September 3, 7:30 PM — Pam Tillis at WJCT Soundstage
100 Festival Park Avenue, Jacksonville, FL 32202
Country star Pam Tillis brings her expressive voice and polished storytelling to an intimate Jacksonville venue. Fans can expect favorites from her celebrated career, making this an appealing evening for listeners who enjoy classic ’90s country and songs filled with warmth, wit, and emotional depth. Tickets from $71, floridatheatre.com
September 4, 11:00 AM – 4:00 PM — Cummer Museum 904 Day
829 Riverside Avenue, Jacksonville, FL 32204
Celebrate Jacksonville’s signature “904 Day” with complimentary access to the Cummer Museum’s art galleries and renowned riverfront gardens. The visit offers an easygoing blend of fine art, local pride, architecture, and outdoor beauty, including a final opportunity to see the museum’s major historical-photography exhibition before it closes September 6. Free admission, cummermuseum.org
September 5, Noon – 8:15 PM — Aviles Street Festival
Aviles Street, St. Augustine, FL 32084
Celebrate Spanish Heritage Month on the nation’s oldest street with flamenco dancing, sword-dueling demonstrations, live music, art, history, food, and boutique shopping. Galleries and museums along atmospheric Aviles Street join the festivities, creating a cultural experience with considerably more character than a conventional street fair. Free admission, visitstaugustine.com/event/aviles-street-festival
September 10–13, Locations & Times Vary — Amelia Island Dance Festival: Guest Artist Performances
The festival’s signature production brings nationally recognized dancers and Northeast Florida companies together in a varied program spanning ballet, contemporary dance, tap, aerial work, and culturally inspired movement. Four performances of the curated program make this a flexible and sophisticated choice for patrons who enjoy the performing arts. Tickets: $53, ameliaislanddancefestival.org
September 11–13 and 18–20, 7:30 PM and 2:00 PM Matinees — Grand Horizons
A Classic Theatre, 99 King Street, St. Augustine, FL 32084
A Classic Theatre presents Bess Wohl’s sharp, funny, and heartfelt comedy about a couple whose decision to divorce after 50 years of marriage upends their family. Its candid treatment of love, aging, independence, and starting over delivers plenty of humor. Tickets: $25, aclassictheatre.org
September 13, 1:00 PM — Jacksonville Jaguars vs. Cleveland Browns
Everbank Stadium, 1 Everbank Stadium Drive, Jacksonville, FL 32202
The Jaguars open their 2026 regular-season home schedule against the Cleveland Browns at EverBank Stadium. Pregame festivities welcome the team back to DUUUVAL, while the afternoon kickoff offers local football fans the energy and pageantry of an NFL home opener. Ticket prices vary by seat and availability, jaguars.com/schedule
September 15, 3:30 PM — Poetry Canteen
1430 Park Avenue, Fernandina Beach, FL 32034
Amelia Island Poet Laureate Nola Perez and fellow poetry enthusiasts gather to share original work and favorite poems in a friendly five-minute open-mic format. Guests can simply listen or bring something to read, making this an accessible literary afternoon for longtime poetry lovers and curious newcomers alike. Free admission, ameliaisland.com/activity/poetry-canteen
September 15, 5:30 PM — An Evening with Filmmaker Tori Linder: Path of the Panther
St. John’s Cathedral, 256 East Church, Jacksonville, FL 32202
Emmy Award-winning filmmaker and conservationist Tori Linder introduces a screening of Path of the Panther, followed by a moderated conversation about storytelling, conservation, and the future of Florida’s wild places. A reception and meet-and-greet begin the evening at St. John’s Cathedral, making this a particularly strong choice for documentary and environmental audiences. Free admission, registration required. visitjacksonville.com/events/an-evening-with-filmmaker-tori-linder-path-of-the-panther
September 16, 11:00 AM – 3:00 PM — Active After 50 Expo
Orange Park Mall, 1910 Wells Rd, Orange Park, FL 32073
Designed specifically for adults 50+, this lively community expo at Orange Park Mall brings together practical resources for healthy aging, lifestyle planning, recreation, and local services. Live entertainment, useful information, and opportunities to meet trusted area organizations make it an especially natural fit for First Coast Senior Living readers. Free admission, activeafter50expo.com
September 19, 9:30 AM – 4:00 PM — Jax Book Fest
303 North Laura Street, Jacksonville, FL 32202
Jacksonville’s largest annual literary celebration fills the Main Library with more than 120 authors, booksellers, signings, and author conversations. Highlights include an afternoon Lit Chat with bestselling novelist Emma Straub, plus appearances by Jennifer Lynn Barnes and John Patrick Green. Free admission, jaxpubliclibrary.org/bookfest
September 19, 10:00 AM – 3:00 PM — St. Augustine Heritage Book Festival
Ximenez-Fatio House, 20 Aviles Street, St. Augustine, FL 32084
Meet Florida authors in the atmospheric courtyard of the 1798 Ximenez-Fatio House Museum, where books devoted to local stories, history, poetry, fiction, and narrative nonfiction take center stage. Visitors can talk with writers, purchase signed books, and enjoy a literary event closely tied to St. Augustine’s remarkable heritage. Free admission, ximenezfatiohouse.org
September 25, 6:00 PM – 9:30 PM — Amplified Avondale
The Shoppes of Avondale, St. John’s Avenue, Jacksonville, FL 32205
St. Johns Avenue comes alive for an evening of live music, local art, and neighborhood dining in historic Riverside Avondale. Visitors can browse artwork, enjoy performances, and make an evening of it at one of the district’s independent restaurants—an appealing, walkable celebration of Jacksonville’s creative community. visitjacksonville.com/events/amplified-avondale
September 27, 1:00 PM — Jacksonville Jaguars vs. New England Patriots
Everbank Stadium, 1 Everbank Stadium Drive, Jacksonville, FL 32202
The Jaguars host the New England Patriots at EverBank Stadium during the NFL’s Crucial Catch initiative, which promotes early cancer screening and recognizes survivors. It combines a major home football match-up with a meaningful league-wide health-awareness campaign. Ticket prices vary by seat and availability, jaguars.com/schedule
September 27, 6:00 PM – 9:00 PM — Sunset Concert Series: Alrighty Then
Amelia Island Riverfront Park, 123 Front Street, Fernandina Beach, FL 32034
Close out the month with an outdoor evening concert by Alrighty Then in Fernandina Beach. The casual sunset setting and familiar live music make this a sociable, low-key outing; guests may bring their own chairs or rent one at the event for $5. Admission is free, fbfl.us/calendar
