Set Sail for Paradise: Key West Hosts the Thrilling Southernmost Regatta


Five Days of Competitive Racing, Tropical Vibes, and Unforgettable Experiences Await

For sailing enthusiasts and wanderlust-driven travelers, there’s no better way to escape the winter blues than a sun-soaked week in Key West, Florida. From Monday, January 20, through Saturday, January 25, the Southernmost Regatta, powered by Sailing Inc., will transform this idyllic island into a haven of high-stakes racing and island revelry. Whether you're a die-hard fan of the sport or simply seeking a unique getaway, this event promises world-class competition, vibrant energy, and a taste of the Florida Keys’ unmatched charm.

What Makes the Southernmost Regatta a Must-Visit?

This prestigious international sailing regatta draws top sailing teams from around the world, eager to test their skills in the warm waters of Key West. Here’s what you can expect:

  • Epic Competitive Racing:

    • Five days of action-packed races on the Atlantic Ocean, just off Key West’s stunning coastline.
    • Featured classes include One Design keelboats, Offshore Racing Congress (ORC) cruising keelboats, and the highly anticipated J/111 North American Championship.
    • Thrill-seekers can also catch boats competing in the J/70 and ORC Performance classes, showcasing speed, precision, and teamwork.
  • Perfect Conditions for Sailing and Spectating:

    • Key West’s subtropical January climate delivers balmy weather and steady breezes—ideal for both sailors and spectators.
    • Races unfold against the breathtaking backdrop of the continental United States’ only coral barrier reef, adding to the destination's allure.
  • Casual Island Atmosphere:

    • Watch the excitement unfold from Key West’s waterfront venues, where the ocean breeze and laid-back vibes make for an unforgettable viewing experience.
    • After the races, mix and mingle with the sailors at post-race gatherings, where the community comes alive with camaraderie and celebration.
  • A Central Hub of Festivities:

    • Daily awards ceremonies and post-race events are headquartered at the Sunset Tiki Bar at the Galleon Resort (617 Front St.), where you can soak in the stunning sunset views.

Key Details to Know

  • Dates: Monday, January 20 – Saturday, January 25
  • Races: Begin at 11 a.m. each day
  • Location: Atlantic Ocean courses near Key West
  • Event Headquarters: Sunset Tiki Bar at the Galleon Resort, 617 Front St.
  • More Information: Visit thesouthernmostregatta.com

Why Travelers Love Key West During Regatta Week

Beyond the adrenaline-fueled competition, Key West offers an irresistible mix of adventure and relaxation. Spend your mornings cheering on elite sailing teams, then dive into the island’s laid-back lifestyle:

  • Explore Duval Street’s lively shops, bars, and cafes.
  • Savor fresh seafood and Key lime pie.
  • Experience breathtaking sunsets that paint the sky in brilliant hues.
  • Dive into water sports, snorkeling, or stroll through the island’s historic neighborhoods.

Don’t Miss Out—The Island Awaits!

For sailing aficionados and sunseekers alike, the Southernmost Regatta offers the perfect blend of action, natural beauty, and island escapism. It’s more than a regatta; it’s an experience that will leave you refreshed, inspired, and dreaming of the sea breeze long after you return home.

Pack your bags, embrace the island vibes, and witness world-class sailing under the Florida sun. Key West is calling—will you answer?