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EnergeticEagleEnergeticEagle

dreaming of a caribbean sailing trip with zero experience

Last night, we sat around the dinner table and tossed around the idea of sailing from Florida to the Caribbean. None of us have ever sailed before—unless you count that time we rented a paddleboat at the lake and nearly crashed into the dock. But the idea of learning together, maybe getting a little sunburned, and exploring those turquoise waters is just too tempting to ignore. Here’s the thing: we’re not looking for a fancy, catered cruise. We’d rather cook our own meals, even if it means arguing over who burned the eggs. We want something affordable, but everything I’ve found online seems either way too expensive or requires a captain’s license (which, let’s be honest, none of us have). Is it even possible for a group of total newbies to rent a sailboat and island-hop without breaking the bank? Or is this just a recipe for disaster and seasickness? I can’t help but wonder if we’re biting off more than we can chew, but the thought of missing out on this adventure is just as frustrating. Has anyone actually pulled this off, or are the brochures just making it look easy? #CaribbeanAdventure #SailingNewbies #FamilyTravel #Travel

2025-05-31
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