Best 769 things to do in Summerland Key, FL

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

Fish Key West waters from a private 43-foot sport-fishing boat

Fish the Florida Keys with gear provided and your catch cleaned at the dock

Stroll Old Town and sample three key lime pies plus a cocktail

Follow Key West’s real crime stories at the scenes where they unfolded

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

Explore the USNS Vandenberg on a 2-tank morning wreck dive

Refresh your scuba skills with a pool session and a guided 2-tank reef dive

Explore two reef dives on the Florida Keys barrier reef with a conservation-focused PADI Eco Center

Explore Key West’s underwater world after sunset with lights and gear included

Learn scuba basics in a pool, then explore shallow reef areas with an instructor

Build a private Key West outing around your interests

Customize a private Key West boat day with room for your dog

Explore Key West in an open-air electric or gas golf cart

Explore Key West in an open-air cart for shopping, sightseeing, and longer trips

Open-air Key West exploring with electric or gas-powered cart options

Play 1,700+ virtual courses with real-time swing data

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 Old Town’s ghost lore with interactive paranormal experiments

Cruise Key West comfortably on a stable three-wheel ride

Cruise Key West independently on a comfortable, easy-to-ride beach bike

A lightweight 7-speed beach cruiser for exploring Key West