Best 316 things to do in Summerland Key, FL

Cruise out with Captain Tom for a 2.5-hour Florida Keys sunset

Fish the flats and backcountry on a 6-hour private charter

Fish the flats and backcountry on an 8-hour private charter

Target tarpon twice in one day with morning and evening sessions

Private sunset tarpon charter that departs around dusk

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

Charter a 4-hour trip to Key West sandbars for swimming and snorkeling

Cruise to secluded Key West sandbars at sunset for swimming and snorkeling

Cruise to a quiet Key West sandbar on a private bay boat

Fish the Key West reef with a private charter for up to 4 anglers (6 total)

Cruise out for a relaxed sunset view from the water

Snorkel for lobster on a 4 or 6 hour private charter

Choose sandbar time, snorkeling, or dolphin watching on a 4-hour private charter

Cast off on a 4-hour private fishing trip for up to 6 guests

Build your own Key West boat day with snorkeling, fishing, and more

Fish and explore Dry Tortugas National Park on a 10-hour family-friendly charter

Fish Key West backcountry and Marquesas Keys for tarpon, permit, and more

Spend 8 hours fishing the waters west of Key West for tuna, reef fish, and more

Private Key West luxury activity boat charter for up to 13

Cruise to Key West sandbars on a private charter for up to 6 guests

17 ft bay boat rental for up to 4 passengers at Oceans Edge

Take the helm on a 23 ft SeaCraft—set up for fishing and day cruising

Cruise to a Lower Keys sandbar to swim, snorkel, and relax with your group

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