Annapolis to Bermuda Race Photo Gallery

A biennial 725-mile-long sailboat race from Annapolis, Maryland, on the Chesapeake Bay to Bermuda, hosted by the Eastport Yacht Club in Annapolis.

Mount Gay Rum Red Cap of the Week for Sailors 2025

Every week SpinSheet readers send fun photos of sailors wearing Mount Gay Rum Red Caps for our weekly contest, which we present at this gallery

SpinSheet Crew Party Photos 2025

SpinSheet hosts three signature crew parties per year to connect skippers (sailboat owners) and potential crew members in real life, a tradition we started 30 years ago

SpinSheet Solomons Crew Party 2025

SpinSheet's First Crew Party of 2025 a Success!

Great Chesapeake Bay Schooner Race 2024 Results and Photos

Woodwind Winds the Great Chesapeake Bay Schooner Race 2024

The Sunny Annapolis Sailboat Show 2024 in Photos

What a Show! The Annapolis Sailboat Show 2024

SpinSheet Summer Cover Contest 2024

SpinSheet Summer Cover Contest Winner and Favorite Reader Photos

Maryland Cures Cancer Regatta 2024 Results and Party Photos

Maryland Cures Cancer Regatta

CRAB Cup 2024 Sailing Results and Party Photos

A Sailor’s Favorite Charity Regatta: the Crab CUP Sailing Race

Oxford Regatta Results and Photos of Sailors on Shore and Sea

Sailors Have Summer Fun in Oxford, on Shore and Sea

East of Maui - Eastport Yacht Club Standup Chesapeake Challenge Photos

Party PIcs from the East of Maui- Easport YC Chesapeake Standup Challenge

Pages