| Barbados Jazz Festival | Jan 12 2009 | Jan 18 2009 | Multiple Locations | Barbados | Multiple Venues |
| The Smooth Jazz Cruise | Jan 18 2009 | Jan 25 2009 | Fort Lauderdale | FL | Holland America m/s Zuiderdam |
| Jamaica Jazz and Blues Festival | Jan 22 2009 | Jan 24 2009 | Montego Bay | Jamaica | Rose Hall Aquaducts |
| Playboy Jazz Cruise | Jan 25 2009 | Feb 1 2009 | Fort Lauderale | FL | Holland America m/s Westerdam |
| Smooth Music Cruise | Jan 31 2009 | Feb 5 2009 | Miami | FL | Celebrity Century |
| North Carolina Jazz Festival | Feb 5 2009 | Feb 7 2009 | Wilmington | NC | Wilmington Hilton Riverside |
| Big Ears | Feb 6 2009 | Mar 8 2009 | Knoxville | TN | The Bijou Theater & The Pilot Light |
| Newport Beach Jazz Party | Feb 12 2009 | Feb 15 2009 | Newport Beach | CA | Marriott Newport Beach Hotel & Spa |
| Portland Jazz Festival | Feb 13 2009 | Feb 22 2009 | Portland | OR | Multiple Venues |
| Lionel Hampton Jazz Festival | Feb 26 2009 | Feb 28 2009 | Moscow | ID | University of Idaho Kibbie Dome |
| SFJAZZ Spring Season | Mar 6 2009 | Jun 21 2009 | San Francisco | CA | Various |
| Savannah Music Festival | Mar 18 2009 | Apr 5 2009 | Savannah | GA | Multiple Venues |
| Palm Springs Classic Jazz Festival | Mar 20 2009 | Mar 22 2009 | Palm Springs | CA | Multiple Venues |
| Redwood Coast Jazz Festival | Mar 26 2009 | Mar 29 2009 | Eureka | CA | Multiple Venues |
| Berks Jazz Festival | Mar 27 2009 | Apr 5 2009 | Reading | PA | Multiple Venues |
| Jazz in the Gardens | Mar 28 2009 | Mar 29 2009 | Miami Gardens | FL | Dolphin Stadium |
| Jacksonville Jazz Festival | Apr 2 2009 | Apr 5 2009 | Jacksonville | FL | The Florida Theatre & Metropolitan Park |
| Gene Harris Jazz Festival | Apr 2 2009 | Apr 4 2009 | Boise | ID | Boise State University |
| Next Generation Festival | Apr 3 2009 | Apr 5 2009 | Monterey | CA | Monterey Conference Center |
| Glendale Jazz & Blues Festival | Apr 4 2009 | Apr 5 2009 | Glendale | AZ | Historic Downtown Glendale |
| Seabreeze Jazz Festival | Apr 17 2009 | Apr 19 2009 | Panama City | FL | Pier Park Outdoor Amphitheater |
| Reno Jazz Festival | Apr 23 2009 | Apr 25 2009 | Reno | NV | University of Nevada, Reno |
| New Orleans Jazz and Heritage Festival | Apr 24 2009 | May 3 2009 | New Orleans | LA | Fair Grounds Race Course |
| Oxford Double Decker Arts Festival | Apr 25 2009 | Apr 25 2009 | Oxford | MS | Courthouse Square |
| Las Vegas City of Lights Jazz and R&B Festival | Apr 25 2009 | Apr 25 2009 | Las Vegas | NV | New Venue TBA |