Things to do in Summerland Key

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

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.

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.

Customize a 3-hour private charter with snorkeling, dolphin watching, or an eco tour.

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

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

Paddle serene mangrove waterways with an expert guide and spot 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

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

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

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

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

Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.

Captain a two-person boat to secluded sandbars and mangrove islands.

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

Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.

Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.

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

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

Snorkel two vibrant reefs, then unwind with unlimited drinks aboard a sunset catamaran

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

Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks

Sail past Key West landmarks on a 105-ft schooner while enjoying complimentary soft drinks and expert crew narration.

Sip complimentary champagne as you watch a legendary Key West sunset aboard the elegant Schooner America 2.0.

Explore Hemingway's Key West haunts while savoring local food, cigars, and rum on a four-hour guided walk

Taste Key West favorites and trace Hemingway’s footsteps on a guided 2-hour stroll

Follow Buffett's story through Old Key West with local guides, pie, and drinks

Pedal at your own pace with convenient delivery, locks, and lights included.

Explore Key West's iconic landmarks with a local guide on two wheels

Explore Key West’s most haunted sites with expert guides and real ghost-hunting gear.

Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.