Best results for Summerland Key Florida

Paddle the calm waters of the Florida Keys at your own pace

Glide across turquoise Keys waters at your own pace

Sail calm Florida Keys waters as the sky turns to sunset

Cast, learn and cruise with a seasoned captain

Fish reef, bluewater, or backcountry waters tailored to your goals

Choose reef, bluewater, or backcountry fishing tailored to seasonal action

Explore multiple fishing ecosystems on a flexible private charter

Explore reef, bluewater, and backcountry fishing grounds

Choose reef, bluewater, or backcountry fishing tailored to your target species

Choose reef or bluewater fishing with time at the sandbar

Target seasonal catches across reef, bluewater, or backcountry waters

Target seasonal fish across reef, bluewater, or backcountry waters

Target seasonal species across reef, bluewater, or backcountry waters

Target seasonal fish across reef, bluewater, or backcountry waters

Pair lobstering with reef fishing, snorkeling, or a sandbar visit

Cruise Key West in comfort on a simple, easy-riding beach bike

Investigate haunted artifacts and cold cases inside a historic Key West firehouse

Swim, float, and relax at a local Florida Keys sandbar aboard a spacious catamaran

Sail calm Florida Keys waters with seafood and a champagne toast

Start the day with a family-friendly Florida Keys morning on the water

Taste Key West favorites while uncovering Cuban culinary roots

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat