Sailaway Sailing School 

Sailaway, LLC is owned and operated by folks who love boats and being out on the water. Our Sailing School is located on the docks of Captain's Cove Seaport in the historic Black Rock Harbor, Bridgeport, Connecticut. This full service marina provides slip space for over 400 boats and has a great family atmosphere with its restaurant and shoppes. 

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 16.  And we offer Group and Private Lessons for all ages. 


2015 Summer Program For Kids
June 22nd to August 14th
Registration is now Open!  
Enroll Early, Space is Limited!

2015 Registration Form

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 July through August 2015 and the American Sailing Association's Learn To Sail booklet. Call or email for details.


call  203-209-3407 or email