Naples, FL Outdoor Activities

Designed to take the hassle out of ocean outings, Destination Boat Clubs matches members with crafts from its fleet of seaworthy deck boats, cabin cruisers, fishing boats, and bow riders housed at five locations across the Florida coast. Using an easy online-reservation service, members set up a rental time and arrive at the club to find their boat ready to go, with tanks filled and interiors cleaned. Vessels come equipped with tools ranging from iPod-ready stereos to onboard GPS systems, which help members to navigate the waves without the need to weld their own sextant. Clubs also feature onshore amenities, with outdoor pools and jacuzzis helping members to unwind before dinner and drinks at onsite restaurants and lounges.

Captain Will Olds is an aquatic Renaissance man. The U.S. Coast Guard master mariner has dedicated his life to the water—from time spent piloting charter boats across Lake Superior to his days teaching boat safety at the Chapman School of Seamanship—and to his passion for history and the natural world. The multitalented skipper translates his many skills into a daily roster of eco-tours and excursions that whisk visitors along the fluvial highways of southern Florida.

From behind the wheel of his trusted ship, the Calusa Queen, the captain delivers entertaining and educational anecdotes along with views of Charlotte Harbor Estuary and Cape Haze. While not included in this offer, the Matlacha Art Community cruise features stops on terra firma to visit local galleries, and the Peace River Eco-Tour and Cruise wends through a nature preserve for a peek at manatees, alligators, and dolphins. Named for the Native American peoples of Florida’s southwest coast, the ship is inspected and certified by the U.S. Coast Guard and can hold up to 28 passengers along with their spare sets of sea legs.

Guide Cheryl Dierken was driving her camouflaged tour bus down the swamp road when she felt a loud thud under the tires. Her passengers gasped. A ripple of water, and an alligator leapt from the water beside the bus. It splashed down, and then paddled away between thick trees and hanging vines. Though this was one of the most startling encounters that Cheryl has experienced leading a Babcock Wilderness Adventures tour, it hasn’t been the only one; she’s greeted snapping turtles in the bus stairwell and been approached by young wild hogs. Aboard a converted school bus with doors and windows removed, she and the other guides lead narrated tours through sections of the preserve’s more than 73,000 acres of freshwater marsh, prairie lands, functioning cattle ranch, and pine forest, as well as the 10,000-acre Telegraph Cypress Swamp.

On many of these tours, guides may point out photography opportunities as endangered fox squirrels, wood storks, alligators, and rare Florida panthers saunter by. The bus also makes a stop by the territory of Saylow, a 19-year-old southern cougar who sometimes approaches the fence to inspect her visitors and silently judge their lack of fur. At the Crescent B Ranch, guides point out horse-mounted cowboys herding cracker cattle; the native breed introduced to the ranch in the early 1900s. Staffers also introduce visitors to the original ranch commissary building and museum; built in the style of a rustic hunting shack for the 1995 film Just Cause. Inside, visitors peruse ecological exhibits on local snakes and see a stuffed three-horned cow that once lived on the ranch. Walking trails free of traffic lights connect the piney woods and swamps with a central visitor’s center, where picnic tables sit covered from the elements and a gift shop proffers barbecue sauce, alligator jerky, and local honey.

Like an Olympic athlete or a professional snipe hunter, Captain Joe's passion for his sport has taken him across the world. He began his angling career on fishing trips with his father, reeling in fish across the United States and internationally in Costa Rica, the Turks, and the Canadian bush. After settling in South Florida more than 25 years ago, Joe began studying the region’s marine life in earnest, also taking up aquatic pursuits such as scuba diving, surfing, and attending merman fight clubs. Today, he employs his knowledge of the area as he leads anglers of all skill levels around Ten Thousand Islands, Marco Island, Naples, Bonita Beach, and elsewhere to snag fish such as trout, snapper, grouper, and tarpon. The USCG-licensed captain also leads sightseeing tours to view dolphins and manatees inside his clean, safe three-boat fleet.