Best results for Stock Island FL

Run 20+ miles west of Key West to fish the remote Marquesas Keys

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

Private 2-hour sunset cruise for up to 6 with captain and crew

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

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

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

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

Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests

Private 6-hour sandbar cruise with lunch for up to 6 guests

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

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

Sail into the Key West sunset with fresh sushi and drinks

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

Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle

Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat

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

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

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

Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.

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

Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.

Snorkel two reef sites, then cruise back at sunset with drinks after your swim

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

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