Best results for Water Activities in Big Pine Key, FL

Spend a full day sailing from Key West with up to 6 guests

Spend eight hours sailing, snorkeling, and diving from a private Key West catamaran

Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West

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

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.

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

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

Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat

Boat out to a remote sandbar, then kayak through Key West mangroves

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, then snorkel a Key West reef with drinks on the ride back

All-day Smathers Beach pass with parasail flight and unlimited watersports

Ride a jet ski around Key West with 5–6 guided stops

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

Snorkel two reef sites, then sail back at sunset

Build your own Key West private boat charter with a licensed local captain