Photo Courtesy of the Virginia Beach Neptune Festival/Photo By Jessica Shea Photography
Neptune’s 29th Annual Fall Wine Festival, Sept. 11-12, 2026
Virginia Beach is a dynamic destination with a little of everything for all ages, interests and budgets. Certainly, maritime history and military appreciation are both core components of Virginia Beach’s local community. Through a myriad of activities and events, the resort city offers visitors and locals amazing opportunities to learn about and celebrate the heritage and history of the region. Home to amazing entertainment spaces and attractions, the Virginia Beach Oceanfront is a central hub for activities and events, especially along its famous three-mile boardwalk. The Oceanfront remains lively through all four seasons, and September and October are fabulous months to spend time in town. Mark your calendar so you don’t miss these incredible main events coming up soon.
Experience Labor Day Weekend, Sept. 4-6, with a variety of live music performances at 17th, 24th and 31st Street Stages. Also during Labor Day weekend, catch the Super Girl Surf Festival, Sept. 5-7, featuring more than 20 free concerts (pre-registration is required), inspiring speakers, athletic competitions and much more. This is the “world’s largest women’s sports, music and lifestyle festival”…and a can’t miss!
It’s no secret that Virginia produces high-quality wines, and the 29th Annual Fall Wine Festival, Sept. 11-12, is a favorite for wine lovers. Purchase tickets and get ready to taste a wide range of flavorful Virginia wines at the Oceanfront’s 31st Street Park.
Hampton Roads has a very strong military presence, so it’s no wonder that the NAS Oceana Air Show is a highly anticipated event each year. Featuring spectacular performances from the famous Blue Angels and many other demo teams, the annual air show attracts large crowds and this year’s show, happening Sept. 19-20, will offer a special 250th anniversary theme. This is a family-friendly event with free general admission.
Virginia Beach’s beloved beach culture will be on full display at the 52nd Annual Neptune Festival Boardwalk Weekend, Sept. 25-27. Featuring more than a dozen different events within one large festival, there’s so much to see and do at this large celebration at the Oceanfront.
Looking ahead to October, the 70th Virginia MOCA Boardwalk Art Show, Oct. 9-11, and the Wicked 10K Weekend, Oct. 30-21, are both favorite fall happenings at the Oceanfront. In November, Jeep enthusiasts will love the celebration of all things Jeep-related at the VA Beach Jeep Fest 2026, Nov. 6-8.
Virginia Beach is also where live music is a mainstay. Some of the area’s free summer concert series have event dates stretching into September and October. On Sept. 12, Dinosaur Jr will perform at 17th Street Park as the final show of Beach Events’ Oceanfront Concert Series, and Bands in the Sand concerts will continue through the month of September with the final event on Oct. 8.
For more live shows, be sure to check out the schedules of Virginia Beach’s larger entertainment venues. The Dome, located on 20th Street at the Oceanfront, is Virginia’s newest entertainment venue and offers a diverse lineup of performers in a state-of-the-art indoor-outdoor facility. Heading inland, the Veterans United Home Loans Amphitheater and the Sandler Center for the Performing Arts have both served as area go-to’s for entertainment through the decades. Zeiders American Dream Theater, located across the street from the Sandler Center in the Town Center of Virginia Beach, presents a variety of performances by local and regional artists. Also not to be overlooked, many Virginia Beach restaurants, such as Abbey Road Pub & Restaurant and Lucy’s Sky Bar, host live music performances throughout the year.
EVENTS CALENDAR
Sept. 4-6: Labor Day Weekend
Virginia Beach Oceanfront, 17th, 24th and 31st Street Stages
Sept. 4-6: Virginia Beach Weekly Fireworks at the Oceanfront
Virginia Beach Oceanfront
Click here for more details. (Sept. 4)
Click here for more details. (Sept. 5)
Click here for more details. (Sept. 6)
Sept. 5-7: Super Girl Surf Festival
Virginia Beach Oceanfront
Sept. 11-12: 29th Annual Fall Wine Festival
Virginia Beach Oceanfront, 31st Street Park
Sept. 12: 14th Annual 757 Battle of the Beers
State Military Reservation
Sept. 13: Staind: Break the Cycle 25th Anniversary Tour
Veterans United Home Loans Amphitheater
Sept. 15: Pat Metheny, Side-Eye III+
Sandler Center for the Performing Arts
Sept. 16: Wu-Tang Forever: The Final Chamber
Veterans United Home Loans Amphitheater
Sept. 18: TLC & Salt-N-Pepa with En Vogue – It’s Iconic
Veterans United Home Loans Amphitheater
Sept. 19-20: 2026 NAS Oceana Air Show
Sept. 21: Beard at the Beach: A Coastal Virginia Celebration of James Beard
Zoes Steak + Seafood
*Limited tickets available
Sept. 25-27: 52nd Annual Neptune Festival Boardwalk Weekend
Virginia Beach Oceanfront
Sept. 25-27: Dock Dogs
Virginia Beach Oceanfront, 14th Street on the Beach
Sept. 25-27: Neptune Festival Art & Craft Show
Virginia Beach Boardwalk, 25th-35th Streets
Sept. 25-27: Poseidon’s Playground
Virginia Beach Oceanfront, 17th Street Park
Sept. 25-Oct. 4: International Sandsculpting Championship
Virginia Beach Oceanfront, Between 7th-8th Streets
Sept. 26: Neptune’s 8K Race
Virginia Beach Oceanfront, 31st Street and Atlantic Avenue
Sept. 26: Neptune’s Atlantic Regatta
Virginia Beach Oceanfront
Sept. 26: Hometown Heroes Reception
Hilton Virginia Beach Oceanfront
Sept. 26-27: Neptune’s Surfing Classic
Virginia Beach Oceanfront, 2nd Street
Sept. 26-27: Neptune’s Healthy Haven
Virginia Beach Oceanfront, 5th-6th Streets
Sept. 26-27: Neptunes Volleyball Tournament
Virginia Beach Oceanfront, 2nd-6th Streets on the Beach
Sept. 26-27: Young Collectors: Art Gallery for Kids
Virginia Beach Boardwalk, 32nd Street
Sept. 27: Youth Art Show
Virginia Beach Oceanfront, 27th-28th Streets
Sept. 27: Taste of Virginia Beach
Oct. 9-11: 70th Virginia MOCA Boardwalk Art Show
Virginia Beach Boardwalk
Oct. 17: Five Finger Death Punch
Veterans United Home Loans Amphitheater
Oct. 25: Virginia Beach Surf & Rescue Museum Pig & Oyster Fest
Virginia Beach Oceanfront, 24th Street Park
Oct. 30-31: Wicked 10K Weekend
Virginia Beach Oceanfront
Nov. 6-8: VA Beach Jeep Fest 2026
Virginia Beach Oceanfront
Nov. 20-Dec. 31: BayPort Credit Union Holiday Lights at the Beach
Virginia Aquarium & Marine Science Center
Stay tuned for details.
Nov. 21: Fear No Ice
Virginia Beach Oceanfront, 31st Street Park
Nov. 21, Nov. 28, Dec. 12, Dec. 19: Santa’s Seaside Cinema
Virginia Beach Oceanfront, 31st Street Park
Dec. 5: BayPort Credit Union Holiday Parade at the Beach
Virginia Beach Oceanfront, Between 15th-25th Streets on Atlantic Avenue
Dec. 31-Jan. 1, 2027: Last Night on the Town
Town Center of Virginia Beach
All dates and times are subject to change. Please call ahead or check online before attending.