Things to do in Summerland Key

Fish reefs, bays, and wrecks from Cudjoe Key with expert guidance and top gear

Paddle crystal-clear waters in a transparent kayak to spot marine life and mangrove tunnels near Key West.

Ancient holistic health practice merges with modern medbed technologies

Reset with a sound bath and mineral float for deep relaxation

Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.

Hunt reef fish alongside a professional divemaster and refine your underwater skills.

Ride a climate-controlled, gyro-stabilized vessel for a smooth Dry Tortugas day with snorkeling or diving

Seats six with free delivery and pick-up

Comfortable two-passenger scooter to get around the island

Explore the island with a nimble scooter built for two, available for flexible rental durations

Keep drinks cold with backpack coolers, available from 8 hours to 9 days

Flexible rentals from 8 hours to 9 days so you can relax comfortably on the beach

Cruise with four in comfort with Bluetooth sound and storage

See wild dolphins, snorkel colorful reefs, and unwind at a sandbar with gear, snacks, and drinks

Mix, Match, and Cruise – The Ultimate Custom Charter Experience

Explore, Learn, Preserve – Discover Nature’s Wonders by Sea

Cruise Key West waters at sunset aboard a luxury cabin cruiser with a licensed captain

Discover secluded Key West sandbars with a private charter for sun, swimming, and stress-free relaxation

Explore vibrant Key West reefs with expert captains and snorkeling gear included

Bites, Boats, and Booze – Taste Key West One Dock at a Time!

Private charter to remote islands for snorkeling, wildlife, and scenic beauty

Watch the Key West sunset from a private boat while enjoying music and drinks.

Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

Choose snorkeling, dolphin searching, or an eco tour on a private 3-hour trip

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

Paddle at your own pace through serene mangroves and discover Key West’s vibrant marine life.

Enjoy a private six-hour cruise with captain, mate, fuel, and gear provided

Customize your private 4-hour cruise for up to 6 guests with crew, fuel, and gear included

Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels

Fish the reefs for snapper and grouper with bait, tackle, license, and a helpful crew included

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included

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

Savor fresh sushi and drinks as you glide past Key West landmarks at sunset

Circle Key West on new jet skis with 5–6 scenic stops and lively guide insights.

Soar up to 300 feet above Key West on a 10–12 minute parasail flight guided by a USCG-certified crew

Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West

Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.