Best 316 things to do in Summerland Key, FL

Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade

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

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

Choose one Key West water activity on a private 3-hour express charter

Customize your 6-hour Key West private boat charter for snorkeling, beach time, and more

Choose a 4, 6, or 8-hour snorkel and sandbar charter with grilled lunch

Fish Key West backwaters on a 4-hour captain’s choice charter for up to 4

Fish the shallow backcountry on a 14' flats skiff with Captain Landon

Cruise around Key West and watch the sunset from a quiet spot on the water

Spot wild dolphins, snorkel with gear included, and relax on a Key West sandbar

Private Key West sandbar charter with snorkel gear, drinks, and snacks

Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks

Customize your private Key West water charter with snorkeling gear, drinks, and snacks included

Fish Key West after dark with a small-group charter

Sail into the Key West sunset on a private 3-hour catamaran charter

Charter a 42' sailing catamaran for up to 13 people

Charter a 42' sailing catamaran for 8 hours, private for up to 13

Cruise Key West on a private charter boat with room for up to 6

Ride a fast private 37' Freeman boat with bathroom, outside shower, and space for up to 13

Private 4-hour Jeanneau charter with full bathroom, outside shower, and shallow-draft speed

4-hour Key West shared charter to the sandbar or reef with snacks and water

Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

Ride a dinghy through Key West mangroves with waterfront bar stops

Private 3-hour Key West sunset sail with time to snorkel