Lazy Dog Adventures is a Key West-based charter business offering kayak and stand-up paddleboard tours, rentals, lessons, paddle yoga, paddle fit, and backcountry boat trips including sandbar charters. They focus on exploring the quiet side of Key West's mangrove ecosystem, sea grass beds, and sandbars with experienced guides, operating year-round from Hurricane Hole Marina.

Key Largo Princess offers daily glass bottom boat tours and private charters from Key Largo, Florida, cruising through John Pennekamp Coral Reef State Park and Key Largo National Marine Sanctuary. The 75-foot luxury, Coast Guard-certified vessel features large viewing windows for observing coral reefs, marine life, and shipwrecks from an air-conditioned cabin or sun deck, with a full-service snack bar.

Two Conchs Charters is a family-operated sportfishing business based in Marathon, Florida, with additional locations in Key West, Key Largo, Lighthouse Point, St. Augustine, and Oak Island, North Carolina. Founded by second-generation Florida Keys fishing guide Capt. Jack Carlson, who brings over 20 years of experience, the company is now run alongside his three sons, all professional captains. The fleet consists of more than 20 charter boats ranging from 17 to 43 feet, staffed by a team of expert guides dedicated to providing top-quality fishing experiences. Two Conchs is recognized for its extensive local knowledge, multi-generational expertise, and presence on prominent fishing networks such as the Sportsman Channel and World Fishing Network. The charters offer a wide variety of fishing adventures tailored to different skill levels and interests, including flats and inshore fishing for species like tarpon, bonefish, and snook, reef and wreck fishing targeting snapper and grouper, as well as offshore trips for pelagic species such as mahi-mahi, tuna, and marlin. Specialized excursions include bridge fishing for tarpon, deep Gulf trips for trophy catches, and even swordfish expeditions in the Atlantic. Beyond fishing, Two Conchs provides island eco and sandbar tours, fishing camps for skill development, and lodging options in Marathon. The company caters to novices and experienced anglers alike, emphasizing patient instruction and a fun, educational atmosphere on the water.

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.

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.

Manic Sportfishing is a Marathon, Florida charter business specializing in private fishing charters, reef and offshore trips, sunset cruises, island tours, snorkeling, and family-oriented excursions on safe, clean boats with experienced captains and mates. Owned by Captain Greg Fabrizzi, it offers various vessels for hardcore anglers, trophy hunting, sightseeing, and affordable group activities.

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.

Southpoint Divers, located in the heart of Old Town Key West, Florida, has been a trusted name in scuba diving since 1991. Situated at 606 Front Street, the dive shop offers a full range of dive essentials and ScubaPro gear, with its custom dive boat, The Phoenix, docking conveniently across the street at the Hyatt Resort and Marina. The business is renowned for its access to the Florida Keys National Marine Sanctuary, the only living coral barrier reef in the United States, and the Vandenberg wreck, the world’s second largest artificial reef. With decades of experience and a dedicated team of certified instructors and captains, Southpoint Divers is consistently voted the best dive shop in Key West, offering a unique blend of local expertise and high-quality equipment. The dive center provides a variety of diving experiences tailored to all skill levels, including morning double-wreck dives to the Vandenberg shipwreck, afternoon double-reef dives on the shallow coral reefs, and night dives that reveal the reef’s nocturnal marine life. Southpoint Divers is a PADI 5-Star dive center offering comprehensive courses from beginner Discover Scuba Diving sessions to advanced DiveMaster certifications. Their knowledgeable staff and instructors ensure a safe, educational, and enjoyable underwater adventure, making it an ideal choice for both novice divers seeking certification and experienced divers looking to explore some of the most spectacular reefs and wrecks in the Florida Keys.

Dream Catcher Charters is a well-established fishing and boating service located in Key West, Florida, operating since 1994. The company offers a wide range of fishing experiences, including inshore, nearshore, and offshore charters, with access to prime locations such as the Marquesas Keys and Dry Tortugas. Their fleet features private, state-of-the-art boats equipped with advanced electronics and safety gear that exceed Coast Guard requirements. With professional full-time guides, Dream Catcher Charters accommodates all skill levels and ages, ensuring a personalized and safe adventure on the water. The charters include deep sea fishing in the Gulf Stream, backcountry fishing on calm bay boats, wreck and reef fishing, flats fishing for species like tarpon and bonefish, as well as specialty trips such as shark fishing, lobstering, and sandbar excursions. Guests can also enjoy unique experiences like visiting Fort Jefferson in the Dry Tortugas with an exclusive permit. The company emphasizes a low-stress, no-pressure atmosphere, allowing customers to mix and match trips to suit their preferences. Dream Catcher Charters caters to visitors seeking both thrilling sport fishing and relaxing boating outings in the vibrant waters surrounding Key West.

Lost Reef Adventures is a premier scuba diving and snorkeling company based in Key West, Florida, with over 40 years of local expertise. Located at the Key West Bight Marina, this PADI 5-Star Dive Center specializes in small, personalized reef trips that explore North America’s only living coral reef. The company is known for its professional and friendly crew, commitment to safety, and access to world-class dive sites such as the famous Vandenberg wreck. Their extensive experience and local knowledge ensure that every guest, from beginners to advanced divers, enjoys a unique and memorable underwater adventure. The company offers a variety of services including twice daily snorkeling and scuba diving excursions, scuba instruction, and specialty courses like the PADI Resort Course and Open Water certifications. All snorkeling and diving gear is provided, with options for equipment rental and purchase available at their full-service dive shop. Lost Reef Adventures caters to families, first-time snorkelers, certified divers, and those seeking advanced training, providing expert guidance and comfortable, safe experiences in the clear tropical waters of Key West. Additional offerings include sunset cruises and special event hosting, making it a versatile choice for visitors looking to explore the vibrant marine life and coral reefs of the area.