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  1. 22 Απρ 2022 · With extraordinary views, tropical weather, crystal clear water, and mesmerising ocean life, our sailing route will make you dream about cruising the Florida Keys. Start your sailing journey in the Florida keys by chartering a yacht in Key West, you can do so with a skipper if you don’t have a boating licence. You can also hire a catamaran ...

  2. 5 Αυγ 2023 · Florida Keys Sailing Guide: A 2 week itinerary 1. Sailing from Dinner Key to Rodriguez Key. 49 Nautical Miles // 8 hours of sailing. If you decide to spend the first night of your journey at Dinner Key, the city has moorings available for $29.16 a night for vessels under 40 feet.

  3. Check out the most popular sailing tours in the Florida Keys! This magical cruise offers you the chance to spot dolphins in their natural habitat, snorkel in the Key West National Wildlife Refuge, and watch the sunset from aboard a private sailboat while enjoying refreshments.

  4. The Florida Rambler is a great guide of all the places of interest in the Florida Keys, mile marker to mile marker, all across the Overseas Highway! Be prepared to see unusual sights like Perky’s Bat Tower on Sugarloaf Key, Jules’ Undersea Lodge in Key Largo, and the Seven Mile Bridge .

  5. Ready to explore the Florida Keys by boat? Follow our Florida Keys Boating Guide to plan your itinerary. Find expert tips for cruising in the Upper, Middle, and Lower Keys, including popular locations like Key West, Key Largo, Islamorada, and more.

  6. Below we have a few sample itineraries for you to plan your next Florida sailing adventure. The Florida Keys are a perfect charter for both 3-day and weeklong sails. A week-long Florida Keys sailing trip from our South Florida Sailing base includes such destinations as Miami, Biscayne Bay, Key Largo, Islamorada, Marathon, and Key West.

  7. Sailing through the Florida Keys is a dream journey for many, offering an immersive experience of clear blue waters, diverse marine life, and charming islands. Here’s a guide to help you navigate this tropical paradise.