Trips & Adventurous Activities in Key West

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

Tails on Trails

 Sat, 08 Nov at 10:00 am 5210 College Rd, Key West, FL, United States, Florida 33040

Mac McAnally at Key West Theater

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

Truman Waterfront Farmers Market

 Thu, 06 Nov at 03:00 pm 21 E Quay Rd, Key West, FL, United States, Florida 33040

Keys Choral Arts: Holiday Concert

 Sat, 13 Dec at 07:00 pm Tennessee Williams Theatre

Winterfest

 Thu, 04 Dec at 04:00 pm Sigsbee Community Center

Crystal Gayle at Key West Theater

 Sat, 22 Nov at 08:00 pm Key West Theater

The Carole King & James Taylor Story - Tribute Show

 Sun, 23 Nov at 07:00 pm Key West Theater

Gabriel Rutledge

 Sat, 14 Feb at 07:00 pm Key West Theater

Thomas Dolby

 Thu, 06 Nov at 07:00 pm Key West Theater

Call to Earth Day - Lazy Dog x CNN x Reef Relief Kayak Cleanup

 Thu, 06 Nov at 09:00 am Lazy Dog Adventures

Tommy Emmanuel at Key West Theater

 Sun, 22 Mar at 08:00 pm Key West Theater

Free Trip for Veterans 🇺🇸

 Tue, 11 Nov at 09:00 am Fury Water Adventures Key West

Turkey Trot 5K

 Sat, 15 Nov at 08:00 am Sigsbee Park

Steve Bjork

 Tue, 11 Nov at 07:00 pm Comedy Key West

Rumours ATL: A Fleetwood Mac Tribute

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

Foreigner & Lou Gramm

 Wed, 22 Apr at 07:00 pm Coffee Butler Amphitheater

The Goodies LIVE at The Alamo for Rock & Boats Weekend

 Thu, 06 Nov at 11:00 pm The Alamo Key West

Landry

 Tue, 04 Nov at 07:00 pm Comedy Key West

The Young Dubliners: The HOT TODDY tour at Key West Theater

 Fri, 23 Jan at 08:00 pm Key West Theater

Femmes of Rock at Key West Theater

 Wed, 10 Dec Key West Theater

Holiday Concert at Tennessee Williams Theatre

 Sun, 14 Dec at 04:00 pm Tennessee Williams Theatre

The Phil Collins Experience - Tribute

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

Rich Vos

 Fri, 05 Dec Comedy Key West

Parking Wheeland Brothers

 Sun, 09 Nov at 01:00 am Key West Theater

Owner's Cohort 2026 Key West

 Tue, 24 Mar at 09:00 am OPAL Key Resort & Marina USD 39 to 3,630

Parking Kash'd Out

 Sat, 17 Jan at 01:00 am Key West Theater

Key West M**der Mystery: Solve the case!

 Sat, 28 Jun at 05:00 pm 400 South St USD 10 to 30

Wheeland Brothers

 Sun, 09 Nov at 01:00 am Key West Theater

Key West After Dark: Solve the M**der Mystery!

 Thu, 17 Jul at 05:00 pm 400 South St USD 10 to 30

Key West Heist Game: Recover the Pirate's Gold Booty!

 Fri, 26 Sep at 02:00 pm 1 Whitehead St USD 6 to 22

Parking Young Dubliners

 Sat, 24 Jan Key West Theater

The Massacoustics at Key West Theater

 Wed, 04 Feb at 08:00 pm Key West Theater

Margaritaville at Sea Cruise Ship Special

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

Young Dubliners

 Sat, 24 Jan Key West Theater

Parking Given to Fly - A Tribute to Pearl Jam

 Sun, 11 Jan Key West Theater

Femmes of Rock

 Tue, 09 Dec at 07:00 pm Key West Theater

Anthony Rodia at Key West Theater

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

Amazing Scavenger Hunt Adventure - Key West, FL

 Thu, 02 Jul at 07:00 am Flagler Station Museum USD 47

The Brit Pack

 Sun, 18 Jan Key West Theater

Forrest Shaw

 Thu, 20 Nov Comedy Key West

Elton Dan and the Rocket Band

 Tue, 11 Nov at 07:00 pm Key West Theater

A Tribute to The Songs of Pat Dailey

 Sun, 15 Feb at 01:00 am Key West Theater

Parking The Linda Ronstadt Experience

 Sun, 22 Feb at 01:00 am Key West Theater

Anthony Rodia

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

Scavenger Hunt - Bank Heist - Key West

 Sat, 11 Oct at 08:00 am Scavenger Hunt - Bank Heist - Key West USD 24 to 64

Changes in Latitudes - Jimmy Buffet Tribute

 Mon, 02 Mar at 07:00 pm Key West Theater

Parking Yachtley Crew

 Thu, 19 Feb at 01:00 am Key West Theater

Parking DMTB: The Dave Matthews Tribute Band

 Thu, 26 Feb at 01:00 am Key West Theater

Amazing Scavenger Hunt Adventure - Key West, FL

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

The Wonderful Wizard of Oz Experience - Key West

 Tue, 23 Sep at 08:00 am The Wonderful Wizard of Oz Experience - Key West USD 24 to 64

Key West Ghost Tour: Key West Ghost Hunt

 Mon, 13 Oct at 08:00 am Oldest House Museum & Gardens Key West USD 15 to 59

Asleep at the Wheel

 Fri, 16 Jan at 01:00 am Key West Theater

Key West Audio Tour: Hemingway’s Haunts and Island Legends

 Sat, 25 Oct at 12:00 pm Ernest Hemingway House USD 8 to 40