Welcome

Meet Us at a Happy Hour.

Looking for an easy way to meet Singles on Sailboats members? Join us at an SOS Happy Hour near you! Held at locations throughout the area, our Happy Hours are a relaxed way to meet new people, catch up with friends, and learn more about SOS.

Grab a drink or a bite to eat and get to know us!

Visit our Event Calendar

Join Now—Your Membership is Good Through January 30, 2028! 

There is no need to wait until next sailing season to join Singles on Sailboats. While our sailing season may be winding down, SOS stays active all year with Monthly Brunches, Fireside Chats, Education Seminars, Happy Hours, and other opportunities to get together.

Whether you're an experienced sailor or have never set foot on a boat, you're welcome aboard. Our relaxed, friendly atmosphere makes it easy to get involved, learn something new, and meet people who share an interest in sailing and the Chesapeake Bay.

Join today, meet new friends this winter, and you'll already be part of the crew when sailing season begins!

New Member Application

Join us for Lin Pardey’s Evening of Fun-Ding for CRAB on Friday, October 16, from 6:30–9:00 PM at the United Church of Christ of Annapolis in Edgewater. Legendary sailor and author Lin Pardey has a long history of supporting Chesapeake Region Accessible Boating (CRAB), and while she is back in Annapolis for the Sailboat Show, SOS is helping her continue that tradition with an evening of food, laughter, fun, and a silent auction, with all profits benefiting CRAB. The event is open to the public, registration is $30 per person, and attendance is limited to 60 guests, so sign up soon! SOS members can also volunteer, donate to the fundraiser if they cannot attend, or contribute an item to the silent auction.

Click Here to Register or Donate