The CRAB Cup

  • Start: August 15, 2020 12:00 pm
  • End: August 15, 2020 9:00 pm



Support CRAB’s biggest FUNDRAISER


Compete in the online virtual Skippers Challenge to raise funds for CRAB. You don’t have to be a sailor – anyone can join!
All-Star Trophy awarded to the team or individual that raises the most funds for CRAB.

2019 CRAB Cup Race: Noon


NOR and Sailing Instructions coming soon

Boat Registration: $100 | Captains registering prior to July 31st at noon receive one extra Mount Gay hat and 2 drink tickets.

Join Annapolis sailors as they compete to support CRAB. Race starts at noon. This is the second jewel in the Triple Crown of Charity Sailing.
For more info, click here.

All skippers will receive one entry ticket and one ticket for a Skipper-Only Raffle for a $250 Annapolis Performance Sailing gift certificate.
Drawing will be at the party.

Additional Entry, food and drink tickets can be purchased separately.

Trophies for podium finishers.

Skipper bag pick up at Eastport Yacht Club – Friday 5:30-7:30 PM or Saturday 8:30-10 AM

Post Race Party: 4-8:30pm

Naptown Brass Band to kick-off the CRAB Cup party from 4-5pm,
Misspent youth will then take the stage from 5-8:30.

Ticket Information:
(Online Ticket Sales coming soon)

A la Cart options – Entry – $15 at the door/$5 under 12

Boatyard Bar & Grill Dinner – $15 / $10 under 12
Mount Gay and Red Stripe Drinks – $5 beer, wine, cocktails

VIP All-Inclusive option – $50 includes entry, dinner, 3 drink tickets and $10 donation to CRAB…and no line

Interested in Regatta Sponsorship?
Please contact Paul Bollinger at
Your sponsorship will support CRAB’s mission and sailing activities on the Bay
CRAB is a non-profit organization dedicated to making sailing available for people with disabilities.