Water Activities in Summerland Key, FL

Explore a sandbar, watch for dolphins, and cruise into the Key West sunset

Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

Ride your own jet ski on a 28-mile guided loop around Key West

Paddle mangrove creeks with an included lesson and area map

Adults-only Key West sunset sail with champagne and gourmet cheese

Relax at Key West sandbars with lunch, drinks, and a captain

Private inshore fishing with captain guidance tailored to your group

Explore mangrove islands by schooner, kayak and snorkel

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

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

Trade crowded boat routes for secluded Lower Keys sandbars

Charter Cowfish for a 4-hour private cruise with any two water activities

Paddle Marathon’s mangroves and seagrass flats in a clear tandem kayak with a guide

Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

Ride Key West waters with a guide and views of island landmarks

Cruise to a Key West sandbar for independent paddling and floating fun

Sail, snorkel, and toast with included drinks aboard a spacious catamaran

Private captained day on the water with lunch, floats, and refreshments

Flexible fishing from offshore waters to the reef

Settle into a classic schooner for an intimate Key West sunset

Lunch, water activities, and a sunset cruise in one Key West afternoon

Design your own sandbar escape among Key West’s mangroves

Private reef time aboard a 30-foot Jeanneau yacht

Sail, kayak, and snorkel Key West's shallow waters on a private cruise