2025 Rehoboth Beach Jazz Festival

The 2025 Rehoboth Beach Jazz Festival will take place Wednesday, Oct. 15 through Sunday, Oct. 19. For details, go to rehobothjazz.com.

The following are the official Rehoboth Beach Jazz Festival listings.

Thursday, Oct. 16

• 2025 Rehoboth Beach Jazz Festival Kick-Off Concert featuring Sheila E. with guest artists Brian Simpson, Marion Meadows & Jackiem Joyner, 7:30 p.m., Rehoboth Beach Convention Center, 229 Rehoboth Ave., Rehoboth Beach. 

Friday, Oct. 17

• Brian Simpson, Jessy J & Steve Oliver, 5 p.m., Cambria Hotel, 17222 Hood Rd., Rehoboth Beach.
• Eric Darius & Avery Sunshine, 8 p.m., Rehoboth Beach Convention Center, 229 Rehoboth Ave., Rehoboth Beach. 
• Marion Meadows & Althea René, 8:30 p.m., Rusty Rudder, 113 Dickinson Ave., Dewey Beach.
• Tower of Power, 9:30 p.m., Performing Arts Theater, Cape Henlopen High School, 1250 Kings Hwy., Lewes. 
• Blake Aaron, 10:30 p.m., Cambria Hotel, 17222 Hood Rd., Rehoboth Beach. Free event. 

Saturday, Oct. 18

• Reggie Harris, 10 a.m., Historic Lewes Farmers Market, Lewes Elementary School parking lot, 820 Savannah Rd., Lewes. Free event.
• Pieces of a Dream with a special performance by Rehoboth Sexy Saxes featuring Jeff Kashiwa, Marion Meadows & Kim Waters, 12:30 p.m., Performing Arts Theater, Cape Henlopen High School, 1250 Kings Hwy., Lewes.    
• Club Phred with The Blues Brothers Horns, 1 p.m., Rusty Rudder deck, 113 Dickinson Ave., Dewey Beach. 
• Naturally 7, 2 p.m., Cambria Hotel, 17222 Hood Rd., Rehoboth Beach.
• Matt Marshak, 2:30 p.m., Rusty Rudder deck, 113 Dickinson Ave., Dewey Beach.  
• Vincent Ingala, 3 p.m., Lewes Elementary School, 820 Savannah Rd., Lewes. 
• Jazz Attack featuring Rick Braun, Peter White & Richard Elliot, 4 p.m., Rehoboth Beach Convention Center, 229 Rehoboth Ave., Rehoboth Beach. 
• Lindsey Webster, 4 p.m., Rusty Rudder, 113 Dickinson Ave., Dewey Beach.
• Stanley Jordan & Diego Figueiredo, 6 p.m., Cambria Hotel, 17222 Hood Rd., Rehoboth Beach.
• 2025 Rehoboth Beach Jazz Fest All-Stars featuring Brian Simpson (musical director), Vincent Ingala, Jessy J, Kim Waters, Lindsey Webster & Peter White, 7:30 p.m., Performing Arts Theater, Cape Henlopen High School, 1250 Kings Hwy., Lewes.   
• Rick Braun with guest Andrew Neu, 8 p.m., Lewes Elementary School, 820 Savannah Rd., Lewes.
• Kirk Whalum & Lee Ritenour, 9 p.m., Rehoboth Beach Convention Center, 229 Rehoboth Ave., Rehoboth Beach.
• Alex Bugnon & Jackiem Joyner, 9 p.m., Rusty Rudder, 113 Dickinson Ave., Dewey Beach.
• Party at the Cambria featuring Jeff Kashiwa, Matt Marshak, Althea René & Art Sherrod Jr., 10 p.m., Cambria Hotel, 17222 Hood Rd., Rehoboth Beach.

Sunday, Oct. 19

• Sunday Brunch featuring Art Sherrod Jr., Althea Reneé & Chris “Big Dog” Davis, 11 a.m., Rusty Rudder, 113 Dickinson Ave., Dewey Beach. 
• 2025 Grand Jam! featuring Brian Simpson, Blake Aaron, Rick Braun, Alex Bugnon, Chris “Big Dog” Davis, Vincent Ingala, Jessy J, Jackiem Joyner, Jeff Kashiwa, Matt Marshak, Steve Oliver, Lindsey Webster, Peter White & Lori Williams, 3:30 p.m., Rehoboth Beach Convention Center, 229 Rehoboth Ave., Rehoboth Beach.
• 2025 Closing Party Buffet featuring Art Sherrod Jr., Blake Aaron, Jackiem Joyner, Jeff Kashiwa, Steve Oliver & Lori Williams, 6:30 p.m., Rusty Rudder, 113 Dickinson Ave., Dewey Beach. 

THE FOLLOWING CAPE REGION ESTABLISHMENTS ARE HOSTING THEIR OWN ENTERTAINMENT DURING REHOBOTH BEACH JAZZ FESTIVAL WEEKEND.

Wednesday, Oct. 15

• True Blue Jazz Youth Celebration Party, 6 to 9 p.m., Bethany Blues, 18385 Coastal Hwy., Lewes. 302-644-2500.

Thursday, Oct. 16

• The Jazzmen, 4 to 7 p.m., Twin Branch Winery, 14756 Twin Branch Rd., Milton. eventbrite.com.
• Jay Brown Trio by True Blue Jazz, 4:30 to 8:30 p.m., The Blue Hen Restaurant patio @ The Avenue Inn, 33 Wilmington Ave., Rehoboth Beach. 302-278-7842.
• McShane & Co., 6 to 9 p.m., Blackwall Hitch, 52 Rehoboth Ave., Rehoboth Beach. 302-226-0050.
• Christy Taylor by True Blue Jazz, 6 to 9 p.m., Lefty’s Alley & Eats, 36450 Plaza Dr., Lewes. 302-864-6000.
• Guitarist Brian Betz & vibraphonist Behn Gillece by True Blue Jazz, 7 to 8:30 p.m., Boardwalk Plaza Hotel, 2 Olive Ave., Rehoboth Beach. truebluejazz.org.

Friday, Oct. 17

• Jay Brown Trio by True Blue Jazz, noon to 3 p.m., Nassau Valley Vineyards Winery, 32165 Winery Way, Lewes. truebluejazz.org.
• Joe Baione, 4 to 7 p.m., Bluecoast Seafood Grill & Raw Bar, 30115 Veterans Way, Rehoboth Beach. 302-278-7395.
• McShane & Co. by True Blue Jazz, 4:30 to 8:30 p.m., The Blue Hen Restaurant patio @ The Avenue Inn, 33 Wilmington Ave., Rehoboth Beach. 302-278-7842.
• Jeff Knoettner Duo by True Blue Jazz, 5:30 to 8:30 p.m., Bramble & Brine at The Buttery, 102 Second St., Lewes. 302-703-2818.
• Dale Melton Trio, 6 to 9 p.m., Blackwall Hitch, 52 Rehoboth Ave., Rehoboth Beach. 302-226-0050.
• Bay Jazz Project Duo featuring Seth Kibel & Sean Lane, 6 to 9 p.m., DiFebo’s Restaurant, 12 N. First St., Rehoboth Beach. Reservations suggested. 302-226-4550.
• The Richard Walton Group, 6 to 10 p.m., Eden, 23 Baltimore Ave., Rehoboth Beach. Advance reservations suggested. 302-227-3330.
• Jerry Weldon Trio by True Blue Jazz, 6:30 p.m., Boardwalk Plaza Hotel, 2 Olive Ave., Rehoboth Beach. truebluejazz.org.
• Portrait of Sinatra by Clark Bryan with percussionist Alan Dale, 6:30 to 8:30 p.m., The Room at Cedar Grove, 32882 Cedar Grove Rd., Lewes. paulkares.simpletix.com.
• Christy Taylor by True Blue Jazz, 7 to 10 p.m., Lefty’s Alley & Eats, 36450 Plaza Dr., Lewes. 302-864-6000.
• Comfort Zone Band, 8 to 11:30 p.m., Conch Island Key West Bar & Grill, 37169 Rehoboth Ave., Rehoboth Beach. 302-226-9378.
• Thad Wilson Big Band by True Blue Jazz, 8 to 10:30 p.m., Nassau Valley Vineyards Winery, 32165 Winery Way, Lewes. truebluejazz.org.

• To the Max Dance Band, 8:30 to 11 p.m., Bethany Blues, 18385 Coastal Hwy., Lewes. 302-644-2500.
• Jerry Weldon Trio by True Blue Jazz, 8:30 p.m., Boardwalk Plaza Hotel, 2 Olive Ave., Rehoboth Beach. truebluejazz.org.

Saturday, Oct. 18

• Jazz Brunch with Bay Jazz Project Duo featuring Seth Kibel & Sean Lane, 10 a.m. to noon, Sunny Bay Cafe, 236 Rehoboth Ave., Rehoboth Beach. Reservations suggested. 302-567-2344.
• Dale Melton Trio by True Blue Jazz, noon to 3 p.m., Nassau Valley Vineyards Winery, 32165 Winery Way, Lewes. truebluejazz.org.
• True Blue Smokin’ Hot Firehouse Big Band Marathon Jazz Marathon featuring Bill Dilks Jazz Organ Trio, Cape Henlopen High School Jazz Band, Delmarva Big Band, Columbia Jazz Orchestra, and St. Mark Spartan Alumni Jazz Big Band, noon to 6 p.m., Rehoboth Beach Fire House, 219 Rehoboth Ave., Rehoboth Beach. truebluejazz.org.
• Christy Taylor by True Blue Jazz, 1 to 4 p.m., Lefty’s Alley & Eats, 36450 Plaza Dr., Lewes. 302-864-6000.
• Andrea Wolper & Ken Filiano with the David Libby Trio, 1 p.m., Westminster Presbyterian Church, 301 King Charles Ave., Rehoboth. Free, a good will offering will be taken, benefitting Cape Henlopen High School jazz program. Livestream available at westminster-rehoboth.org.
• The Moravian University Big Band Concert, 3 p.m., All Saints’ Episcopal Church, 22 Olive Ave., Rehoboth Beach. Freewill offering to be collected, guests welcome to bring chairs, rain location: All Saints’ Episcopal Church, 18 Olive Ave., Rehoboth Beach. 302-227-7202.
• Elliott Bastian Trio by True Blue Jazz, 3:30 p.m., Bramble & Brine at The Buttery, 102 Second St., Lewes. 302-703-2818.
• 5th Avenue Jazz, 4 to 7 p.m., Bluecoast Seafood Grill & Raw Bar, 30115 Veterans Way, Rehoboth Beach. 302-278-7395.
• The Budesa Brothers by True Blue Jazz, 4:30 to 8:30 p.m., The Blue Hen Restaurant patio @ The Avenue Inn, 33 Wilmington Ave., Rehoboth Beach. 302-278-7842.
• Jazz Mass featuring Moravian University Jazz Ensemble, guest singers and parish musicians, 5 p.m., All Saints’ Episcopal Church, 18 Olive Ave., Rehoboth Beach. Freewill offering to be collected. 302-227-7202.
• Keli and Nick by True Blue Jazz, 5:30 to 8:30 p.m., Bramble & Brine at The Buttery, 102 Second St., Lewes. 302-703-2818.
• Jeff Knoettner Combo, 6 to 9 p.m., Blackwall Hitch, 52 Rehoboth Ave., Rehoboth Beach. 302-226-0050.
• Bay Jazz Project Duo featuring Seth Kibel & Sean Lane, 6 to 9 p.m., DiFebo’s Restaurant, 12 N. First St., Rehoboth Beach. Reservations suggested. 302-226-4550.
• The Richard Walton Group, 6 to 10 p.m., Eden, 23 Baltimore Ave., Rehoboth Beach. Advance reservations suggested. 302-227-3330.
• Van Williamson, 6 to 8 p.m., The Federal Rehoboth, 62A Rehoboth Ave., Rehoboth Beach. 302-727-5609.
• Steve Oliver with special guest Blake Aaron, 6:30 to 8:30 p.m., The Room at Cedar Grove, 32882 Cedar Grove Rd., Lewes. paulkares.simpletix.com.
• Pianist Joe Block & vocalist Georgia Heers by True Blue Jazz, 7 p.m., Boardwalk Plaza Hotel, 2 Olive Ave., Rehoboth Beach. truebluejazz.org.
• Christy Taylor by True Blue Jazz, 7 to 10 p.m., Lefty’s Alley & Eats, 36450 Plaza Dr., Lewes. 302-864-6000.
• Comfort Zone Band, 8 to 11:30 p.m., Conch Island Key West Bar & Grill, 37169 Rehoboth Ave., Rehoboth Beach. 302-226-9378.
• Wycliffe Gordon & septet by True Blue Jazz, 8 to 10:30 p.m., Nassau Valley Vineyards Winery, 32165 Winery Way, Lewes. truebluejazz.org.

• Satin Soul featuring Denise King and Joe Baione, 8:30 to 11 p.m., Bethany Blues, 18385 Coastal Hwy., Lewes. 302-644-2500.

Sunday, Oct. 19

• Brunch with Back Bay Blues, 10 a.m. to noon, Bethany Blues, 18385 Coastal Hwy., Lewes. 302-644-2500.
• Jazz Mass featuring Moravian University Jazz Ensemble, guest singers and parish musicians, 10 a.m., St. George’s Chapel, 20271 Beaver Dam Rd. (Rt. 23), Harbeson. Freewill offering to be collected. Jam Session featuring Moravian Big Band immediately after the service, refreshments will be served. 302-227-7202.
• Jazz Brunch with Bay Jazz Project Duo featuring Seth Kibel & Sean Lane, 10 a.m. to noon, Sunny Bay Cafe, 236 Rehoboth Ave., Rehoboth Beach. Reservations suggested. 302-567-2344.
• Van Williamson, 11 a.m. to 3 p.m., Back Porch Cafe, 59 Rehoboth Ave., Rehoboth Beach. 302-227-3674.
• Sunday Brunch with The Budesa Brothers by True Blue Jazz, 11 a.m. to 3 p.m., Blackwall Hitch, 52 Rehoboth Ave., Rehoboth Beach. 302-226-0050.
• Gumbo Nouveau by True Blue Jazz, 11 a.m. to 3 p.m., Bramble & Brine at The Buttery, 102 Second St., Lewes. 302-703-2818.
• Jazz Fest Brunch with Satin Soul Band featuring vocalist Denise King with vibes by Joe Baione, 11 a.m. to 1:30 p.m., The Room at Cedar Grove, 32882 Cedar Grove Rd., Lewes. paulkares.simpletix.com.
• True Blue Jazz Closing Brunch featuring Eddie Sherman & Peggy Raley with Eddie Allen & Paul Carr, 1 p.m., Boardwalk Plaza Hotel, 2 Olive Ave., Rehoboth Beach. truebluejazz.org.