Trips & Adventurous Activities in Key West

Check out happening trips & adventurous activities events all around Key West, FL

Second Line Memorial Walking Parade

 Sun, 31 Aug at 05:00 pm 100 Duval St, Key West, FL 33040-6506, United States

A Sailor's Sun Sunset Cruise

 Fri, 29 Aug at 06:30 pm Sunset Watersports

Outdoor Movie: Tales From Margaritavision

 Fri, 29 Aug at 08:00 pm Southernmost Pint Brewpub

Peter Antoniou at Key West Theater

 Sat, 11 Oct at 08:00 pm Key West Theater

Vienna Boys Choir at Tennessee Williams Theatre

 Thu, 05 Feb at 07:30 pm Tennessee Williams Theatre

Volunteer Party for Floyd PEPA Jenkins for Fantasy Fest King 2025

 Mon, 18 Aug at 05:00 pm 618 Duval St, Key West, FL 33040-6555, United States

Mac McAnally at Key West Theater

 Fri, 05 Dec at 08:00 pm Key West Theater

The Phil Collins Experience - Tribute

 Sun, 25 Jan at 07:00 pm Key West Theater

Buffett Through The Years - Tribute to Jimmy Buffett

 Thu, 30 Oct at 07:00 pm Key West Theater

Thomas Dolby: "The Iconic 80s"

Fri, 07 Nov at 08:00 pm Key West Theater

Fantasy Fest 5K Run/Walk

 Mon, 20 Oct at 06:00 pm Duval Street

Amazing Scavenger Hunt Adventure - Key West, FL

 Sat, 21 Jun Key West Historic Seaport, William Street, Key West, FL, USA USD 49

Kash'd Out at Key West Theater

 Fri, 16 Jan Key West Theater

Rumours ATL: A Fleetwood Mac Tribute

 Wed, 21 Jan at 08:00 pm Key West Theater

A Date Night Adventure! - The Beauty of Key West

 Sat, 02 Nov at 08:00 am 115 Front St USD 20

Parking Diva Royale - Key West

 Fri, 15 Aug at 11:00 pm Diva Royale Drag Queen Show - Key West

Margaritaville at Sea Cruise Ship Special

 Mon, 15 Dec at 04:00 pm Key West Rebecca

Anthony Rodia at Key West Theater

 Thu, 11 Dec at 08:00 pm Key West Theater

Tin Cup Sailing Adventure

 Mon, 01 Sep at 10:00 am Danger Charters Wind n Wine

Los Lobos

 Mon, 12 Jan at 07:00 pm Key West Theater

Anthony Rodia

 Wed, 10 Dec at 07:00 pm Key West Theater

Key West trip with the Barefoot Bay Travelers Club

 Wed, 15 Oct at 07:30 am Fairfield Inn & Suites by Marriott Key West at The Keys Collection

AG at Sloppy Joes Key West Aug 27-Sept 2!

 Wed, 27 Aug at 10:00 pm Sloppy Joe's Bar

A Thrilling Scavenger Hunt! - The Beauty of Key West

 Tue, 24 Sep at 08:00 am 115 Front St USD 13