The Southernmost Regatta

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

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

Jax is back for another week of cold beer, 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!

A few of the faces that help make this event possible! Thank you race committee!🌊☀️🌴⛵️🥥
01/24/2026

A few of the faces that help make this event possible! Thank you race committee!

🌊☀️🌴⛵️🥥

Headed upwind on those clear blue waters of Key West!🌊☀️🌬️
01/24/2026

Headed upwind on those clear blue waters of Key West!🌊☀️🌬️

Cheers to our winners!🍹⛵️Congratulations competitors! We saw some amazing racing this week with lots of close races & he...
01/24/2026

Cheers to our winners!🍹⛵️
Congratulations competitors! We saw some amazing racing this week with lots of close races & here are the results:

🏆J/111
🥇Bravo
🥈Spaceman Spiff
🥉Fireball

🏆Cape 31
🥇Sitella
🥈Cool Breeze
🥉Hobbes

🏆ORC
🥇Sitella
🥈Azulito
🥉Interlodge

Let’s hear it for our day 5 winners!🏆☀️ORC🥇Zammermoos🥈Sitella🥉Azulito🌬️Cape 31🥇Sitella🥈Warrior Won🥉Cool Breeze🏆J/111🥇Chi...
01/23/2026

Let’s hear it for our day 5 winners!🏆

☀️ORC
🥇Zammermoos
🥈Sitella
🥉Azulito

🌬️Cape 31
🥇Sitella
🥈Warrior Won
🥉Cool Breeze

🏆J/111
🥇Chips Ahoy
🥈Spaceman Spiff
🥉Fireball

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Key West, FL

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