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Sailing in Pensacola

Pensacola Bay and Santa Rosa Sound hold the clearest, most protected sailing water in the Panhandle, with an established yacht club, catamaran rentals off the beach, and big sandbars made for anchoring out.

Upcoming sailing events in Pensacola

Regattas, race series, and championships hosted by clubs and schools across Pensacola.

  1. WFORC Regatta

    Pensacola Yacht Club · Details at regattaman.com ↗

    GYA West Florida Ocean Racing Circuit regatta: buoy racing Saturday on Pensacola Bay, a distance race to the Gulf sea buoy Sunday.

  2. Jubilee Regatta

    Pensacola Yacht Club · Details at pensacolayachtclub.org ↗

    One-design regatta on Pensacola Bay, run by the club over the Halloween weekend.

  3. Big Mouth Regatta

    Pensacola Beach Yacht Club · Details at regattaman.com ↗

    One-day GYA handicap regatta on Pensacola Bay, with the skippers' meeting at the club the evening before.

  4. Bushwhacker Cup

    Pensacola Yacht Club · Details at melges24.com ↗

    Melges 24 regatta on Pensacola Bay, a stop on the class North American Sailing Series.

  5. Santa Claus Regatta

    Pensacola Yacht Club · Details at pensacolayachtclub.org ↗

    The club's December one-day regatta on Pensacola Bay, sailed in ORR-EZ handicap and one-design classes.

  6. ISCA Midwinters Series (Sunfish)

    Pensacola Yacht Club · Details at sunfishclass.org ↗

    Weeklong Sunfish class midwinters series on Pensacola Bay, a World Championship qualifier.

  7. Flying Scot Midwinter Championship

    Pensacola Yacht Club · Details at fssa.com ↗

    National Flying Scot Sailing Association Midwinters, hosted by PYC on Pensacola Bay.

  8. North Gulf Challenge

    Pensacola Yacht Club · Details at yachtscoring.com ↗

    Offshore race from St. Petersburg across the Gulf to Pensacola Bay, co-hosted with St. Petersburg Yacht Club; PYC hosts the finish, the post-race party and the awards.

Local weather in Pensacola

Live wind and sky, spot by spot, straight from the National Weather Service. Each card opens the full point forecast. NWS Mobile marine forecast (Pensacola–Apalachicola) →

Sailboat charters and rentals in Pensacola

Bareboat, crewed, daysail, and membership charters: sail without owning. Rent a boat you sail yourself in Pensacola from Key Sailing. All Florida sailboat rentals → See all Florida charter companies →

Sailing near Pensacola

The closest other metros we cover.

Looking wider than Pensacola? See everything in The Panhandle, or browse all Florida sailing schools, yacht clubs, and charter companies.