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Best Day Sail Destinations From Key West By Sail

Enjoying the Florida Keys from land is fun, but have you ever gone on a sailing trip from Key West? Chartering a catamaran from The Perry Hotel & Marina Key West is your gateway to explore the 3rd largest barrier reef in the world. And it’s right at our fingertips!


The Florida barrier reef extends 221 miles along the southeast coast, from Key Biscayne to the Dry Tortugas. The best way to explore the reef is to book a yacht charter from Key West and take your time exploring different islands and keys. Bluesail provides guests with sailing catamarans for bareboat or crewed charter in Key West. Each vessel has its advantages, but all offer an exclusive and relaxing escape to discover the best of the Florida Keys.


If you’re searching for things to do in Key West, here are the best destinations that you can travel to by sailing catamaran in one day. Don’t forget the sunscreen!


1. Boca Chica Sandbar


Turn up Jack Johnson and sail to Boca Chica Sandbar, 3 miles northeast of Key West. Pack a picnic, cooler, floats, swimsuit, and sunscreen before embarking on a peaceful cruise under the sun. It’s a quick and easy sailing trip to Boca Chica from Stock Island Marina. Once you’re there, spend a few hours splashing in the shallow waters or paddle boarding to explore the area. Warning: you’re not going to want to leave.


Charter by sail: 4+ hours

Activities: Swimming, paddle boarding


2. Sand Key Lighthouse