Events
From strictly social to sporty competition, we offer sailing-oriented activities for all ages. These include festive regattas, weekly racing, our annual Round the Island Race, and much more. Check out our calendar and events listings for upcoming fun.
Calendar
- September 4, 2026
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SAVANNAH - CFK Academy Volunteers
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- September 11, 2026
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SAVANNAH - CFK Academy Volunteers
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- September 18, 2026
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US Sailing Level 1 Class
**Pre-registration Required** Go to ussailing.org for details. -
SAVANNAH - CFK Academy Volunteers
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- September 19, 2026
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US Sailing Level 1 Class
**Pre-registration Required** Go to ussailing.org for details.
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- September 20, 2026
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US Sailing Level 1 Class
**Pre-registration Required** Go to ussailing.org for details.
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- September 21, 2026
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Homeschool Sailing
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Homeschool Sailing
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Sailing 101 & 102 (Opti Optional)
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- September 22, 2026
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Somerset
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Little Skippers (Opti Optional)
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- September 23, 2026
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Sigsbee Sailing Program
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Racing 101 or Adventure Sailing Program
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- September 24, 2026
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Somerset
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Development Team or Keelboat 101
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- September 25, 2026
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SAVANNAH - CFK Academy Volunteers
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Montessori Sailing Program
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KWCSC Race Team
**Pre-registration required, and on an invite-only basis*
Visit our website for more information on our Youth Programs.
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- September 28, 2026
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Homeschool Sailing
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Homeschool Sailing
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Sailing 101 & 102 (Opti Optional)
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- September 29, 2026
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Somerset
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Little Skippers (Opti Optional)
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- September 30, 2026
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Sigsbee Sailing Program
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Racing 101 or Adventure Sailing Program
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- October 1, 2026
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Somerset
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Development Team or Keelboat 101
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- October 2, 2026
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SAVANNAH - CFK Academy Volunteers
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Montessori Sailing Program
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KWCSC Race Team
**Pre-registration required, and on an invite-only basis*
Visit our website for more information on our Youth Programs. -
First Friday Potluck & Guest Speaker Series
Join us for our monthly social potluck at the Key West Community Sailing Center!
This event is open to all members, friends, and anyone interested in becoming part of our sailing community. Bring a dish or drinks to share, enjoy good company, and hear from this month’s featured speaker.
See our Facebook page for additional details and to let us know what dish you will be bringing.
The evening begins at 6:00 PM, with the speaker’s presentation starting at 6:30 PM.
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Featured Events
Sunday afternoon racing – Weekly friendly competition with Skippers Meeting at 1 pm to announce course and other details. Local residents/non-members are invited to participate as crew, space permitting.
Regattas – Periodic special series of fun and competitive races. Our popular Halloween Regatta is an annual event. For other regattas, we have invited neighboring sailing centers to participate and our sailors also travel to nearby sister organizations’ regattas.
Center socials – We gather at our beautiful waterfront pavilion and beach for comraderie at planned and ad-hoc social times.
Round the Island Race – A longstanding annual spring tradition that involves a sail around the island of Key West. It starts and finishes at the Sailing Center. Members and visitors are welcome, using Center and private boats. An awards ceremony is held at the conclusion of this fun adventure.
Community partnerships – The Center partners with local Key West organizations and others through supportive activities. “Come About Boating Adventures” are offered, when Center volunteers take clients of M.A.R.C. House (pictured here) out on the water. We have also hosted traveling programs such as SailFuture’s Defy the Odds student sailing and study experience.
Watch our Calendar HERE for sailing activities, socials and other events.
Summer Camp
Community partnerships – The Center partners with local Key West organizations and others through supportive activities. “Come About Boating Adventures” are offered, when Center volunteers take clients of M.A.R.C. House (pictured here) out on the water. We have also hosted traveling programs such as SailFuture’s Defy the Odds student sailing and study experience.
Watch our Calendar HERE for sailing activities, socials and other events.