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 14! 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 14.  We offer private lessons for all ages. 


We are looking forward to a great season in Summer 2021!
We will continue to safeguard the safety of your children.
Our programs for the coming season will include:
Novice classes to teach new sailors the basics.
Experienced classes for returning students will focus on techniques and racing.

June 21 to July 2 - Limited Single Week Sessions Available
July 5 to July 16 - Limited Single Week Sessions Available
July 19 to July 30 - Limited Single Week Sessions Available
August 2 to August 13 
Limited openings for the weeks of 8/2 or 8/9 morning sessions 
Limited openings for two week afternoon session
Email or call for availability

Sailaway Registration 2021

Learn to Sail Charters 

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 14 through August 14, 2021. Call or email for details.


call  203-209-3407 or email