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  1. Florida
  2. Key West
  3. Private Charters
Key West Activities
Key West, Florida

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Showing 33 results
Withinof Key West, Florida
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1.4 miles away

Sunset Watersports Key West

4.8(19987)

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.

Boat RentalsPrivate ChartersDolphin WatchingSnorkeling TripsSunset CruisesParty BoatMaritime Wedding Venues
Key West, Florida
2.3 miles away

Lazy Dog Adventures

4.9(7395)

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.

KayakingBoat ToursBoat RentalsWater Sports Equipment RentalsPrivate Charters
Key West, Florida
Less than a mile away

Casa Marina Key West, Curio Collection by Hilton

3.6(4279)

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.

Private ChartersSnorkeling TripsSunset CruisesDolphin Watching
Key West, Florida
1.7 miles away

Fury Water Adventures Key West

4.4(3722)

Fury Water Adventures offers customizable private charter boat rentals on state-of-the-art catamarans in Key West, including half and full day options for groups. Charters can blend snorkeling, kayaking, sand bar relaxation, sunset viewing, catering, beverages, and more, with the largest fleet and deck space in Key West.

Private ChartersSnorkeling TripsKayakingSunset Cruises
Key West, Florida
2.1 miles away

Night Kayak Key West

4.9(2051)

Key West Paddle appears to be a paddle tour or charter business focused on kayaking, paddleboarding, and related water activities in Key West, such as mangrove tours, sandbar visits, and snorkeling, based on contextual search results referencing paddle charters; however, no direct information from http://www.keywestpaddle.com/ was available in the search results.

KayakingSnorkeling TripsPrivate Charters
Key West, Florida
1.4 miles away

Honest Eco Tours

4.9(1121)

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.

Dolphin WatchingEco ToursKayakingSunset CruisesPrivate ChartersSnorkeling Trips
Key West, Florida
1.5 miles away

FishMonster & IslandJane Charters

4.8(994)

FishMonster & Island Jane, located in Key West, Florida, offers premium charter adventures specializing in sport fishing and island excursions throughout the Lower Keys. With over a decade of experience since 2006, this family-owned and operated business is known for its well-maintained, USCG-inspected vessels and professional, friendly crew. Their unique combination of offshore, inshore, and backcountry fishing options, alongside eco-tours and sunset sails, provides a comprehensive and authentic Florida Keys experience. The company’s commitment to safety, quality equipment, and personalized service sets it apart in the competitive Key West charter market. The business provides a diverse range of activities including offshore sportfishing for species like tarpon and grouper, light tackle fishing, flats and backcountry fishing, as well as split charters and party boat fishing aboard the stable twin-hulled FishMonster MAX. Island Jane Charters offers island adventures on vessels such as the Floridays and Looking Glass, featuring snorkeling, private eco-tours with clear kayaks, sandbar and dolphin excursions, and sunset cruises. These offerings cater to families, corporate groups, and fishing enthusiasts seeking a customizable and memorable day on the water in the clear, vibrant waters of Key West.

Fishing ChartersSnorkeling TripsSunset CruisesPrivate ChartersEco ToursParty Boat
Key West, Florida
2.2 miles away

Key West Boat & Jet Ski Adventures

4.9(844)

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.

Boat RentalsKayakingSnorkeling TripsDolphin WatchingParty BoatPrivate Charters
Key West, Florida
1.7 miles away

Florida Keys Eco-Discovery Center

4.6(687)

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.

Dolphin WatchingEco ToursFishing ChartersSnorkeling TripsWhale WatchingBird/Wildlife WatchingField TripsBoat ToursPrivate Charters
Key West, Florida
Less than a mile away

Sunset Watersports Jetski Tours & Rentals

4.6(665)

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.

Boat RentalsSunset CruisesSnorkeling TripsDolphin WatchingPrivate ChartersParasailingEco ToursFishing ChartersWater Sports Equipment Rentals
Key West, Florida
Less than a mile away

Snuba of Key West

4.7(374)

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.

Private ChartersCorporate EventsSnorkeling TripsBachelor(ette) Party VenuesBoat ToursSunset CruisesDolphin WatchingFishing Charters
Key West, Florida
1.4 miles away

Sunset Sail Key West

4.8(333)

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.

Private ChartersSunset CruisesSailing ChartersDolphin WatchingSnorkeling TripsBoat Tours
Key West, Florida

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