By Tour Name | By Year | By Venue | By City | By Country/State
Shows by State: FL
| Show Date | Venue | City | State | Tour Name | |
| 02-15-2023 | Hard Rock Live | Hollywood | FL | Second Wind Tour – 2023 | |
| 02-11-2023 | Coffee Butler Amphitheater | Key West | FL | Second Wind Tour – 2023 | |
| 02-09-2023 | Coffee Butler Amphitheater | Key West | FL | Second Wind Tour – 2023 | |
| 02-06-2023 | Key West Theater | Key West | FL | Second Wind Tour – 2023 | |
| 02-04-2023 | Key West Theater | Key West | FL | Second Wind Tour – 2023 | |
| 05-12-2022 | Margaritaville at Sea | Palm Beach | FL | Jimmy Buffett, Mac McAnally, Eric Darken | |
| 12-11-2021 | Amway Center | Orlando | FL | Life On The Flip Side Tour – 2021 | |
| 12-09-2021 | iTHINK Financial Amphitheatre | West Palm Beach | FL | Life On The Flip Side Tour – 2021 | |
| 12-07-2021 | VyStar Veterans Memorial Arena | Jacksonville | FL | Life On The Flip Side Tour – 2021 | |
| 12-04-2021 | Amalie Arena | Tampa | FL | Life On The Flip Side Tour – 2021 | |
| 05-18-2021 | Old School Square | Delray Beach | FL | Life On The Flip Side Tour – 2021 | |
| 05-17-2021 | Old School Square | Delray Beach | FL | Life On The Flip Side Tour – 2021 | |
| 05-14-2021 | Old School Square | Delray Beach | FL | Life On The Flip Side Tour – 2021 | |
| 05-13-2021 | Old School Square | Delray Beach | FL | Life On The Flip Side Tour – 2021 | |
| 08-23-2018 | Hollywood ArtsPark Amphitheater | Hollywood | FL | ||
| 04-21-2018 | Hard Rock Stadium | Miami | FL | I Don’t Know Tour – 2017 | |
| 04-14-2018 | Camping World Stadium | Orlando | FL | I Don’t Know Tour – 2017 | |
| 02-17-2018 | The Breakers Resort | Palm Beach | FL | ||
| 11-19-2017 | The Tucker Civic Center | Tallahassee | FL | I Don’t Know Tour – 2017 | |
| 06-03-2017 | MIDFLORIDA Credit Union Amphitheatre | Tampa | FL | I Don’t Know Tour – 2017 | |
| 05-16-2017 | Perfect Vodka Amphitheatre | West Palm Beach | FL | I Don’t Know Tour – 2017 | |
| 05-13-2017 | Amway Center | Orlando | FL | I Don’t Know Tour – 2017 | |
| 11-14-2015 | Margaritaville Hollywood Beach Resort | Hollywood | FL | Workin’ and Playin’ Tour | |
| 11-05-2015 | Casa Marina | Key West | FL | Workin’ and Playin’ Tour | |
| 04-18-2015 | MidFlorida Credit Union Amphitheatre | Tampa Bay | FL | This One’s Four You Tour | |
| 04-16-2015 | Amway Arena | Orlando | FL | This One’s Four You Tour | |
| 04-09-2015 | Cruzan Amphitheatre | West Palm Beach | FL | This One’s Four You Tour | |
| 04-07-2015 | Everglades Rally | Tallahassee | FL | ||
| 04-01-2015 | San Carlos Institute Theatre | Key West | FL | ||
| 04-26-2014 | Cruzan Amphitheatre | West Palm Beach | FL | Songs From St. Somewhere Tour | |
| 04-19-2014 | MidFlorida Credit Union Amphitheatre | Tampa | FL | Songs From St. Somewhere Tour | |
| 02-07-2013 | Jacksonville Veterans Memorial Arena | Jacksonville | FL | Lounging at the Lagoon Tour | |
| 02-05-2013 | Pensacola Bay Center | Pensacola | FL | Lounging at the Lagoon Tour | |
| 02-02-2013 | BB&T Center | Ft Lauderdale | FL | Lounging at the Lagoon Tour | |
| 03-30-2012 | 1-800-ASK-GARY Amphitheatre | Tampa | FL | Welcome to Fin Land Tour | |
| 02-28-2012 | Leon County Civic Center | Tallahassee | FL | Welcome to Fin Land Tour | |
| 02-04-2012 | Amway Center | Orlando | FL | Welcome to Fin Land Tour | |
| 01-31-2012 | Jacksonville Veterans Memorial Arena | Jacksonville | FL | Welcome to Fin Land Tour | |
| 01-28-2012 | American Airlines Arena | Miami | FL | Welcome to Fin Land Tour | |
| 11-04-2011 | Margaritaville Street Festival | Key West | FL | ||
| 04-28-2011 | National Naval Aviation Museum | Pensacola | FL | Benefit Show for the Naval Aviation Museum Foundation (Jimmy with Mac McAnally and Robert Greenidge) | |
| 04-23-2011 | Cruzan Amphitheatre | West Palm Beach | FL | Welcome to Fin Land Tour | |
| 04-16-2011 | 1-800-ASK-GARY Amphitheatre | Tampa | FL | Welcome to Fin Land Tour | |
| 10-10-2010 | John Morgan Residence | Orlando | FL | Alex Sink Fundraiser | |
| 04-24-2010 | Ford Amphitheatre | Tampa | FL | Under the Big Top Tour | |
| 02-27-2010 | BankAtlantic Center | Ft Lauderdale | FL | Summerzcool Tour | |
| 02-25-2010 | Amway Arena | Orlando | FL | Summerzcool Tour | |
| 02-20-2010 | Jacksonville Veterans Memorial Arena | Jacksonville | FL | Summerzcool Tour | |
| 02-06-2010 | Viceroy Hotel | Miami | FL | ||
| 04-25-2009 | Ford Amphitheatre | Tampa | FL | Summerzcool Tour | |
| 02-12-2009 | Margaritaville Cafe Key West | Key West | FL | Special show for employees | |
| 11-02-2008 | Ford Amphitheater | Tampa | FL | Rally for Barack Obama | |
| 11-03-2007 | Ford Amphitheatre | Tampa | FL | Bama Breeze Tour | |
| 11-01-2007 | Ford Amphitheatre | Tampa | FL | Bama Breeze Tour | |
| 02-10-2007 | Leon County Civic Center | Tallahassee | FL | Party At The End Of The World Tour | |
| 02-08-2007 | Amway Arena | Orlando | FL | Party At The End Of The World Tour | |
| 02-03-2007 | The Clevelander | Miami | FL | Super Bowl show for Anheuser-Busch VIPs | |
| 11-16-2006 | Ford Amphitheatre | Tampa | FL | Party At The End Of The World Tour | |
| 11-14-2006 | Sound Advice Amphitheater | West Palm Beach | FL | Party At The End Of The World Tour | |
| 10-17-2005 | Cheeseburger in Paradise | Plantation | FL | CIP Opening | |
| 02-26-2005 | Ford Amphitheatre | Tampa | FL | A Salty Piece Of Land Tour | |
| 02-21-2005 | Jacksonville Veterans Memorial Arena | Jacksonville | FL | A Salty Piece Of Land Tour | |
| 02-19-2005 | Office Depot Center | Sunrise | FL | A Salty Piece Of Land Tour | |
| 01-28-2005 | Margaritaville Cafe | Key West | FL | 20th Anniversary | |
| 11-23-2004 | TD Waterhouse Centre | Orlando | FL | License To Chill Tour | |
| 11-04-2004 | Margaritaville Street Festival | Key West | FL | Meeting of the Minds | |
| 11-01-2004 | West Palm Beach Orlando Tampa | Tampa | FL | Florida Rallies for Betty Castor | |
| 05-01-2004 | Office Depot Center | Sunrise | FL | License To Chill Tour | |
| 04-22-2004 | St Pete Times Forum | Tampa | FL | License To Chill Tour | |
| 04-16-2004 | The Breakers | Palm Beach | FL | Benefit Show | |
| 02-17-2004 | Outback Steakhouse | Tampa | FL | Pro-Am Champions Golf Tour | |
| 12-05-2003 | Margaritaville Cafe | Key West | FL | Special Apperance | |
| 02-13-2003 | American Airlines Arena | Miami | FL | Far Side of the World Tour | |
| 02-10-2003 | TD Waterhouse Centre | Orlando | FL | Far Side of the World Tour | |
| 02-09-2003 | Margaritaville Cafe | Orlando | FL | ||
| 02-08-2003 | St Pete Times Forum | Tampa | FL | Far Side of the World Tour | |
| 11-02-2002 | Nikkis Beach Club | Miami | FL | Benefit Show | |
| 11-01-2002 | Margaritaville Street Festival | Key West | FL | Meeting of the Minds | |
| 10-31-2002 | Margaritaville Cafe | Key West | FL | Surprise appearance | |
| 04-03-2002 | The Breakers | Palm Beach | FL | Benefit the Academy of the Palm Beaches | |
| 02-20-2002 | TD Waterhouse Centre | Orlando | FL | A Beach Odyssey Tour | |
| 02-18-2002 | Ice Palace | Tampa | FL | A Beach Odyssey Tour | |
| 02-16-2002 | National Car Rental Center | Ft Lauderdale | FL | A Beach Odyssey Tour | |
| 02-14-2002 | Leon County Civic Center | Tallahassee | FL | A Beach Odyssey Tour | |
| 02-24-2001 | Mars Music Amp | West Palm Beach | FL | Tuesdays, Thursdays, Saturdays Tour | |
| 02-22-2001 | Ice Palace | Tampa | FL | Tuesdays, Thursdays, Saturdays Tour | |
| 02-10-2001 | National Car Rental Center | Ft Lauderdale | FL | Tuesdays, Thursdays, Saturdays Tour | |
| 02-08-2001 | TD Waterhouse Centre | Orlando | FL | Tuesdays, Thursdays, Saturdays Tour | |
| 12-11-1999 | Coral Sky Amphitheatre | West Palm Beach | FL | Beach House On The Moon Tour | |
| 12-09-1999 | Coral Sky Amphitheatre | West Palm Beach | FL | Beach House On The Moon Tour | |
| 12-02-1999 | Orlando Arena | Orlando | FL | Beach House On The Moon Tour | |
| 11-30-1999 | Ice Palace | Tampa | FL | Beach House On The Moon Tour | |
| 03-04-1999 | Margaritaville Cafe | Orlando | FL | ||
| 12-10-1998 | Ice Palace | Tampa | FL | Don’t Stop The Carnival Tour | |
| 12-08-1998 | Orlando Arena | Orlando | FL | Don’t Stop The Carnival Tour | |
| 12-06-1998 | Coral Sky Amphitheatre | West Palm Beach | FL | Don’t Stop The Carnival Tour | |
| 12-04-1998 | Coral Sky Amphitheatre | West Palm Beach | FL | Don’t Stop The Carnival Tour | |
| 11-07-1998 | Margaritaville Street Festival | Key West | FL | ||
| 02-09-1998 | Ice Palace | Tampa | FL | Havana Daydreamin’ Tour | |
| 02-07-1998 | Coral Sky Amphitheatre | West Palm Beach | FL | Havana Daydreamin’ Tour | |
| 02-06-1998 | Coral Sky Amphitheatre | West Palm Beach | FL | Havana Daydreamin’ Tour | |
| 02-25-1997 | Orlando Arena | Orlando | FL | Banana Wind Tour | |
| 02-22-1997 | Coral Sky Amphitheatre | West Palm Beach | FL | Banana Wind Tour | |
| 02-21-1997 | Ice Palace | Tampa | FL | Banana Wind Tour | |
| 04-20-1996 | Kravis Center | West Palm Beach | FL | Benefit Concert – Children of The Palm Beaches | |
| 04-19-1996 | Kravis Center | West Palm Beach | FL | Benefit Concert – Children of The Palm Beaches | |
| 04-23-1995 | Orlando Arena | Orlando | FL | Fruitcakes Tour | |
| 04-22-1995 | Orlando Arena | Orlando | FL | Fruitcakes Tour | |
| 04-20-1995 | Jacksonville Coliseum | Jacksonville | FL | Fruitcakes Tour | |
| 04-19-1995 | Miami Arena | Miami | FL | Fruitcakes Tour | |
| 04-17-1995 | Leon County Civic Center | Tallahassee | FL | Fruitcakes Tour | |
| 04-15-1995 | Thunderdome | St Petersburg | FL | Fruitcakes Tour | |
| 04-16-1994 | Orlando Arena | Orlando | FL | Fruitcakes Tour | |
| 04-15-1994 | Leon County Civic Center | Tallahassee | FL | Fruitcakes Tour | |
| 04-13-1994 | Sunrise Musical Theatre | Ft Lauderdale | FL | Fruitcakes Tour | |
| 04-12-1994 | Sunrise Musical Theatre | Ft Lauderdale | FL | Fruitcakes Tour | |
| 10-03-1992 | Margaritaville Cafe | Key West | FL | ||
| 09-26-1992 | Joe Robbie Stadium | Miami | FL | Hurricane Andrew Benefit | |
| 01-25-1992 | USF Sun Dome | Tampa | FL | ||
| 01-24-1992 | Miami Arena | Miami | FL | ||
| 01-23-1992 | Orlando Arena | Orlando | FL | ||
| 10-26-1991 | Margaritaville Cafe | Key West | FL | Impromtu shows Smathers Beach & Margaritaville | |
| 01-25-1991 | Florida Suncoast Dome | St Petersburg | FL | Jimmy’s Jump Up Tour | |
| 01-24-1991 | OConnell Center | Gainesville | FL | Jimmy’s Jump Up Tour | |
| 01-23-1991 | Orlando Arena | Orlando | FL | Jimmy’s Jump Up Tour | |
| 01-22-1991 | Leon County Civic Center | Tallahassee | FL | Jimmy’s Jump Up Tour | |
| 12-12-1990 | Florida State Penitentiary | Raiford | FL | Jimmy and Fingers Taylor | |
| 08-06-1989 | Orlando Arena | Orlando | FL | Off To See The Lizard Tour | |
| 08-05-1989 | Miami Arena | Miami | FL | Off To See The Lizard Tour | |
| 08-04-1989 | USF Sun Dome | Tampa | FL | Off To See The Lizard Tour | |
| 10-12-1988 | Sunrise Musical Theatre | Ft Lauderdale | FL | Benefit Show | |
| 06-21-1988 | Margaritaville Cafe | Key West | FL | ||
| 02-12-1988 | USF Sun Dome | Tampa | FL | Cheap Vacation Tour | |
| 02-11-1988 | Leon County Civic Center | Tallahassee | FL | Cheap Vacation Tour | |
| 02-03-1988 | Pensacola Civic Center | Pensacola | FL | Cheap Vacation Tour | |
| 11-29-1987 | Marine Stadium | Miami | FL | A Pirate Looks At Forty Tour | |
| 11-28-1987 | Wickers Field | Key West | FL | A Pirate Looks At Forty Tour | |
| 11-16-1986 | OConnell Center | Gainesville | FL | Floridays Tour | |
| 11-15-1986 | Ocean Center | Daytona Beach | FL | World Tour of Florida | |
| 11-14-1986 | Leon County Civic Center | Tallahassee | FL | World Tour of Florida | |
| 11-13-1986 | The Auditorium | West Palm Beach | FL | World Tour of Florida | |
| 11-10-1986 | Knight Center | Miami | FL | World Tour of Florida | |
| 11-09-1986 | Knight Center | Miami | FL | World Tour of Florida | |
| 11-08-1986 | USF Sun Dome | Tampa | FL | World Tour of Florida | |
| 11-05-1986 | The Manatee Center | Palmetto | FL | World Tour of Florida | |
| 10-27-1986 | Del Rios Grill | Key West | FL | Benefit to save the Salt Ponds | |
| 08-15-1986 | Pensacola Civic Center | Pensacola | FL | Floridays Tour | |
| 06-12-1986 | Pensacola Civic Center | Pensacola | FL | Floridays Tour | |
| 08-17-1985 | Marine Stadium | Miami | FL | Sleepless Knights Tour | |
| 08-16-1985 | Marine Stadium | Miami | FL | Sleepless Knights Tour | |
| 11-20-1983 | Lion County Civic Center | Tallahassee | FL | Somewhere Over China Tour | |
| 11-17-1983 | West Palm Beach Auditorium | West Palm Beach | FL | Somewhere Over China Tour | |
| 11-15-1983 | University of Florida Gym | Gainesville | FL | Somewhere Over China Tour | |
| 02-05-1981 | Sunrise Musical Theatre | Ft Lauderdale | FL | Coconut Telegraph Tour | |
| 08-16-1978 | Maurice Gusman Cultural Center | Miami | FL | Cheeseburger in Paradise Tour | |
| 08-15-1978 | Maurice Gusman Cultural Center | Miami | FL | Cheeseburger in Paradise Tour | |
| 08-14-1978 | Maurice Gusman Cultural Center | Miami | FL | Cheeseburger in Paradise Tour | |
| 12-18-1977 | Mallory Square | Key West | FL | Changes in Latitudes, Changes in Attitudes | |
| 07-28-1977 | The Blue Moon Saloon | Key West | FL | 1977 Tour | |
| 07-09-1976 | Cruise on the riverboat Tom Sawyer | St. Petersburg | FL | ||
| 07-02-1976 | Jai-Alai | Miami | FL | ||
| 08-04-1975 | Gusman Cultural Center | Miami | FL | ||
| Number of Shows: 162 | |||||