• This is the fastest and easiest point of sail. The wind is on the side of your boat (beam reach) and you’ll sail with your sails out half way.

Sun in Your Sky

  • The best days are with the sailing sun protecting our being with the nectar of life.

Love in Your Heart

  • Keep you heart full of love and light with your true friends capsuled forever this day on the water.

Rum in Your Glass

  • Enjoy that day on the water with our tasty secret recipe grog filled with Key West Rum.


The BrightSide is a Key West Sailing Tradition.

We are…

A VAGABOND CREW who enjoys sailing the Florida Keys, the Dry Tortugas, USVI, BVI and the World. Our life is to bring the joy of sailing to you where ever you find your heart. Follow our travels and live vicariously with our videos, photos, apparel, gear, secret recipe cocktails and most importantly your love. When you hoist a Glass of BrightSide Grog chase it down with the scent of the Sailing Waters in Old Key West. Come as guest visit with a spirit of adventure on the high seas. Crew leave a favorite pillow of their hometown to signify their heart is always in our home…

Sunset at Stock Island

Stuff we love

Have your own back!
Brewed right here in the Keys!
Key West Rum is the Rum we live!
Keepin' our brew cold!