From the Caribbean back to Florida - Live Online Course - American Sailing

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  • From the Caribbean back to Florida – Live Online Course

    Posted by Diona on May 18, 2026 at 1:43 pm

    Join us tomorrow for a live online class with experienced cruising couple Jeff & Jean of Two Can Sail as they break down one of cruising’s most challenging and rewarding passages: returning north through the Caribbean to Southeast Florida.

    This course isn’t just about getting home. It’s about learning how to make the journey itself part of the adventure.

    You’ll learn about:

    • Planning your departure from Grenada and the Southern Caribbean
    • Island-hopping through the Windward and Leeward Islands
    • Strategies for Puerto Rico, the Dominican Republic, and the Virgin Islands
    • Navigating the “Thorny Path” northbound with less stress
    • Crossing Turks & Caicos, the Bahamas, and staging for a Gulf Stream crossing
    • Working with weather windows, currents, and trade winds rather than fighting them

    Jeff & Jean will share real-world lessons from decades of cruising experience, helping you break this intimidating route into practical, achievable legs using smart planning, strategic overnight passages, and unforgettable stops along the way.

    Whether you’re actively planning your return north, dreaming of extended Caribbean cruising, or simply curious about how experienced sailors make this journey safely and enjoyably, this session is for you.

    📅 Live tomorrow, May 19
    ⏰ 4:30 PM PT / 7:30 PM ET
    🎥 Replay included for all registrants
    💬 Live Q&A with Jeff & Jean

    Reserve your spot:

    • This discussion was modified 7 minutes ago by  Diona.
    Diona replied 9 minutes ago 1 Member · 0 Replies
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