Eastport Yacht Club

Time Machine takes line honors in the 2026 Annapolis to Bermuda Race! Congrats to EYC member, Skipper Bruce Irvin and his amazing crew! Enjoy those well-earned Dark & Stormies.

Today is A2B race day! Watch the start here!

Live Start - 2026 Mustang Survival Annapolis to Bermuda Ocean Race Live from The Pride of Baltimore II, in Annapolis, MD. Watch the li...

Annapolis2Bermuda wants you to be in-the-know about the race this weekend!

Check out the schedule of events for the race this weekend here:

Annapolis Events — 2026 Mustang Survival Annapolis to Bermuda Ocean Race 12:00 – 14:00 Race Start live streamed and Watch Party at EYC Aft Deck12:30 – 15:00 “A2B Start Watch Cruise”: Get front row to the start of the race from the Woodwind schooner! Register here

Eastport Yacht Club is looking especially colorful this week with all these gorgeous flags! We are proud to welcome racers from around the world this week as we host the Santa Maria Cup and the Annapolis to Bermuda festivities. Don’t miss out on all the fun!

Get ready -the Santa Maria Cup starts in less than two weeks! Learn a little more about our amazing competitors before they arrive on June 1st.

The Santa Maria Cup is one of the premier women's match racing regattas in the world. Hosted annually by Eastport Yacht Club in Annapolis, Maryland, the event brings together top women sailors from around the globe to compete in head-to-head racing on the Chesapeake Bay.

As part of the Women's World Match Racing Tour, the Santa Maria Cup offers competitors the chance to earn valuable ranking points while showcasing their skills in one of America's great sailing venues.

As the weather gets warmer, there are a lot of sailing/boating events going on at the club.

We want to highlight the Annapolis2Bermuda race events in the near future: https://www.bermudaoceanrace.com/annapolis-events

Please join us May 31st 16:00 – 18:00 for the Flag Raising Ceremony followed by BBQ Food and Drinks!

Also, yes, you can go party with the sailors in Bermuda. You can find more about that on the A2B website.

Annapolis Events — 2026 Mustang Survival Annapolis to Bermuda Ocean Race 12:00 – 14:00 Race Start live streamed and Watch Party at EYC Aft Deck12:30 – 15:00 “A2B Start Watch Cruise”: Get front row to the start of the race from the Woodwind schooner! Register here

It's Day 2 of the US Match Racing Qualifier at EYC. To check live scores, visit https://www.matchracingresults.com/2026/eastport-usmrc-qualifier/