Sailaway is committed to ensuring the safety of staff and sailors.   

Email or call for details.

Sailaway Sailing School 

Sailaway Sailing School, LLC is a Summer destination for kids ages 9 to 15! Our Sailing School is located on the docks of Captain's Cove Seaport in the historic Black Rock Harbor, Bridgeport, Connecticut. Our Mission:  Have Fun, Make Friends, Learn to Sail on Long Island Sound!

Sailaway Sailing School's staff will be the friends you need to get started in the wonderful sport of sailing.  Whether it's competing in a regatta or just enjoying a lazy day cruising on the Sound with friends, the common goal is simple...having fun!  Our popular Summer Program is for kids ages 9 to 15.  And we offer Group and Private Lessons for all ages. 


 June 11, 2020
Thank you to everyone who has signed up for our programs 
in these difficult times. 
We appreciate you trusting us with your child's safety.
At this time all of our classes are sold out. If all goes well we hope to add openings in the July 20th and August 3rd sessions.  
We have started a waiting list.  
Call 203-209-3407 or email if you are interested.

June 29 to July 3 *Sold out*
July 6 to July 17 *Sold out*
July 20 to July 31  *Contact us to be added to our wait list*
August 3 to August 14  *Contact us to be added to our wait list*

Sailaway 2020 Registration June 1st

Learn to Sail Charters 
Will not be available in 2020 due to COVID 19

Looking for a great gift?  
Give the gift of sailing with a Learn to Sail Cruise on Long Island Sound.  Departing from Captain's Cove Seaport in Bridgeport, this two or three hour voyage with one of our certified instructors teaches the basics and give sailors a chance to take the helm and feel the wind in their sails. We'll provide a gift certificate for a two or three hour cruise that can be booked from June 1 through August 16, 2019. Call or email for details.


call  203-209-3407 or email