Best results for Water Activities in Key West FL

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

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

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.

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

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.

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

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

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

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

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

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

Fish calm flats and backcountry for tarpon, permit, and bonefish with a licensed captain

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

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.

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

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

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.

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.

Savor fresh sushi and drinks as you glide past Key West landmarks at sunset

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

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

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

Snorkel North America’s only living coral reef with gear, instruction, and drinks included

Snorkel North America’s only living coral reef, then enjoy a sunset sail with reggae and complimentary drinks

Fish the reefs for snapper and grouper with bait, tackle, license, and a helpful crew included

Snorkel two reef sites, then enjoy an all-you-can-eat Low Country seafood boil with premium open bar

Cruise to an iconic sandbar aboard a spacious tiki boat for 3.5 hours

Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

Explore vibrant Key West reefs with expert captains and snorkeling gear included

Watch the Key West sunset from a private boat while enjoying music and drinks.

Discover secluded Key West sandbars with a private charter for sun, swimming, and stress-free relaxation

Paddle crystal-clear waters in a transparent kayak to spot marine life and mangrove tunnels near Key West.

Enjoy a Key West sunset with live music, appetizers, and complimentary beer, wine, champagne, and margaritas

Paddle serene mangrove waterways with an expert guide and spot vibrant marine life.

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

Experience parasailing, jet skis, banana boat, and an ocean waterpark in one action-packed outing

Snorkel North America’s only living coral reef with gear, instruction, and included drinks

Ride a climate-controlled, gyro-stabilized vessel for a smooth Dry Tortugas day with snorkeling or diving