Best 323 things to do in Big Pine Key, FL

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

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

Fish lesser-fished offshore waters for mutton snapper and grouper on a 6-hour charter

Fish and explore Fort Jefferson on a 12-hour Dry Tortugas charter

Fish Key West reefs and wrecks on a 4-hour morning charter

Fish the continental shelf for Broadbill Swordfish from Key West

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

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

Follow real Key West crime stories on a 90-minute small-group walk

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

Dive Key West’s barrier reef on a 2-tank afternoon trip

Boat night dive for certified divers on Wednesday and Saturday nights

Customize your Downtime on a tritoon charter for just 6 guests

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.

Choose your boat and learn to sail with a private instructor in Key West

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

Sail, swim, and brunch with bottomless mimosas on SV Argo Navis

Private 4-hour snorkel and Boca Grande cruise with sunset finish

Private 4-hour island and sandbar charter from Key West for up to 6

Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar