Best 316 things to do in Summerland Key, FL

Charter a private yacht for 4 hours with snorkeling or sailing options

Build your own private Key West charter with flexible start times

Cruise protected Lower Keys waters on a private 3-hour eco charter

Private 3-hour Key West sunset cruise with a U.S. Coast Guard-licensed captain

Cruise to quiet Key West sandbars on a private 4-hour charter

Snorkel Key West’s coral reefs on a private 30' Jeanneau charter

Private boat tiki bar crawl with dock-to-dock stops around Key West

Charter a private yacht to the remote Marquesas Keys, 30 miles offshore

Cruise Key West waters on a private, no-chase dolphin safari

Fish Key West patch reefs on a private charter with gear included

Private 3-hour Key West harbor cruise with local stories and flexible route

Customize a private Key West celebration charter with flexible start times

Cruise Key West by private boat, then settle in for sunset views

Cruise to Dry Tortugas on a full-day charter from Key West

Private 5-hour sandbar and sunset cruise with snorkel gear and music

Snorkel the reef, then cruise to a remote Key West sandbar

Private 5-hour snorkel and sunset cruise for all ages

Private Key West sunset cruise with water, ice chest, and Bluetooth sound system

Private Dry Tortugas charter with breakfast, picnic lunch, and snacks included

Explore Key West backcountry sandbars on a private charter for up to 6

Private 4-hour light tackle fishing charter for up to 4 guests

Kayak Key West backcountry mangroves with an experienced guide

Paddle serene mangrove waterways with an expert guide and spot vibrant marine life.

Glide across illuminated waters and spot vibrant marine life on a 1.5-hour guided night kayak tour