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  1. Florida Keys Yacht Charters & Sailing Vacations

    Embark on a sailing odyssey in The Florida Keys, marked by awe-inspiring sunsets and azure waters teeming with wildlife. The third largest barrier reef in the world offers protected cruising grounds and a spectacle of marine biodiversity. Venture 70 miles west to the secluded Dry Tortugas National Park, where the iconic Fort Jefferson lies ...

  2. Key West Sailing Itinerary

    A Florida Keys Yacht Charter itinerary is very flexible; cruise around these islands on your own time and explore the many opportunities for enjoyment and relaxation. Pass the hours by snorkeling, swimming, sunbathing, hiking, or walking on the beach. It is possible to have it all in the Keys, both a calming time on tropical beaches and laid ...

  3. Sailing the Florida Keys: 2 week Florida Keys Sailing itinerary

    8. Fat Deer Key to Butternut Key. 45.5 Nautical Miles // 7 Hours of Sailing the Keys. Butternut Key is located in Florida Bay, the body of water between the Florida Keys and the southern tip of Florida, east of the Gulf of Mexico. Butternut Key is off the southwest coast of Key Largo. Technically, it is considered to be a part of the Everglades ...

  4. The Ultimate Guide to Luxury Yacht Charters in the Florida Keys

    Mega Yachts push luxury to extremes, featuring top-tier amenities and expansive areas for entertainment and relaxation. The size of the yacht is critical. Yachts between 20 to 50 meters often provide the best balance of space and manageability. Seaduction Yacht Charters and other companies in the Florida Keys have a range of options to fit ...

  5. Florida Keys Boating Map & Cruising Guide

    A Florida Keys boating or sailing itinerary is the stuff of smiling all day long. From Key Largo at the top of the archipelago down to Key West at the end, the Florida Keys offer enchanting scenery, fun-filled activities and great year-round cruising. Map Courtesy of: Florida-Keys-Experience.com.

  6. Florida Keys Luxury Yachting Itinerary

    Before you finish your charter, head up the Miami River and dock at Seaspice or Kiki on the River, two of Miami's hotspots for the in-crowd, for a final lunch or dinner in true Miami style. 3h 00min. Yachting Itinerary through the Florida Keys - a strip of tropical islands famous for fishing, boating, snorkeling and scuba diving.

  7. Florida Keys Bareboat & Crewed Yacht Charters

    Some of the highlights to experience on a Florida Keys Sailing Charter Vacation Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short ...

  8. Yachting in the Florida Keys: 7-Day Miami to Key West Itinerary

    Wake up to the gentle rhythm of waves caressing the yacht — it's a brand new day yachting in the Florida Keys. This day in Key Largo is all about discovering the hidden beauty under the surface — starting at John Pennekamp Marine Park. This 70-square-mile aquatic wonderland is America's first underwater park catering to scuba enthusiasts.

  9. Florida Keys Sample Itineraries

    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. You can even sail as far as Fort Jefferson in the Dry Tortugas.

  10. Florida Keys Yacht Charter

    Florida Keys & Key West: A charterers' delight with vibrant city life, the remote Dry Tortugas National Park, and underwater treasures waiting to be explored. Key West offers more than just a lively city - it's a gateway to secluded Dry Tortugas, rich marine sanctuaries, and unforgettable offshore adventures. Florida Keys Highlights →.

  11. Florida Keys Yacht Charters

    A Florida yacht charter is the only way to do the Florida Keys justice, as you explore this desperately pretty archipelago curving out from the coast like a necklace of islands in a sapphire sea. The Florida Keys are unique. Perhaps it's the quintessential experience of eating a slice of Key Lime Pie under the coconut palms, or visiting ...

  12. Florida Keys Yacht Charters

    Yacht charter rates in the Florida Keys start from approximately $20,000 US up to $170,000 US, depending on the size of the boat, the year it was built, the number of cabins, amenities, selection of water toys, and season. Contact Worldwide Boat and one of our yacht charter specialists will help you select the yacht that best fits your needs ...

  13. Destination: Florida & the Keys

    Sailing the Florida Keys is a phenomenal way to enjoy a fantastic and exotic yacht charter vacation without the need to travel abroad. Short and sweet, your Florida Keys yacht charter itinerary can include the best sights of the stunning archipelago in just a long weekend. Of course, you always have the option to extend your time at each port ...

  14. The Florida Keys

    The Florida Keys sits along the third largest barrier reef in the world providing miles of pristine protected coral reefs teeming with colorful tropical fish. Dozens of uninhabited keys fringed by white sand beaches are ranked some of the best places in the U.S. for star gazing. Key West is only a three-hour drive from Miami on the Overseas ...

  15. Florida Bareboat & Captain Yacht Charters

    SAIL THE FLORIDA KEYS. At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Bareboat and Crewed Charter, ASA Sailing Instruction and Yacht Management.

  16. A Guide To Sailing In The Florida Keys

    There are over 880 reasons why the Florida Keys are the best yacht charter destination in America. This endless chain of coral islands wiggles from Miami to Key West in a sandy necklace licked by the sun. Only 30 of the islands are populated - mainly by lucky park rangers and oyster shack shuckers.

  17. Sailing The Keys Sailboat Rental

    At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. "Learn to Sail" or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one.

  18. Small Boat Cruising in the Florida Keys

    July 12, 2022. Inside the Bahia Honda anchorage, between the bridges. Having a small boat makes it easier to anchor out at night. Bianca Dumas. We were tied to the fuel dock in Marathon, the midpoint of the Florida Keys, in the early part of 2022, when I realized our mistake. Other cruisers traveling the Great Loop were on the loop's southern ...

  19. Florida Keys

    Sailing the Florida Keys may possibly be the very best way to unwind and explore a corner of the United States that hardly resembles anywhere else in the country - or the world, for that matter. And there's no better way to experience this special part of the world than on your own private yacht.

  20. Key West Captained & Crewed Charters

    Captain Charter. Sit back and relax on your own private yacht while a professional takes the helm to show you the best of the Florida Keys. We offer multi-night yacht charter vacations. All of our Captain Charters have a minimum of 5 days/4nights which is the ideal amount of time to experience one of our Florida Keys sailing itineraries.

  21. Florida Yacht Charters & Sailing Vacations

    Sailing conditions in Florida are excellent, particularly around the Florida Keys. The best time to set sail is between January-April where you'll experience wins of around 15-20 knots, ideal for sailing! Florida's hurricane season is between June-November so you may choose to wait until the Spring for your vacation.

  22. Cruising the Florida Keys

    An aerial view of the Florida Keys' Overseas Highway as it bisects the Atlantic Ocean on the left, and the Gulf of Mexico on the right, near Big Pine Key. Photo by Andy Newman/Florida Keys News Bureau.

  23. Winter in the Florida Keys

    February 13, 2023. Fort Zachary Taylor State Park is on the southern edge of Key West. It's the southernmost state park in the United States. Susanne Pommer/Shutterstock. When it comes to making memories and celebrating good times, it's tough to think of anyplace better than the Florida Keys. These islands are known for kicking back and ...

  24. Coast Guard, Navy track Russian ships sailing near Florida en route to Cuba

    A flotilla of Russian warships appeared to be sailing near Florida's eastern coastline Tuesday morning, with the US Navy and Coast Guard following close behind, according to open-source marit…

  25. A Visitor's Guide to the Florida Keys: Trip Planning

    The Florida Keys weather is fairly predictable. This tropical climate has mild and pleasant winters with temperatures around 70 degrees. Summers are warm and humid, around 90 degrees. Visit ...

  26. A look at DeSantis' Florida Keys base camp meant to stop a migrant surge

    A look at DeSantis' Florida Keys base camp meant to stop a migrant surge ... Two of those were in the Keys, involving a 60-foot yacht carrying about 30 Haitians and a Cuban chug transporting 16 ...

  27. Russian naval ships, including a nuclear-powered submarine, to visit

    A group of Russian naval ships, including a nuclear-powered submarine, will visit Cuba next week as part of "historically friendly relations," Cuba's government said Thursday.

  28. Russian warships headed to Caribbean for drills as tensions rise over

    2 of 2 | . Russian President Vladimir Putin listens to a journalist's question as he meets with senior news leaders of international news agencies on the sidelines of the St. Petersburg International Economic Forum at the Lakhta Center skyscraper, the headquarters of Russian gas monopoly Gazprom in St. Petersburg, Russia, on Wednesday, June 5, 2024.