications are permitted until Thursday, May 14, 2026 at 9:00 AM
Registration cancellations will be accepted until Thursday, May 14, 2026 at 9:00 AM

Number of People Who Will Attend

All Registrants
Register Now
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Activities/Items (Click the down-arrow to view details)
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Commodore's Cup Race
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Dinner Ticket
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Regatta Shirt, Large
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Regatta Shirt, Medium
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Regatta Shirt, Small
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Regatta Shirt, X-Large
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Regatta Shirt, XX-Large
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Regatta Shirt, XXX-Large