Best 769 things to do in Summerland Key, FL

Private reef time aboard a 30-foot Jeanneau yacht

Cruise between waterfront tiki bars and restaurants with a private captain

Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

Private, respectful wildlife viewing with a licensed captain

Private light-tackle fishing aboard a 30-foot Jeanneau with a licensed captain

Cruise Key West’s waterfront with local history narrated by a licensed captain

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

Explore the islands and glide through clear waters on a full-day charter

Cruise Key West waters with snorkeling gear and a flexible island itinerary

Cruise the Keys waters and watch dolphins, with time to snorkel

Cruise to shallow sandbars and glide through mangroves in the Florida Keys

Watch the Florida Keys sunset from the Gulf of Mexico

Customize a private outing for up to 9 people

Customize a private boat outing around dolphin watching and sandbar time

Shape a private boat outing around your group's interests

Watch the Florida Keys sunset from Gulf waters

Explore Key West and Stock Island at your own pace

Explore Key West and Stock Island at your own pace

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

Choose your sandbar stops and explore Key West’s mangroves by private boat

Design your own sandbar escape among Key West’s mangroves

Build a flexible day of sandbars, mangroves, and island stops

Kayak Key West backcountry mangroves with an experienced guide