What we're about

The Meetup Singles on Sailboats Group is a vehicle to introduce prospective members to our club.

The club is an organization of singles in the Chesapeake Bay area (over 700 members) who enjoy sailing, or want to get involved in the sport. Members include skippers (boat owners - about 125) and crew looking for OPB's (other peoples boats) to sail on.

Experienced and novice sailors are welcome, and the club offers extensive learning experiences. Activities include a busy schedule of day sails, weekend cruises, and extended 10-day cruises during the sailing season (April thru November), and many social get-togethers during the off-season.

We also organize one or two bareboat charter events every year, to destinations literally around the world. Recent destinations have included several to the Carribbean, Australia, Lake Huron, Croatia For more info, visit our website at www.SinglesonSailboats.org (http://www.singlesonsailboats.org/).

Through the Meetup website we offer year-round monthly happy hours throughout the northern Chesapeake Bay area. These are located from southeastern Pa to northern VA, and numerous points in between. They are attended by both Meetup participants and active club members. Active members do not RSVP through Meetup, so you will find many more attendees at these events than this site might indicate.

During the off-season (November through March) we also offer monthly Sunday Brunches in Annapolis. These typically attract over 100 attendees, and always include a speaker on a subject of interest. Speakers have included noted authors, Bay Pilots, outdoors & nature photographers, celebrated sailors, among others.

Members and non-members are welcome at the happy hours and brunches, all posted on this site. We invite you to participate in our Meetups, meet club members, talk sailing, and consider joing the club.

Upcoming events (5)

SOS Northern VA/DC Happy Hour

Mylos Grill

Join sailors from Single on Sailboats as we gather and share "sea stories" and plan sailing opportunities during the Northern Virginia/District of Columbia Happy Hour held on the 1st Wednesday of each month at Mylo's Grill. Located in the Chesterbrook Shopping Center. We meet in the bar area. Free parking, great food and drinks. Explore your interest in sailing, whether it be experienced, novice, or just curious. The SOS club offers many ways to engage in the sport, on a limited budget. Come to our Happy Hour, meet some members, learn about the club and consider joining this fun and educational sailing club. Please RSVP here so we know who to expect and how much seating is needed for our group. Wendy Adams, Event Host

SOS Ellicot City Happy Hour

Bare Bones Grill & Brewery

This is a Happy Hour for all those in the Baltimore metropolitan area who would like to gather with kindred souls, enjoy cheerful company, good drinks, delicious munchies, sea stories, and hear about the benefits of joining the club.

SOS Happy Hour South Central Pennsylvania

Location visible to members

*** Cancelled due to COVID-19. *** Enjoy cocktails and munchies, meet members, share sea stories, and learn about the sailing opportunities offered by the club. If you miss the 10 AM deadline the day of the event, to RSVP, you might still try showing up, but there is no guarantee that the restaurant won’t have to crowd you in by setting a chair at the end of the table.


Harvest Seasonal Grill & Wine Bar - Radnor

JUST SHOW UP - WE DON'T TAKE RESERVATIONS! Enjoy good company, good food, great people who share awesome sailing adventures. Happy Hour pricing from 4:30 PM to 7:00 PM. Singles on Sailboats (SOS) is a SINGLES sailing club who sail the Chesapeake. The club has several hundred single members, over 70 boats and 30% female skippers. Join the Club and enjoy days sails as well as weekend raft ups!

Past events (1,374)

SOS Wilmington Happy Hour

Timothy's Riverfront Grill

Photos (223)