SAIL AVAILS

SAIL AVAILS – 757-876-8654

Sun May 1 – 11 am sold out, 2:30 RAIN

Mon 2^nd – 11 am OPEN, 2:30 pm OPEN

Tue 3^rd – 11 am sold out, 2:30 pm sold out

Wed 4^th– 11 am OPEN, 2:30 pm OPEN

Thu 5^th– 11 am OPEN, 2:30 pm sold out

Fri 6th– 11 am OPEN, 2:30 pm sold out

Sat 7th– 11 am sold out, 2:30 pm sold out

Sun 8th– 11 am sold out, 2:30 pm OPEN

Mon 9^th– 11 am sold out, 2:30 pm OPEN

Tue 10th– 11 am OPEN, 2:30 pm OPEN

Wed 11th– 11 am OPEN, 2:30 pm OPEN

Let’s Go Sail

Check rates and pick a day for a sailboat charter. See reviews on Trip Advisor from sailors just like you.

More from the Captain...

Scariest Sailing Moments

October 9, 2026

South Boston sailboat struck by lightning Let’s go sail the York River, where couples enjoy a serene three hours. Take one of 6 sailing adventures near the Chesapeake Bay for your best vacation excursion: Adventure, Event, Appreciation, History, Lessons, Boat Buying. Sit in the catbird seat or up on the

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Robby Naish Became an Icon

September 8, 2026

By Danielle Rossingh and Shirley Robertson, for CNN, April 23, 2018 CNN —Robby Naish was a shy, 11-year-old kid growing up in Hawaii when he took his first ride on a windsurfing board. The son of a competitive surfer from California, it would alter the course of his life. From that

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Make-A-Wish Sailing

August 31, 2026

Take one of 6 sailing adventures near the Chesapeake Bay for your best vacation excursion: Adventure, Event, Appreciation, History, Lessons, Boat Buying. Put life back on an even keel with a romantic experience for a birthday or anniversary. 3-hour sailboat cruise as a semi-private yachting charter lets you exhale and

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