Key West Events January 2027
Concerts, sports, comedy shows, Broadway performances, and live events across Key West, FL.
- Updated: November 15, 2026
Explore upcoming events in Key West in January 2027, including concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment across the city and nearby areas. Browse events by date, venue, category, and neighborhood throughout the month.
- 12 Upcoming Events
- 7 Event Categories
Popular Events in January
Key West Events by Date
Browse events happening each day during January 2027.Key West Events Schedule – January 2027
Browse concerts, sports, comedy shows, Broadway performances, festivals, and live events across Key West.- Jan 02, 2027, 8:00 PM Sat — ALTERNATIVE, High Demand, Weekend Event: Keller Williams at Key West Theater,
512 Eaton St., Key West, FL 33040, US. From $83, Avg Ticket Price: ~ $154, Tickets Available: 161. Select Seats - Jan 12, 2027, 8:00 PM Tue — COUNTRY / FOLK, Pay Later Available: Jim Messina at Key West Theater, 512 Eaton St., Key West, FL 33040, US. From $103, Avg Ticket Price: ~ $139, Tickets Available: 97. Select Seats
- Jan 13, 2027, 8:00 PM Wed — COMEDY, Best Value: Luis J. Gomez - Comedian at Comedy Key West, 218 Whitehead St, Key West, FL 33040, US. From $58, Avg Ticket Price: ~ $68, 22 tickets remaining! Select Seats
- Jan 14, 2027, 8:00 PM Thu — COMEDY, Best Value: Luis J. Gomez - Comedian at Comedy Key West, 218 Whitehead St, Key West, FL 33040, US. From $58, Avg Ticket Price: ~ $68, 22 tickets remaining! Select Seats
- Jan 15, 2027, 8:00 PM Fri — COMEDY, Best Value: Luis J. Gomez - Comedian at Comedy Key West, 218 Whitehead St, Key West, FL 33040, US. From $58, Avg Ticket Price: ~ $68, 22 tickets remaining! Select Seats
- Jan 16, 2027, 8:00 PM Sat — COMEDY, Best Value, Weekend Event: Luis J. Gomez - Comedian at Comedy Key West, 218 Whitehead St, Key West, FL 33040, US. From $58, Avg Ticket Price: ~ $68, 22 tickets remaining! Select Seats
- Jan 20, 2027, 7:30 PM Wed — POP / ROCK, Best Value: Yacht Rock Revue at Coffee Butler Amphitheater, 21 Quay Rd, Key West, FL 33040, US. From $64, Avg Ticket Price: ~ $131, Tickets Available: 381. Select Seats
- Jan 21, 2027, 8:00 PM Thu — COMEDY: Tom Papa at Key West Theater, 512 Eaton St., Key West, FL 33040, US. From $69, Avg Ticket Price: ~ $92, Tickets Available: 189. Select Seats
- Jan 22, 2027, 8:00 PM Fri — COMEDY: Tom Papa at Key West Theater, 512 Eaton St., Key West, FL 33040, US. From $67, Avg Ticket Price: ~ $91, Tickets Available: 191. Select Seats
- Jan 24, 2027, 8:00 PM Sun — REGGAE / REGGAETON, Best Value, Weekend Event: Bumpin' Uglies at Key West Theater, 512 Eaton St., Key West, FL 33040, US. From $58, Avg Ticket Price: ~ $71, Tickets Available: 203. Select Seats
- Jan 25, 2027, 8:00 PM Mon — ALTERNATIVE, Pay Later Available: The Jayhawks at Key West Theater, 512 Eaton St., Key West, FL 33040, US. From $129, Avg Ticket Price: ~ $162, Tickets Available: 144. Select Seats
- Jan 26, 2027, Time TBA — FESTIVAL / TOUR, Pass, High Demand, Pay Later Available: Mile 0 Fest Key West: Ryan Bingham, Wyatt Flores & Kaitlin Butts - 5 Day Pass at Truman Waterfront Amphitheater, 35 E Quay Road, Key West, FL 33040, US. From $1,001, Avg Ticket Price: ~ $1,155, 2 tickets remaining! Select Seats
Explore Key West Events by Month
About Events in Key West During January 2027
January 2027 features concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment across Key West and nearby FL areas. Major arenas, theaters, clubs, and entertainment venues continue to update their schedules throughout the month.
Browse All Events in January
Frequently Asked Questions
What events are happening in Key West during January 2027?
Key West hosts concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment throughout January 2027.
Where can I find Key West events by date?
Use the monthly event calendar and date filters to browse concerts, sports events, comedy shows, and live performances happening across Key West.
Are concerts happening in Key West during January 2027?
Yes. Concert schedules include touring artists, arena shows, local performances, music festivals, and live entertainment events throughout Key West and nearby FL areas.
What are the top event venues in Key West?
Popular venues include arenas, theaters, comedy clubs, stadiums, music halls, and entertainment venues located across Key West and nearby areas.
Do event prices change during January 2027?
Yes. Event prices can change based on demand, seating location, performer popularity, venue size, and event date.
Are there weekend events in Key West?
Yes. Weekends are usually the busiest time for concerts, sports games, comedy shows, festivals, and major live entertainment events across Key West.