Best 772 things to do in Summerland Key, FL

Customize your Key West private charter with a captain and your choice of 3 activities

Mask, snorkel and fins for exploring Key West waters

Get a complete mask, snorkel, and fins set for your time in the water

Get a child large snorkel set for exploring beneath the surface

Child-sized snorkeling gear for exploring the water

Stay comfortably afloat while snorkeling with a vest sized for juniors and adults

Sail Key West and snorkel the backcountry on your own private boat

Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

Private 2-hour Key West sunset sail with captain and mate

Sail, snorkel and watch the Key West sunset from your private boat

Bareboat yacht charter for groups over 6, with snorkel and float gear included

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

Private Key West harbor sail with time at the helm

Set the scene for your proposal aboard a private sunset sail

A private evening sail with quiet stargazing beyond Key West's lights

Target offshore species aboard a comfortable sportfishing boat

Book a private Florida Keys backcountry and flats fishing charter

See Key West and the Florida Keys from above the water

Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

Fish longer on a 6-hour private charter to reach less-pressured spots

Fish Key West waters on an 8-hour charter for up to 4 anglers

Charter the 54-foot Schooner Valora for a private sail in Key West

Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

Explore mangrove islands by schooner, kayak and snorkel