Rafting in Safety Harbor

Select Local Merchants

"We've got more canoes, kayaks and SUPs than fingers and toes to count them," Captain Wendy explains. "Also, two sailboats, eleven pontoons??all rentable. The funny thing is, this business came from a big accident." She's referring to the company?s inception in 2002, when a devastating hurricane led a friend to sign his company?s single sailboat over to Wendy and her husband, Bruce. "We were in marketing??then, suddenly, we were in boating." More than 12 years later, Windsong Charters & Boat Rentals has flourished under the duo?s stewardship. The company now performs 200 weddings each year and equips a wide range of patrons to revel in the breathless joy of cutting through playful zephyrs and out across the water. Wendy and Bruce encourage fishing and bringing pets on boating voyages, and the two share stories to delight guests or calm champagne bottles propped next to brand-new yachts. As propellers hum to life and paddles make a gentle kissing sound against the surf, visitors scan the horizon for the variety of wildlife that slips along just below the surf's surface or comes wheeling out of tufts of cumulonimbus. "I wish the animals would give us their schedules,? Wendy says, ?but, on a given day, you could see manatees, dolphins, stingrays, and lots of birds."

4927 US Highway 19
New Port Richey,
FL
US

Owner and operator Shawn can trace his family's roots in the local waterways back seven generations. His deep love of the water led him to launch Native Rentals, which conducts eco-friendly paddle tours, and create the Surfer Bus, a renovated school bus that brims with kayaks, surfboards, and any equipment needed for tours on the go. His eco-tours explore the Robinson Preserve, Neal Preserve, and the Anna Maria Sound aboard single or tandem kayaks, standup paddleboards, and bikes, all of which let guests test their muscles without the exorbitant fees of going through Poseidon's booking agent.

9800 Manatee Ave W
Bradenton,
FL
US

When Brian McInerney reflects on the humble beginnings of Wheel Fun Rentals, he points to his childhood passion for bikes. "As far back as I can remember, I had a real love affair with bicycles," he recalls. During a trip to Italy in 1987, Brian's affinity for cycling blossomed into a full-fledged obsession when he spotted locals' transporter of choice, the surrey. Inspired, he began importing the Italian four-wheelers to a rental business in the U.S. that eventually expanded into Wheel Fun Rentals, now a nationwide web of shops that also loans out bikes, electric cars and mopeds, and man-powered watercraft. Adventuresome athletes can also compete in activities such as surrey scavenger hunts and blindfold obstacle courses navigated via shouted instructions from a seeing teammate or exceptionally long rounds of trial and error.

1700 Sunset Drive
Tarpon Springs,
FL
US

Both by land and by sea, Doo’s Amazing Tours, LLC reveals St. Petersburg's historic charm and natural beauty via a diverse array of guided sightseeing jaunts. Louisa—also known as "Doo"—oversees the operation from the company's headquarters in the Historic Downtown District. Here, tour-goers can hop on a Segway and zip past the beach town's most notable landmarks. Narrated by an experienced guide, the trip mines much of the city's illustrious past, including the work of prominent citizens and several old hotels.

When guests are ready to leave dry land behind, they can swap their Segway for a kayak or stand-up paddleboards at one of four launch points: North Shore Beach, Coffee Pot Bayou, Weedon Island, or Saint Pete Beach. For example, on the Spring River trip, paddlers float over subterranean caverns covered by a layer of sparkling clear water, which in turn is surrounded by white sand beaches and tropical vegetation.

400 Bayshore D/NE
ST Petersburg,
FL
US

Sarasota Wind and Water Adventures gives adventurers the vessels and knowledge to plunge boldly into the surf, providing paddleboard, kayak, and waterski rentals as well as lessons. Fishing trips set sail for open water with a Coast Guard-certified captain and all of the tackle necessary to hunt for kingfish, triggerfish, and the vengeful ghosts of scuba divers, while sunset cruises let passengers experience the wonder of voyaging directly into the heart of the sun.

1518 Stickney Point Rd
Sarasota,
FL
US

Since he was six, Nate Dunn has explored almost every form of water-bound sport, including surfing, kayaking, sailing, and even commercial fishing. Now his experiences allow Nate to share his knowledge of the water with locals, doling out rental paddleboards and kayaks. During his guided eco-tours, bobbing wanderers get views of mangroves, local wildlife, and disappointed surfers from the placid waters.

5511 Calle Del Invierno
Sarasota,
FL
US