The Southernmost Regatta

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The Southernmost Regatta Sun, steady breeze, and fast fleets collide in this iconic winter regatta set on crystal-blue Key West waters.

Team Fireball is signed up for another week of sailing on the clear, blue waters of Key West!Join them & the rest of the...
09/08/2026

Team Fireball is signed up for another week of sailing on the clear, blue waters of Key West!

Join them & the rest of the J/111 class! Link in our bio!🌴🌞⛵️

Congratulations to MoneyPenny for taking home Top Corinthian at J/111 North Americans last weekend in Youngstown, NY!🌊⛵️...
09/02/2026

Congratulations to MoneyPenny for taking home Top Corinthian at J/111 North Americans last weekend in Youngstown, NY!

🌊⛵️🥥🌴🍹🌞

📸Tim Wilkes Photography

Team Foreign Exchange also joins the J/111s! Back for another week of sun & sailing in Key West!🌊🌴🌞🍹⛵️🥥
09/02/2026

Team Foreign Exchange also joins the J/111s! Back for another week of sun & sailing in Key West!

🌊🌴🌞🍹⛵️🥥

Sitella is back for another round! We’ll meet you at Mile 0 in January! ⛵️🌞🥥🌴🌊🍹
09/01/2026

Sitella is back for another round! We’ll meet you at Mile 0 in January!

⛵️🌞🥥🌴🌊🍹

Good luck to all the J/111s competing at North Americans this month! 🌊⛵️🌴☀️🍹🥥Add The Southernmost Regatta to your 2027 s...
08/04/2026

Good luck to all the J/111s competing at North Americans this month!

🌊⛵️🌴☀️🍹🥥

Add The Southernmost Regatta to your 2027 schedule!
We’ll meet you at Mile 0!

Jax is back for another week of cold b**r, blue skies & clear waters in Key West this January! ⛵️🌴🫧🌊☀️🍹🥥Sign up via the ...
07/01/2026

Jax is back for another week of cold b**r, blue skies & clear waters in Key West this January!

⛵️🌴🫧🌊☀️🍹🥥

Sign up via the link in our bio. We’ll meet you at Mile 0!

Azulito will be meeting us at Mile 0 this January 18-22nd for Southernmost 2027!🌊☀️🌴⛵️⚓️Join the party! Link in our bio!...
06/30/2026

Azulito will be meeting us at Mile 0 this January 18-22nd for Southernmost 2027!

🌊☀️🌴⛵️⚓️

Join the party! Link in our bio!

This is your sign to use SMR as a warmup for the ORC North American Championship 2027…☀️🌊🍹🥥🌴⛵️We’ll see you at Mile 0! J...
06/12/2026

This is your sign to use SMR as a warmup for the ORC North American Championship 2027…

☀️🌊🍹🥥🌴⛵️

We’ll see you at Mile 0! January 18-22nd, 2027!

Meet us at Mile 0 in 2027! 🌊⛵️🥥🌴🍹🌞The Southernmost Regatta will kick off January 18-22! Join us for a week of sailing on...
05/15/2026

Meet us at Mile 0 in 2027!

🌊⛵️🥥🌴🍹🌞

The Southernmost Regatta will kick off January 18-22!
Join us for a week of sailing on the clear, blue waters of Key West & experience the culture of the Keys after racing! We’ll see you there!

We had so much fun in 2026, we’re planning to do it all again next year! 🌊🌴⛵️🥥🍹🌬️Join us back down at Mile 0, January 18...
01/28/2026

We had so much fun in 2026, we’re planning to do it all again next year!

🌊🌴⛵️🥥🍹🌬️

Join us back down at Mile 0, January 18-22, 2027! New registration link is in our bio! We’ll see you there!

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Key West, FL

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