Winter Happy Hours and Live Entertainment During Snowbird Season 2026 in Destin and Miramar Beach

Snowbird season 2026 Destin and Miramar Beach is here. If you’re planning your Snowbird getaway to the Emerald Coast, you’re in for a treat! Destin and Miramar Beach are not only home to sugary white sands and crystal-clear waters but also an exciting array of happy hours and live entertainment that make winter here a true delight. Whether you’re a long-time Snowbird or a first-time visitor, here’s your guide to the best spots to enjoy your stay—all while making the most of our pet-friendly snowbird rentals in Destin.

Best Happy Hour Spots and Live Entertainment

Destin and Miramar Beach offer an abundance of restaurants and bars that cater to Snowbirds with fabulous happy hour deals and live entertainment. Here are some must-visit venues:

• Cabana Café: Located on the ground floor of Ariel Dunes I on the Seascape Resort, this informal restaurant specializes in drinks, pizza, and sandwiches. They have live entertainment on Tuesdays and Wednesdays from 6-9 pm with Sputzy and on Fridays with Sputzy and Krissa. Learn more.
• Blue Iguana Enjoy live music from Flash Flood Duo on Mondays from 4-7 pm and 2-for-1 happy hour on beer and margaritas from 2 pm to closing. visit their website.
• McGuires: The great thing about McGuires is you definitely wont leave hungry. $5 Martini Tuesday and $10 lunch options Monday-Friday. A wonderful Weekend brunch and anytime .18 senate bean soup with any entree. They do not take reservations and weekend seating can be a wait. Either way this is always a personal favorite. Check out their drink specials menu here

• Marina Café: Featuring a year-round happy hour from 5-7 pm, Marina Café offers half-priced drinks and a select appetizer/bar menu. Early dining specials from 5-6 pm include a buy-one-get-one-free entrée deal. More info.

• Ocean Club: Located at the entrance to Tops’l Resort, this venue is popular for its excellent food and live entertainment. On Wednesdays, enjoy music by Emerald Gold. Arrive between 5-6 pm for their buy-one-get-one-free menu. Details here.

• Austons: Near the Silver Sands Outlet Mall, Austons offers $12 blue plate specials Monday-Friday, happy hour drink specials from 2-5 pm, and live music on select evenings. They also host trivia on Thursdays from 6-8 pm. Follow them.
• Commelfo Restaurant: Located near Silver Sands Outlet Mall, Commelfo offers happy hour from 5-6 pm Sunday to Thursday with buy-one-get-one-50%-off main courses and cocktails. Explore more.

• Pompano Joe’s: Daily happy hour from 2-4 pm includes margarita, beer, and wine specials alongside $10 appetizers. See the menu.
• Kenny D’s: Enjoy happy hour from 3-5 pm daily with $4 wine, well drinks, and $8.99 draft pitchers. Karaoke on Wednesdays is a hit. Visit their page.
• Craft Bar: Don’t miss their Monday night half-price burgers from 5 pm to close, and happy hour Monday-Friday from 2-6 pm. Details here. My favorite is the regular craft bar burger!
• Bricktops Restaurant: A new upscale spot at Grand Boulevard offering winter happy hour Monday-Thursday 4-6 pm with drink specials and bar snacks. Learn more. my FAVORITE is the butter crab sushi.
• Louisiana Lagniappe: Known for its “2 Can Dine with Wine for $59” winter special. This waterfront restaurant offers stunning views. Explore the menu.

• Grimaldi’s: On Tuesdays, enjoy half-off bottles of wine and sangria. The seasonal pepperoni with hot honey sauce is a must-try. Visit Grimaldi’s.
• The Bay: Located near the Hwy 331 bridge, this spot features bonfires and live music on Wednesdays and Sundays. Check it out.
• North Beach Social: Situated near The Bay, this casual restaurant offers bonfires, live music, and special themed nights. Learn more.

• AJ’s Grayton Beach: Popular for Sunday brunch with live music from 11 am-4 pm and performances by The Pickled Pickers from 5-8 pm. More details.
• Tommy Bahama’s: Located at Grand Boulevard, they feature a daily happy hour starting at 4 pm. Visit their site.

Stay with Us and Save

When it comes to finding the perfect Snowbird retreat, our Beach Condos in Destin are the ideal choice. We offer Gulf-front condos, many of which are pet-friendly, so your furry family members can join the fun. Our rentals are perfect for extended stays, offering cozy accommodations and easy access to all the entertainment Destin and Miramar Beach have to offer.

Looking for the best deals? Don’t miss our specials page for the latest discounts and offers.

Make This Winter Unforgettable

Snowbird season in Destin and Miramar Beach is more than just a break from the cold; it’s an opportunity to enjoy coastal living at its finest. From happy hours and live entertainment to pet-friendly accommodations and stunning beaches, there’s no better place to spend your winter. Book your stay today at Beach Condos in Destin and start counting down the days to paradise!

Laura Co-Owner

Hi, I’m Laura Clayton — co-owner of Beach Condos in Destin, Realtor with World Impact Real Estate, full-time vacation rental nerd, and full-time mom-on-the-go. When I’m not helping guests find the perfect beachfront condo in Destin or Miramar Beach, I’m usually taking care of my two dogs, Lily (my terrier mix) and Ziggy (my standard Goldendoodle), or sitting at what feels like my 1,000th sporting event cheering on my kids, Reece and Liam. If you’ve ever tried answering emails from the bleachers, you’ll understand my life perfectly. I’ve spent nearly two decades in the vacation rental world, helping thousands of families make memories along the Emerald Coast — from first-time beach trips to traditions that bring guests back year after year. I love creating welcoming, pet-friendly spaces, coming up with slightly ridiculous beachy condo names, and making sure our homes feel comfortable, clean, and genuinely cared for. As a Realtor with World Impact Real Estate, I also help buyers and owners navigate the real estate side of beach living — whether that means purchasing an investment property, selling a condo, or maximizing rental potential while still keeping a place that feels like home. At the end of the day, I’m just someone who loves the beach, loves people, and believes vacations should feel easy, personal, and a little bit special. If you’re planning a stay — or thinking about owning a piece of the beach yourself — I’d love to help. Let’s get your flip-flops in the sand and make it a great one 🌊👣

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