Best 124 things to do in Cudjoe Key, FL

Follow Hemingway’s Key West with 3 food tastings, 3 drinks, and museum entry

Walk Key West’s historic seaport with 5+ tastings and local seafood favorites

Taste Key West classics on a guided walking tour with 5+ stops

Sip and stroll through Key West bars with 5 craft cocktails and tastings

Walk Key West’s Hemingway haunts with three food tastings

Walk Old Key West’s Jimmy Buffett stops, with Key lime pie and a drink included

Walk Hemingway’s Old Town haunts with a guide in 65 minutes

Swim and snorkel at Key West sandbars with a licensed captain and included gear

Explore Key West bars and waters on a private 4-hour charter with a USCG-licensed captain

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

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

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

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

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

Sail a historic schooner at sunset with wine, beer, and small bites

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

Charter a private historic schooner sail with drinks and snacks included

Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

Sail to a Key West sandbar with snorkeling, snacks, and sunset views

Private 2-hour Key West sunset cruise for up to 6, with captain and Bluetooth music

Fish Key West at night on a 5.5-hour party boat trip

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

Charter a 105-foot schooner for your private event in Key West