Key West: A Live Music Hotspot

Live music can be found at all hours of the day at local outdoor bars and restaurants. Check the entertainment schedules for local music venues on and off Duval Street for upcoming live shows by musicians and entertainers around the island. Sing along, dance or simply unwind to your favorite local band! View Schedule by Time

Green Parrot Bar Webcam

Monday, Aug 10, 2026

  • 7:00 PM - Bingo for Sister Season Fund
  • Hank's Hair of the Dog Saloon

    Monday, Aug 10, 2026

  • 4:00 PM - Shastina Chiles
  • 8:00 PM - Jay Klein
  • Schooner Wharf Bar & Grill Webcam

    Monday, Aug 10, 2026

  • 12:00 PM - Andy Sands
  • 7:00 PM - Joe the Show
  • Sloppy Joe's Bar Webcam

    Monday, Aug 10, 2026

  • 10:00 AM - Justin Angelo
  • 12:00 PM - Tim Hollohan
  • 5:30 PM - Aaron & Rogue
  • 10:00 PM - RockHouse
  • Willie T's Restaurant & Bar

    Monday, Aug 10, 2026

  • 11:00 AM - The Shanty Hounds
  • Bull & Whistle Bar

    Monday, Aug 10, 2026

  • 8:00 PM - Gerd Rube
  • Comedy Key West

    Monday, Aug 10, 2026

  • 12:30 PM - A Pirate Looks Back: Jimmy Buffett Tribute Show
  • Durty Harry's bar

    Monday, Aug 10, 2026

  • 8:30 PM - HYPER DRIVE
  • Halo Rooftop Lounge

    Monday, Aug 10, 2026

  • 8:00 PM - Elle Haley
  • Sunset Watersports
    Key West Sunset Sip & Sail
    Sunset Watersports

    Enjoy a Key West sunset sail with Sunset Watersports on the Sunset Sip & Sail. This evening cruise is a relaxed way to take in golden-hour views, ocean breezes, and the classic Key West sunset from the water.

    Book now!
    Cruisin Tikis Key West
    Key West Sunset Tiki Cruise from Schooner Wharf Dock
    Cruisin Tikis Key West

    Enjoy a Key West sunset tiki cruise with Cruisin Tikis Key West, departing from Schooner Wharf Dock. This floating tiki boat experience offers a relaxed way to take in the waterfront, evening island breeze, and golden-hour views from the water.

    Book now!
    Pirate Scooter Rentals
    Key West Single-Day Bicycle Rental
    Pirate Scooter Rentals

    Explore Key West for the day with a bicycle rental from Pirate Scooter Rentals. A single-day bike rental is a simple, affordable way to cruise Old Town, visit beaches, stop at local attractions, and enjoy the island without worrying about parking.

    Book now!