Sailing in Iona


Select Local Merchants

  • Holiday Water Sports Fort Myers Beach
    From a distance, the manatees, dolphins, and bald eagles that populate Estero Island make quite an impression. But the staff at Holiday Water Sports of Fort Myers Beach believes up-close encounters are not only the sole way to determine if the animals can talk, but also the best way to enjoy them. To that end, they guide tours and rent out myriad watercraft, from Yamaha 4 waverunners and 10-passenger pontoon boats to paddle bikes, which resemble oversized tricycles as they surge through nimbuses of sea foam. The staff hoists parasailers over their water-bound peers, letting out up to 1,200 feet of slack and allowing riders to plunge into free falls with houses and piers blurring into a cubist painting beneath them. Captains certified by the United States Coast Guard guide the ships back toward the sun-bleached sands, where the company’s rental umbrellas rustle in the breeze above lounge chairs.
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    200 Estero Boulevard
    Fort Myers Beach, FL US
  • Appledore V
    With a stable of two schooners, Appledore IV and Appledore V, which split their time between Fort Myers, Florida, and Bay City and Mackinaw City, Michigan, BaySail's captains ferry passengers about the Great Lakes and the Gulf of Mexico during leisurely and educational tours. The sea vessels depart from Bay City to wind along the Saginaw River and into open water, letting passengers soak up summer sun or, in the autumn, traveling upriver for spectacular views of changing leaves and scarecrows playing hooky on the riverbanks. Come winter, the Appledore V makes its way to Florida, where it seeks out the dolphin populations of San Carlos Bay. All of BaySail's excursions are interactive seafaring affairs in which passengers are encouraged to help to crew the watercraft, learn about fish brought into onboard tanks, and force seagulls to walk the plank.
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    2500 Main Street
    Fort Myers Beach, FL US
  • Paradise Parasail
    Since launching off from the shores of Fort Myers Beach In 1982 and Lake of the Ozarks in 1983, Paradise Parasail's signature smiley-face parachutes have become an iconic image in the sky, now flying high above the waters of both the Gulf of Mexico and the Lake of the Ozarks. USCG-licensed captains navigate each of the company's boats as riders trail behind at heights of up to 300 feet. With feet flopping in the wind, thrill-seekers are free to wave to their friends, family, and nearby migratory birds. Parasailers can also pose for photos and videos captured by the company's onboard photographers.
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    1160 Estero Blvd.
    Fort Myers Beach, FL US
  • Adventure Water Sports Fort Myers
    The gentle clap of paddles against the water and the tenor thrumming of jet-ski motors drift from Adventure Water Sports. On waverunners, diminutive sailboats, and kayaks, patrons spread out across the surf and around Estero Island, their eyes peeled for dolphins and other fauna at all times. The shoreline falls back in quiet bays and estuaries, where little fish dart among tangled knots of mangrove roots. Instructors certified by the United States Coast Guard demonstrate the operation of vessels, lead tours, and knock down sand castles lacking proper fire exits.
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    1160 Estero Blvd
    Fort Myers Beach, FL US
  • Tarpon Bay Explorers
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    900 Tarpon Bay Rd
    Sanibel, FL US
  • Key West Express
    It's the southernmost point of the entire United States, approximately 95 miles north of Cuba with a longitude of relaxation and a latitude of party time. Key West is the place where Ernest Hemingway and Tennessee Williams worked on their tans and perhaps wrote some novels, and where Ponce de Leon searched for his fountain of youth. Since people still haven't evolved to grow wings, they often try to get there via the Overseas Highway, where congestion often quickly spoils holiday inertia. Key West Express instead turns the sea into a shimmering freeway to relaxation, often getting the vacation kick-started before feet hit solid ground. With a fleet of jet-propelled catamarans, travelers savor smooth sailing along their treks. Riders can nest inside air-conditioned interiors, where bartenders stir up libations and flat-screens make time fly by, or they can gorge on sunshine and views from the outdoor decks. Upon arrival, travelers can use the second half of their round trip to return home at a later date, after they've guzzled their fill of Cuban sandwiches or written a sequel to The Sun Also Rises.
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    1200 Main Street
    Fort Myers Beach, FL US

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