Sunset Watersports is Key West’s Original Watersports Company, established in 1984, family-owned and operated for over 40 years. They offer a wide range of watersports activities including jet ski tours, sandbar charters, reef snorkeling, parasailing, dolphin watching, sunset dinner cruises, private charters, boat rentals, golf cart rentals, and Key West weddings on luxury catamarans for 2 to 149 guests, focusing on safety, fun, exceptional service, and best value.

Barefoot Billy’s is a Key West charter business offering private catamaran charters for up to 6 passengers, exploring secluded sandbars, shallow reef patches, and tropical wildlife in the Florida Keys backcountry. Charters depart from locations including Casa Marina’s private beach, featuring custom outings with cushioned seating, cooler, and dive ladder for activities like snorkeling and sandbar visits.

Thousand Trails is a comprehensive network of over 200 campgrounds and resorts located across North America, offering year-round outdoor recreational opportunities in diverse and scenic destinations such as North Carolina’s Crystal Coast, Oregon’s Mount Hood, and Florida’s Keys. With decades of experience in providing quality camping experiences, the company caters to a wide range of campers, from weekend visitors to full-time adventurers. Its unique appeal lies in the variety of accommodations available, including spacious RV sites with full hookups, cozy cabins, glamping tents, and tiny houses, all supported by well-maintained facilities and a commitment to excellent service. The campgrounds are situated in prime locations that provide easy access to natural attractions, beaches, hiking trails, and local points of interest, making each stay both convenient and memorable. The offerings at Thousand Trails are designed to accommodate diverse preferences and group sizes, including pet-friendly options and age-qualified communities for those 55 and older. Guests can choose from nightly, weekly, monthly, or seasonal stays, with membership plans available to enhance affordability and flexibility. Each campground features a broad range of amenities such as swimming pools, fitness centers, dog parks, pickleball courts, and organized social activities like live music, tournaments, and themed events. Whether visitors seek relaxation by the beach, outdoor adventures like fishing and boating, or family-friendly entertainment, the experience is enriched by attentive staff and a welcoming community atmosphere. This combination of extensive amenities, scenic locations, and customizable stay options makes Thousand Trails a preferred destination for campers seeking both comfort and connection with nature.

Honest Eco Tours is a family-owned business based in Key West, Florida, specializing in authentic eco-friendly boat excursions designed by biologists. Founded in 2014 by a local biologist and his family, the company emphasizes genuine wildlife experiences in the National Wildlife Refuge, focusing on respectful and educational interactions with marine life. Their custom-designed boats, including the 37-foot catamaran SQUID, are engineered for safety, comfort, and environmental responsibility. With a commitment to small group sizes averaging eleven guests and a warm, hospitable atmosphere, Honest Eco Tours offers a unique and immersive way to explore Key West’s natural environment. The company provides a variety of multi-activity tours such as dolphin watching combined with guided snorkeling, kayaking through mangroves, sunset sails, and sandbar adventures. These tours cater to families, friends, and nature enthusiasts seeking an intimate and educational experience on the water. Guests enjoy expert-led wildlife interpretation, beginner-friendly snorkeling in calm waters, and organic refreshments aboard. Private charters are also available for personalized adventures, including pet-friendly options. With a focus on conservation and guest satisfaction, Honest Eco Tours delivers memorable excursions that connect visitors to the vibrant marine ecosystem of Key West.

Get Up And Go Kayaking is a premier clear kayak tour company headquartered in Florida, with additional locations across Texas, Tennessee, and North Carolina. Established in 2016, it has grown into the world’s highest-rated clear kayak tour provider, known for its innovative transparent kayaks that allow paddlers to observe underwater wildlife and scenery in stunning detail. The company’s unique approach combines eco-friendly guided tours with expert local knowledge, offering an immersive experience through some of the most beautiful waterways, including Florida’s iconic springs and coastal areas. With over 30 locations and a commitment to conservation, the business stands out for its dedication to environmental stewardship and exceptional customer satisfaction, as reflected in thousands of five-star reviews. The company offers guided clear kayak tours suitable for paddlers of all skill levels, emphasizing small group sizes to ensure personalized attention and an intimate connection with nature. Guests can explore diverse ecosystems such as mangrove tunnels, hidden sandbars, and manatee habitats, all while learning about local flora and fauna from knowledgeable guides. Tours typically last around two hours and include safety equipment like life jackets, with tandem kayaks that can be adjusted for solo paddlers. Ideal for tourists and outdoor enthusiasts seeking a unique adventure, these tours provide a memorable way to experience wildlife and natural landscapes up close, with a strong focus on sustainable practices and wildlife conservation.

Key West Boat & Jet Ski Adventures is a premier watercraft rental and tour company located in Key West, Florida. Specializing in smaller group sizes, the business offers a more personalized and intimate experience compared to larger tour operators. With over 200 five-star reviews in just over a year, it stands out for its commitment to customer service and safety. The company partners with Sea-Doo to provide the latest jet ski models, ensuring high-quality equipment for all guests. Its unique approach includes guided jet ski tours, private boat charters, and eco-friendly kayak excursions, all designed to showcase the natural beauty of the Florida Keys. The company’s offerings cater to a wide range of customers, from families and couples to groups celebrating special occasions. Activities include freestyle jet ski rentals, guided jet ski tours suitable for all experience levels, kayak rentals and eco-tours, party boat charters, snorkeling trips, and dolphin tours. Private boat rentals feature spacious, custom-designed vessels equipped with premium water toys and amenities for a comfortable day or evening on the water. Whether exploring mangrove creeks, sandbars, or the vibrant coral reefs of Key West, guests enjoy a mix of adventure and relaxation with knowledgeable guides who enhance the experience through local insights and personalized attention.

Florida Keys National Marine Sanctuary, located in the waters surrounding the Florida Keys in Florida, encompasses 4,539 square miles of diverse marine habitats, including North America's only coral barrier reef and the largest contiguous seagrass beds in the Northern Hemisphere. Established in 1990 and managed by NOAA in partnership with the state of Florida, the sanctuary protects over 6,000 species of marine life as well as significant cultural and historical resources such as shipwrecks. Its unique ecosystem, characterized by turquoise waters and vibrant biodiversity, makes it a premier destination for marine conservation and recreation. The sanctuary’s extensive experience in marine protection and research, supported by facilities in Key West and Key Largo, ensures the preservation of this fragile environment for future generations. The sanctuary offers a wide range of activities including world-class diving, snorkeling, fishing, boating, and wildlife viewing, attracting both residents and millions of annual visitors. The Florida Keys Eco-Discovery Center in Key West provides an immersive educational experience with interactive exhibits on coral reefs, mangroves, seagrass habitats, and maritime history, allowing visitors to explore the sanctuary’s wonders without entering the water. The sanctuary also engages the public through coral restoration programs and volunteer opportunities, fostering stewardship and awareness. With a strong emphasis on sustainable use and protection, the sanctuary balances recreational access with regulations designed to safeguard its natural and cultural resources.

Sunset Watersports, located in Key West, Florida, is the island’s original and longest-standing watersports company, established in 1984. With over 40 years of experience and more than 18,500 five-star reviews, it has built a reputation as a trusted, family-owned provider of premier watersport excursions. The company is known for its commitment to world-class customer service, top-quality equipment powered by Mercury Marine engines, and a carefully curated selection of the best island experiences. Its unique position as the oldest parasail company in the United States and its extensive range of activities set it apart in the competitive Key West tourism market. The company offers a wide variety of watersport activities and tours designed for all ages and skill levels, including guided jet ski tours, parasailing, snorkeling trips, sunset and dinner cruises, eco kayak adventures, sandbar charters, dolphin watch tours, and golf cart rentals. Notable offerings include a 28-mile jet ski tour around Key West with multiple stops at iconic locations such as the Southernmost Point and Boca Chica Sandbar, as well as the only air-conditioned dinner cruise on the island featuring a tropical buffet and open bar. Guests can also enjoy self-driven mini speed boats, eco-friendly kayak tours through mangrove islands, and family-friendly dolphin encounters. Each experience is designed to provide memorable, safe, and engaging adventures that showcase the natural beauty and unique culture of Key West.

Located in Key Largo, Florida, Sailors Choice is a family-owned and operated fishing charter that has been serving the Florida Keys community since 2003. With over twenty years of experience navigating these waters, the company offers a unique blend of expertise and hospitality aboard a 65-foot custom-built aluminum vessel. Certified by the U.S. Coast Guard to carry up to 49 passengers, the boat is well-suited for family outings, group events, and anglers of all experience levels. Departing daily from the Holiday Inn Marina, Sailors Choice stands out for its commitment to providing an enjoyable and seamless fishing experience, supported by a knowledgeable and friendly crew. Sailors Choice offers a variety of fishing trips, including both daytime and night excursions, designed to maximize the chances of catching local species such as snapper and grouper. The company provides all necessary equipment, including rods, reels, bait, tackle, and fishing licenses, allowing guests to focus on the experience without any hassle. The crew assists with everything from baiting hooks to filleting catches, ensuring a comfortable and engaging outing for novices and seasoned anglers alike. This comprehensive approach makes Sailors Choice an ideal choice for families, groups, and individuals seeking an authentic Florida Keys fishing adventure.

SNUBA® Key West, located in Key West, Florida, has been offering unique underwater adventure experiences since 1999. As the only licensed SNUBA® provider in the area, the company specializes in introducing guests to the underwater world without requiring scuba certification. Their operations are supported by a fleet of well-maintained vessels, including the 47-foot luxury catamaran Good Times, equipped with modern amenities such as cushion seating, full marine head, fresh water rinse, and safety equipment. The experienced crew, consisting of certified rescue divers, divemasters, and instructors, ensures a safe and enjoyable experience for divers of all skill levels. SNUBA® Key West is also recognized for servicing major cruise lines, bringing thousands of visitors annually to explore the vibrant coral reefs and diverse marine life of the Florida Keys. The company offers a range of activities including SNUBA® diving, scuba diving, snorkeling tours, and dive training courses, catering to families, beginners, and certified divers alike. SNUBA® allows participants to breathe underwater using a surface air supply connected by a 20-foot hose, enabling exploration up to 20 feet deep without heavy scuba gear or prior certification. Guided by professional instructors, guests enjoy personalized underwater tours of notable dive sites such as Eastern Dry Rocks and Western Sambo, encountering colorful coral formations and abundant tropical fish. Additional services include underwater photography, private charters, cocktail cruises, and special event hosting, making SNUBA® Key West a versatile destination for adventure seekers and groups looking to experience the natural beauty of the Keys in comfort and safety.

Located in Key West, Florida, this eco-tour company offers unique wildlife and shark viewing adventures in the pristine backcountry waters surrounding the island. With over 30 years of combined experience, Captains Ken, Clay, and Dave Harris lead tours aboard the custom-built 34-foot catamaran, Tiger Cat, providing a comfortable and shaded environment for guests. The tours are distinguished by the use of a scent deployed near the boat to attract apex predators such as sharks, allowing for close observation in calm waters. The company emphasizes conservation and preservation of the marine environment, ensuring that natural resources remain protected during each excursion. The two-hour tours feature encounters with a variety of wildlife including turtles, stingrays, birds, dolphins, and several shark species native to the Florida Keys. Designed for nature enthusiasts and families alike, the experience combines education with adventure, guided by captains who bring extensive knowledge of local aquatic life and ecosystems. The vessel departs from Pier B behind the Opal Key Resort, offering convenient access and amenities. Cold drinks are provided on board, and private or group tours are available, catering to different customer needs while maintaining an eco-friendly approach throughout the operation.

Sunset Sail Key West is a locally owned and operated sailing charter company based in Key West, Florida, offering authentic and memorable sailing experiences on a fleet of classic vessels. With decades of sailing expertise and a deep passion for the sea, the company specializes in historic schooners and custom sloops, including the meticulously restored schooner When and If, which serves as the crown jewel of their fleet. Their commitment to genuine boatmanship and a personal approach sets them apart from typical party boats, providing guests with an intimate and elegant way to explore the crystal-clear waters of the Florida Keys. The company offers a variety of private and shared sailing charters tailored to different interests and group sizes, including two-hour sunset sails, day sails, snorkeling excursions, and custom trips such as stargazing or wildlife tours. Guests can choose from intimate cruises aboard historic yachts or private charters on the sloop High Tide, accommodating up to 28 or 12 guests respectively. Each sailing experience is led by knowledgeable local captains and crew who prioritize safety, comfort, and a genuine connection to the sea, ensuring that visitors enjoy a personalized and unforgettable adventure on the water.