Welcome!

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

Ready for more? Join the Singles on Sailboats community and enjoy sailing events, social gatherings, and educational opportunities throughout the year. Whether you're an experienced sailor or have never set foot on a boat, you're welcome aboard.

Our relaxed, friendly atmosphere means there's no pressure to attend every event or have any prior sailing experience. Come aboard and discover the joy of sailing.

New Member Application

Membership Benefits

  • Meet like-minded friends in our active social sailing community
  • Sail the Chesapeake Bay and/or Abroad
  • Robust sailing schedule April through October
  • Sailing opportunities are affordable and inclusive for all levels
  • Extensive educational and learning opportunities
  • Enjoy monthly brunches, fireside chats, and seminars in the winter
  • Mingle at regional Happy Hours
  • And more!