Best results for Big Pine Key Florida

Sail, kayak, and snorkel Key West's shallow waters on a private cruise

Sail Key West’s reefs, barrier islands, and mangroves

Tailor a private Caribbean sailing charter for your celebration or getaway

Shape a private yacht charter around your celebration or vacation

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

Adults-only Key West sunset sail with champagne and gourmet cheese

Explore mangrove islands by schooner, kayak and snorkel

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.

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 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back

Explore Key West’s remote backcountry with guided paddling and sandbar time

Snorkel Key West’s reef, then sip from the open well bar

6-hour Key West watersports combo with 10 activities plus lunch and drinks

Cruise to spot dolphins, snorkel a reef, then enjoy sunset drinks

Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back

Guided mangrove kayaking, paddleboarding and dolphin watching in Key West

Sail into the Key West sunset with a tropical buffet and open well bar

Sip and sail into the Key West sunset with live music and an open well bar