(508) 757-2140




Our all access memberships include sailing, sailing lessons, paddling, paddling lessons, access to other sites, and guest privileges to the boats capacity.

Would you like to take out an extra kayak or SUP for your guest -- just $10 flat fee.

Adult Memberships are for age 16 and up.

Adult Membership Prices 

  • 30 Day Trial Membership - $199
  • Full Season Membership - $385
  • Full Season Returning Membership - $339
  • Double Adult Membership – 2 adults - $599
  • Student Memberships - $285
  • Senior (65+)/Military (retired & active) - $310
  • Social Membership – Sail a few times and want to support regatta point - $175



Unplug, unwind and reconnect!  Nothing builds life long memories while spending time together-in a sailboat!

There are very few activities that families can enjoy together – hiking, skiing and sailing comes to mind. Regatta Point Community Sailing has recently developed a family sailing program that builds skills similar to those you would learn from a team building program. Whether it’s building a stronger family unit, developing a foundation for a new relationship or just spending a fun Friday night together as a family – nothing hits the marks like Family Fridays at Regatta Point Community Sailing.

This sailing program is for 2 adult (21+) and up to three children (7-17). 

RPCS Double Adult & Family Members -- this is included in your membership. 

Non Members – $275

 We hold four classes per session over the course of successive Fridays from 6-8pm.

  • Session 1 – Fridays starting June 1st, 8th, 22nd, and 29th. No class on 6/15
  • Session 2 – Fridays starting July 6th, 13th, 20th and 27th.
  • Session 3 – Fridays starting August 3rd, 10th, 17th, 24th.


Our group lessons are a great way to have fun with new people while learning to sail.

Regatta Point Community Sailing Adult Schedule: 2018 Season

Adult Lessons – Summer weekday adult lessons are held from 6:00 – 7:45 unless otherwise noted with an *. In those cases (fall classes), classes begin at 5:30.




Weekdays Refresher Class - A one day class to polish up some skills from Beginner I

Prerequisite: Beginner I

  • Dates TBD

Beginner I Class – Learn to Sail

Prerequisite: None - The perfect place to start

6 Classes per Session – Wednesdays and Thursdays

  • Beginner I Session A beginning Wednesday, May 2nd
  • Beginner I Session B beginning Wednesday, May 23rd
  • Beginner I Session C beginning Wednesday, June 20th
  • Beginner I Session D beginning Wednesday, July 18th
  • Beginner I Session E beginning Wednesday, August 8th
  • Beginner I Session F beginning Wednesday, August 29th *classes begin at 5:30pm*
  • Beginner I Session G beginning Wednesday, September 19th *classes begin at 5pm*

Beginner II Class – jib, boat balancing, telltales, capsize recovery

Prerequisite: Helmsman certification or equivalent

6 Classes per Session - Monday and Tuesday

  • Beginner II Session A – Mondays and Tuesdays beginning May 14th -- No Class May 28th & 29th 
  • Beginner II Session B – Mondays and Tuesdays beginning June 18th
  • Beginner II Session C – Mondays and Tuesdays beginning July 9th
  • Beginner II Session D – Mondays and Tuesdays beginning July 30th
  • Beginner II Session E – Mondays and Tuesdays beginning August 20th *classes begin at 5:30pm*
  • Beginner II Session F - Mondays and Tuesdays beginning September 10th *classes begin at 5pm*

Under the Bridge - geography, techniques, paddling;

Prerequisite: Beginner II certification or US Sailing Level I

Dates TBD

Basic Keelboat Class – Learn to sail larger boats, anchoring,basic cruising plans

Prerequisite: Beginner I & Beginner II

6 Classes per Session – Wednesdays and Thursdays

  • Basic Keelboat A beginning Wednesday, May 23rd
  • Basic Keelboat B beginning Wednesday, June 20th
  • Basic Keelboat C beginning Wednesday, July 18th
  • Basic Keelboat D beginning Wednesday, August 8th

High Performance Classes– 2 Classes per Session

prerequisite –  Beginner II certification or US Sailing Beginner certification

Laser – 2 classes per session – Fridays

  • Laser A begins Friday June 22nd
  • Laser B begins Friday July 20th
  • Laser C begins Friday, August 17th

420 – 2 classes per session – Fridays

  • 420 A begins Friday, June 1st
  • 420 B begins Friday, July 6th
  • 420 C begins Friday, August 3rd

High Performance Theory (Intermediate)– laylines, weather, and tides, roll tacking;

prerequisite: 420 class completed

6 Classes per Session – Mondays and Tuesdays

  • High Performance Theory A beginning Monday July 23rd

Adult Racing Program (beginners & advanced sailors, skippers or crew all are welcome)

Hunter 15s Racing – Tuesdays after Memorial Day:

  • skipper’s meeting at 5:30, (Rigging/derigging, sailing, and theory for the particular boat)
  • first race at 6:00.


Monday, Tuesday & Friday by appointment – signup in the office or by phone at (508)-757-2140.


One of our more popular activities for adventure seekers.  No racing experience is needed to join the fun

Sailboat Racing - Every Tuesday starting after Memorial Day.

  • Skipper’s meeting at 5:30,
  • First race at 6:00

Beginners and advanced sailors, skippers and crew, all are welcome! Safety, Fun, and Racing!

There is no better way to hone your sailing skill than racing. Racing involves boats sailing towards the same place. When one boat is sailing faster than the other, it is a great time to look and see how they are achieving their speed. Maybe the boat is sailing faster because they have their sail trimmed different or perhaps it’s where their weight is placed in the boat. Whatever the case, everyone is certain to have a great time and learn tons about sailing. Participants who wish to skipper a boat must have their helmsman rating. Sailors without their helmsman are always welcome to join in as crew for other skippers. We always need crew.

No racing experience is needed. We teach the basics of racing skills in the Beginner II class.


In addition to having a great time on the water, our family and adult membership also includes access to fun social events all season long.

2018 Adult Program Schedule of Events

Pre-season Rigging Day – Saturday April 28, 2018 @ 10am
Come down to help us get ready for the 2018 season! We need all the help we can get to bring the boats out of storage, get them rigged, and prepare the boathouse for the year. Lunch will be provided for all volunteers.

Opening Day – Monday April 30, 2018 @ 4:00

Celebratory Libation - Do Sailers really need an excuse to get together and raise a glass? Nope -- but, we have one, the completion of a Beginner Class. Come celebrate at 2ovens, White City Plaza, 84 Boston Turn Pike, in Shrewsbury, MA.

  • Celebrate at 2ovens Thursday, May 17th @ 8:15pm
  • Celebrate at 2ovens Thursday, June 7th @ 8:15pm
  • Celebrate at 20vens Thursday, July 12th @ 8:15pm
  • Celebrate at 2ovens Thursday, August 2nd @ 8:15pm
  • Celebrate at 2ovens Thursday, August 23rd @ 8:15pm
  • Celebrate at 2ovens Thursday, September 13th @ 7:45pm
  • Celebrate at 2ovens Thursday, October 4th @ 7:15

Capt’n Luke’s Clam Bake – TBD
Under-the-Bridge – June 10th, July 1st, August 12th, September 9th
Moon light sail – full moon – June 29th @ 7pm, July 27th @ 7pm,
Family Picture Day - August 17th @ 2pm
De-rigging Days – October 20th @ 10am