Best Bets

Best Bets

Check your Best Bets before you make your weekend plans, so you don't miss out! We've got local events, concerts and more all along the Gulf Coast.Full Bio

 

Best Bets for the Weekend, May 15- May 17

WILLIE NELSON & FAMILY- Sat 7:30pm, The Wharf Amphitheater, Orange Beach, CLICK HERE  

SAL VULCANO: EVERYTHING’S FINE TOUR- Fri 7pm, Pensacola Saenger Theatre, CLICK HERE    

PENSACOLA BEACH ART & WINE FESTIVAL- Sun 12 noon-5pm (Grand Tastings from 2 p.m. to 5 p.m), Pensacola Beach Boardwalk & Gulfside Pavilion

For the first time, the festival will span two beachfront locations - the Pensacola Beach Boardwalk and the Gulfside Pavilion - creating a walkable experience with wine tastings, culinary samplings, and local artists showcasing their coastal-inspired creations.  CLICK HERE   

BALLIN’ ON BELROSE- Sat 7am-12noon, Belrose Ave, Olde Town Daphne

Ballin’ on Belrose is a community walk/run event to raise money for the Baller Dream Foundation. Every May, hundreds of people climb the same stretch of Belrose Avenue in Daphne—for something bigger than themselves. That something is the Baller Dream Foundation—providing life-changing experiences for children and young adults battling cancer. CLICK HERE   

MRS. ROPER ROMP (THE GULF COAST CHAPTER) FOR AUBREIGH’S ARMY- Sun 11am-6pm, T.P Crockmeir’s to The Electric Piano Parlor, Dauphin Street, Downtown Mobile

Calling all Helens! Benefitting Aubreigh's Army this year, grab your kaftan for the International Order of Mrs Roper Gulf Coast Chapter's 2026 Roper Romp. Brunch starts around 11am at TP CROCKMIERS on Dauphin St followed by pub crawl and The Electric Piano Bar hosting the Romp. CLICK HERE

PENSACOLA PICKLES & WINGS FAMILY FESTIVAL- Sat 10am-8pm, Seville Square & Bartram Park, Downtown Pensacola

It's kind of a Big Dill. A one-day-only Pensacola festival celebrating crispy wings, bold pickles, and local makers – with food trucks, vendors, artists, live entertainment, a pickle eating contest, costume contests, carnival games, and a kids zone. Admission is free.  CLICK HERE   

 

GALLERY NIGHT PENSACOLA: FESTA ITALIANA- Fri 5pm-9pm, Downtown Pensacola

Transport yourself to the heart of Italy in downtown Pensacola. It will be an unforgettable evening filled with local art, live music, delicious food, and the warm spirit of Italian culture.  CLICK HERE   

 

ASIAN/ PACIFIC AMERICAN FESTIVAL- Sat/Sun 9am-6pm, Fil-Am Cultural Center, Pensacola

Experience the sights, sounds, and flavors of Asia and the Pacific—no passport or plane ticket required. This two-day festival celebrates the rich diversity, heritage, and traditions of Asian and Pacific Islander communities through food, art, music, and cultural expression.  CLICK HERE   

LIVE AT FIVE CONCERT SERIES: JAMMY BUFFET - Fri 5pm, Halstead Amphitheater, Fairhope

Jammy Buffet is a Colorado–Tennessee tribute band led by Brendan Mayer (son of longtime Coral Reefer Peter Mayer), with regular guest appearances from members of Jimmy's own Coral Reefer Band. Their shows have something for every kind of fan, from greatest-hit singalongs for the casual crowd to deep cuts for diehard Parrotheads.  CLICK HERE  

 

BANDS ON THE BLACKWATER: Blackwater Calvary- Fri 7pm-9pm, Jernigan’s Landing, Milton

The series of free concerts offers a variety of music from local favorites to national touring bands, with genres including bluegrass, country, blues and rock & roll.  CLICK HERE 

LIVE MUSIC IN THE PARK: JESSE TAYLOR PERRY - Sat 6:30pm-8:30pm, Blakeley State Park, Spanish Fort

The park welcomes singer/songwriter Jesse Taylor Perry for an evening of live entertainment. Jesse's soulful sound draws on multiple genres and appeals to music lovers of all ages. C&M Eats food truck will be on hand with delicious bbq. Just bring a chair!  CLICK HERE  

7th Annual BOYINGTON OAK FESTIVAL- Sat 12:30pm, Oakleigh House Museum, Mobile

Celebrate one of Mobile’s most fascinating legends and enjoy a full day of history, culture, and community. Events include “The Truth is in The Tree” play, Oakleigh House tour, Trolley tour, antique car show & procession, and more.  CLICK HERE   

ORANGE BEACH BILLFISH CLASSIC- Fri/Sat, Marlin Circle, The Wharf, Orange Beach

This is the first major qualifying tournament of the Gulf Coast Triple Crown Series. The OBBC includes tuna, wahoo and dolphin (mahi), but is primarily a blue marlin tournament. The two-day event will be full of big boats, big fish and big fun. And it’s all for a great cause, benefitting The Billfish Foundation.  CLICK HERE  

PAWS FOR A PURPOSE: SERVICE DOG FESTIVAL- Sat 10am-2pm, Spanish Fort Community Center

Join Girl Scout Troop 8756 for a fun, family-friendly day to celebrate the amazing work of service dogs and help support Service Dogs Alabama! There will be live service dog demonstrations, kids crafts & activities, games, photo booth, and pet adoption with Wags & Whiskers.  CLICK HERE   

PUPPY PALOOZA- Sat 11am-2pm, Eastern Shore Centre, Spanish Fort

This event will feature live music, pet adoptions, a fido marketplace, doggy activities, K9 splash zone, giveaways, and more, on the Green near California Dreaming. Puppy Palooza benefits the Baldwin Humane Society.  CLICK HERE   

PETPALOOZA- Sat 11am-3pm, Escambia County Animal Shelter, Pensacola

Enjoy free pet adoptions, food trucks, vendors, pet resources, and more.

Free adoptions are sponsored by BISSELL Pet Foundation, with adoption fees waived on cats and dogs one year or older. (Puppies will be available for $50, and kittens will be available for $25. A $15 licensing fee will be applied to all adoptions for Escambia County residents.)  CLICK HERE

TUCK EVERLASTING- Thurs/Fri/Sat 7:30pm; Sun 2:30pm; May 14-May 24, Chickasaw Civic Theatre

If you could live forever, would you? Based on the novel by Natalie Babbitt, this warm and touching show tells the story of a young girl who is offered the chance at immortality. It’s the perfect show for kids to enjoy with their parents and grandparents.  CLICK HERE   

GULF COAST CHINESE LANTERN FESTIVAL- Thurs-Sun 5pm-10pm, April 16-June 21, Bellingrath Gardens, Theodore

The 2026 Gulf Coast Chinese Lantern Festival is an all new show filled with all new lanterns. As night falls, the Gardens glow with more than 40 towering, handcrafted light sculptures that transform the landscape into a vivid world of color and scale. Explore the Gardens after dark and discover an unforgettable night of light, energy, and wonder for all ages, with stunning photo moments at every turn. CLICK HERE   

MARKET IN THE PARK- Sat 7:30am-12noon (Apr 25- Jun 27), Cathedral Square, Downtown Mobile

Start your Saturday mornings at Market in the Park, where fresh, local, and handmade goods come together. Browse a variety of vendors offering everything from produce and seafood to baked goods, art, and unique handmade items while enjoying live music in a relaxed, community atmosphere.  CLICK HERE  

PALAFOX MARKET-  Sat 9am-2pm, Downtown Pensacola

You'll find the unique, the one-of-a-kind, the precious, the delicious and the off-beat at Palafox Market, now in 2 locations: Palafox Market North at Martin Luther King, Jr. Plaza and Palafox Market South at Plaza Ferdinand. Items originate directly from talented onsite vendors who grow, make, or create each item for sale.  CLICK HERE   

TOPSHOT-US-ENTERTAINMENT-MUSIC-FESTIVAL-FARM AID

Photo: SUZANNE CORDEIRO / AFP / Getty Images


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