Best results for Water Activities in Key West FL

Soar up to 300 feet above Key West on a 10–12 minute parasail flight guided by a USCG-certified crew

Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

Spend a full day on the water with 11 activities, lunch, drinks, and a parasail flight

Paddle mangrove tunnels, then unwind at a secluded sandbar with lunch and unlimited drinks

Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.

Enjoy 8–15 minutes of parasailing with smooth boat takeoff and panoramic Key West views.

Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks

Glide across illuminated waters and spot vibrant marine life on a 1.5-hour guided night kayak tour

Swim and snorkel at Key West sandbars with a licensed captain and included gear

Book a private reef dive with an in-water divemaster for up to 6 guests

Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks

Circle Key West on new jet skis with 5–6 scenic stops and lively guide insights.

Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

Snorkel two vibrant reefs, then unwind with unlimited drinks aboard a sunset catamaran

Explore Key West on a guided 28-mile jet ski tour with experienced guides

Soar above Key West for gentle takeoffs, expert crew, and panoramic views

Explore Key West bars and waters on a private 4-hour charter with a USCG-licensed captain

Sail to a Key West sandbar with snorkeling, snacks, and sunset views

Private Key West sandbar charter with snorkel gear, drinks, and snacks

Customize your private Key West water charter with snorkeling gear, drinks, and snacks included

Ride a 28-mile guided jet ski loop around Key West from Opal Key Marina

Private 2-hour ash scattering charter in Key West for up to 25

Customize a 4-hour private tri-toon cruise with a licensed captain in Key West’s backcountry

Customize a 6-hour captained Manitou tri-toon cruise for up to 10 in Key West

Ride a small-group jet ski at sunset and escape the Mallory Square crowds

Bites, Boats, and Booze – Taste Key West One Dock at a Time!

Choose snorkeling, dolphin searching, or an eco tour on a private 3-hour trip

Explore Key West waterways at your pace on a spacious pontoon with cooler, shade, and room for up to 12.

Explore Key West waterways with friends on a spacious pontoon equipped with two slides

Cruise Key West waters at sunset aboard a luxury cabin cruiser with a licensed captain

Mix, Match, and Cruise – The Ultimate Custom Charter Experience

Private charter to remote islands for snorkeling, wildlife, and scenic beauty

Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included

Captain a two-person boat to secluded sandbars and mangrove islands.

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

Cruise to Dry Tortugas to tour Fort Jefferson and swim—captain and first mate included

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Sail past Key West landmarks on a 105-ft schooner while enjoying complimentary soft drinks and expert crew narration.

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

Paddle at your own pace through serene mangroves and discover Key West’s vibrant marine life.

Enjoy a private six-hour cruise with captain, mate, fuel, and gear provided

Customize your private 4-hour cruise for up to 6 guests with crew, fuel, and gear included

Hunt reef fish alongside a professional divemaster and refine your underwater skills.

Sip complimentary champagne as you watch a legendary Key West sunset aboard the elegant Schooner America 2.0.

Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.

Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks

Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels

Sail a historic schooner with snorkeling, kayaking, and drinks for up to 22

Sip fine wines on a relaxed schooner sail at sunset with craft beers and gourmet bites

See coral reef life through glass viewing windows from an air-conditioned catamaran

Ride a guided 28-mile loop past Mallory Square and the Southernmost Point

Snorkel two reef sites on a fast catamaran with gear and drinks included