Destin & 30A Wine Festivals

Enjoy fine wines, gourmet dining, and scenic views.

Posted on 1/9/2024

You know the old saying, "Eat, Drink and be Merry"! You can do all three along the sugary shoreline beside the glowing jewel-toned Gulf in Destin and along Scenic 30A. Wine Festivals abound here! Ocean Reef Resorts has hundreds of distinctive, privately owned vacation rentals all along this route in the heart of this special piece of paradise. We've been offering wonderful rental accommodations to generations of esteemed guests for over four decades, and everyone experiences fun, magical times with us. The following is a look at the six captivating Annual Wine Festivals to be hosted along the Emerald Coast, presented chronologically by date.

30A Wine Festival

30A Wine Festival

Wednesday, February 21, thru Sunday, February 25

The first 30A wine festival kicks off in the privileged residential community of Alys Beach on Wednesday, February 21. This bright white Greek island-style village spans across Scenic 30A over to the glorious Gulf. The festivities begin at 6 pm and run through 9 pm at Caliza. It includes wine, of course, along with a gourmet meal under the stars around the opulent Caliza Pool. The expansive, lavish tropical pool patio is encircled by Moroccan-styled cabanas and towering palm trees resembling a lovely regal oasis. A live band will perform around the pool throughout this wine and dinner party. Tickets are $300 each, which includes exceptional wines, a gourmet dinner, and entertainment.

On Thursday, February 22, there will be an Oysters & Champagne event held at the palatial Alys Beach Club Plaza overlooking the gorgeous Gulf. This revelry will be held from 6 pm till 8 pm. It includes servings of fresh Gulf-caught oysters along with fine bubbling effervescent champagne. Melodious live musical entertainment will also be provided. Tickets are $250 each.

Tapas & Tequila will also be held at the same time (6 till 8 pm) in Papilio Park if you're not in the mood for champagne and oysters. Tequila will be tasted in shots or drinks along with Spanish-styled tapas to satisfy your appetite. Tickets are $250 each.

Friday, February 23, will host a Mixology Seminar at Red Loggia beside the stunning Caliza pool from 5:00 to 6:30 pm. Expert bartenders will show you how to create Craft Cocktails that will dazzle your senses. Tickets are $125 each.

Bourbon, Beer & Butts will be hosted from 6:30 to 9:00 pm at Central Park. This rollicking good time includes bourbon tastings from fine distilleries in Kentucky, Tennessee, and elsewhere across the nation. Craft beers will also be available, along with tasty southern-styled barbeque. Banjo and live modern Bluegrass music will encourage you to party away.

Saturday, February 24: The Grand Tasting will be held on Charles Street from 3:30 to 6:30 pm. This is the Main Event and will include tastings of eighty fine wines. They will be accompanied by small bites of gourmet creations from the area's finest chefs. Tickets are $400 each.

A Gospel Brunch will be held on the lush Gulf Green on Sunday, February 25, from 10:00 am to 12:00 pm. This celebratory event will include a delicious brunch along with champagne, mimosas, and Bloody Marys. A Gospel Sunday Choir will provide a sing-a-long. Tickets are $150 each.

Rose and Croquet will be held the same day after brunch from 12 Noon to 3 pm in Central Park. This beloved grand finale of the Alys Beach30A Wine Festival features croquet teams of four dressed in white and lots of refreshing sparkling rose' wines. Tickets are $250 each.

Tickets and details can be found at

Sandestin Wine Festival

Sandestin Wine Festival

Friday, April 12, thru Sunday, April 14

The 37th Sandestin Wine Festival kicks off on Friday, April 12, from 1:00 to 8:00 pm at the Village of Baytowne Wharf. This idyllic bayfront village was inspired by the enchanting architecture in the French Quarter of New Orleans. It includes a wide array of great restaurants with bars that have live music, outdoor concerts, family amusements, seasonal firework extravaganzas, and festivals like this one. Spectacular sunsets occur right over the beautiful bay this time of year, and a long village wharf provides a prime place to experience the heavenly views. This long-standing event is famously known as 'the Kentucky Derby of wine festivals," with hundreds of fine wines from around the world being tasted over two days. Delicious bite-sized appetizers from renowned local chefs will help you clear your pallets between tastings. The popular Bubbly & Boozy tent will be set up on the Grand Sandestin Lawn.

Tickets will be $85 for Friday's event and $95 for Saturday. Ticket holders also receive a complimentary Riedel wine glass etched with 2024 to commemorate the wine festival.

Tickets and details can be found at

South Walton Beaches Wine Festival

South Walton Beaches Wine Festival

Thursday, April 25, thru Sunday, April 28

The tenth annual South Walton Wine Festival in Sandestin's swank town center of Grand Boulevard will host initial festivities on Thursday, April 25, from 5:00 to 7:00 pm. Grand Boulevard provides a perfect place for a festival since it features a tropically urban setting with lush landscaping connected to fine clothing stores, fashion boutiques, specialty shops, fine restaurants, and casual bars. The first event is called Winemakers and Shakers, with owners from vineyards across the nation and others who represent over 500 fine wines. This tasting will be appropriately held at Wine World. Delicious, tasty gourmet bites will also be passed around by some of the finest culinary master chefs in the area.

Friday, April 26, features a VIP Wine Tasting that goes from 4:00 to 6:00 pm. Privileged VIP guests who attend this special event also receive a swag bag with a Bordeaux Reidel Collectors Glass to keep, a daily Reidel Wine Tasting Glass, bottled water, sponsor gifts, and other special perks.

A Craft Beer & Spirits Jam will be held from 5:30 till 8:30 pm. The nation's most outstanding craft breweries and distilleries will serve specialty craft beer and spirits. You will be able to meet the people who make these wonderful libations and sample savory food appetizers from local chefs. A DJ will play popular dance music on-site so everyone can rollick the night away.

Saturday, April 27, the Grand Wine Tasting is celebrated from 3:00 to 6:00 pm. This event features samplings from 500 high-quality wines, tasting seminars, and delicious food to be found at the South Walton Culinary Village, which will be set up. There will also be a special Spirits Row providing your other favorite beverages. Live music will be provided for entertainment. The famous Destin Charity Wine Auction is the main event of the weekend, with a Reserve Tasting and Live Auction held under an air-conditioned tent at the Grand Boulevard Sandestin town center. Besides bidding for great vintages, sampling great wines, sipping on other alcoholic offerings, and enjoying tasty bites, you will have a chance to mingle with Celebrity Chefs.

On Sunday, April 28, the Grand Tasting continues from 1:00 till 4:00 pm with much of the same fabulous falderal.

VIP presale tickets covering three days are $400 each and then $450 each starting January 1, 2024. Saturday Grand Tasting tickets are $160 each till April 1 and then $185 afterward.

Tickets and details can be found at

Related Article:

Wine Pairings For Your Favorite Destin Beach

We've paired some of your favorite wines with some of our favorite Destin beach communities. Although enjoying a nice glass overlooking our sandy shore in any of these communities will make for an epic moment, these fun pairings will provide you with a deeper insight into which destination is right for you.

Harvest Wine & Food Festival

Harvest Wine & Food Festival

Thursday, October 17, thru Sunday, October 20

The lovely Old Florida-styled coastal village of WaterColor is hosting its seventh annual Harvest Wine & Food Festival, which has become renowned as one of the premier wine festivals in the southeast. The serene forested setting of this picturesque village is on a precious coastal dune lake beside the expansive award-winning Grayton Beach State Park and the open Gulf. Heavenly sunsets occur right over the Gulf this special time of year, and images of the magnificent skies are magically mirrored in the tranquil waters of the coastal dune lake. This unique festival, which features both fine wines and gourmet food, is sponsored by the Destin Charity Wine Auction Foundation (DCWAF), which was originally established in 2005. This group has raised over $32,000,000 for reputable charities in the northwest Florida Panhandle with wine festivals and culinary events since its inception. It has established itself every year as being among "The Top 10 Charity Wine Auctions in the US," as reported in the highly respected Wine Spectator Magazine for over a decade.

The Harvest Wine & Food Festival will start on Thursday, October 17, at 6:00 pm with an array of area gourmet dinners with wine to choose from. Last year's Celebrity Winemaker Dinners included Alpha Omega Collective with Chef Craig Richards at 64 Vermillion Way, Domaine Della at Cuvee 30A, Lang & Reed at Fonville Press, Phifer Pavitt at Bijoux; Roy Estate at Seagar's Prime Steaks & Seafood, and Blackbird at Vin'tij Food & Wine.

Friday, October 18, will start at 4:00 pm with a Better Together Cocktail Seminar in Watercolor's lovely Crimson Park. This engaging seminar is being presented by Driftwood Wine & Spirits along with the team at Better Together Beverages, who will cover the history of spirits. Guests will learn how to make two custom craft cocktails while sampling tasty bites.

Harvest After Dark starts at 7:00 pm in the WaterColor Marina Park. This Al Fresco Reserve Tasting will take place in a setting that provides a lively yet pampered ambiance with a limited crowd. Guests will indulge in an evening of excellent wines with unique, unusual pairings of culinary delights crafted by talented chefs from around the southeast.

Saturday, October 19, features The Grand Tasting at Watercolor's Cerulean Park from 1:00 to 4:00 pm. Wine-tasting stations will be set up around the grounds, offering samplings of wines from all over the world. Savory seafood, tasty barbeque, and other delectable food provisions will also be on the grounds. A Grand Tasting VIP Tent will feature outstanding wines, craft beer, a cocktail bar, appetizers, and live musical entertainment.

Sunday, October 20 at 11:00 am marks the grand finale of the Harvest Wine & Food Festival with the Daytrader Cocktail Brunch. A tropical tiki-themed menu will be paired with appropriate cocktails like Bloody Marys, Screwdrivers, and Mimosas.

Tickets for this event will not go on sale until July 1, 2024, and dates and events will need to be confirmed. Tickets and details can be found at

Rosemary Beach Uncorked

Rosemary Beach Uncorked

Saturday, November 4

Rosemary Beach is hosting its twelfth annual wine tasting on the Barrett Village Lawn on Saturday, November 4, from 1:00 to 4:00 pm. This delightful village provides a captivating setting since it features enchanting Dutch Colonial West Indies-styled architecture. The privileged community sits atop a sugary dune with a drive that meanders from Scenic 30A to the shimmering white shoreline below. It features excellent restaurants, bistro bars, cafes, fashion boutiques, galleries, and specialty shops.

The Rosemary Beach Uncorked event will feature exquisite wines from around the world featuring some of the best of the best. Some of the village's brightest and most popular gourmet culinary masters will be sharing absolutely delicious food fare, which can be exquisitely paired with the fine wines that are being featured. Live musical entertainment will also be available throughout the event, which will provide a wonderful festive atmosphere.

Tickets and details can be found at

Seeing Red Wine Festival

Seeing Red Wine Festival

Thursday, November 7 thru Sunday, November 10

This renowned popular wine festival was acclaimed as "One of the Top 10 Can't Miss Fall Wine Festivals" in the country by Fodor's Travel. The exquisite setting is in the iconic coastal village of Seaside, which received international fame for its architectural pedestrian-friendly town design back in 1981. It features a golden Americana-styled village resembling a "seaside" town circa 1900. It served as the on-set location for "The Truman Show' with Jim Carrey and Laura Linney back in 1998, which is the #1 searched "reality" movie streaming today. Carrey plays a character whose entire life is filmed, unbeknownst to him, in a fake idyllic town and shown 24 hours a day on a highly popular so-called Reality TV show. This Gulf front village is centered around a large outdoor amphitheater with a lush lawn bordered by towering Royal Palm trees. It is almost completely surrounded by wonderful restaurants with friendly beach bars, outdoor cafes, fashion boutiques, specialty shops, and loads of galleries. The Seeing Red Wine Festival is spread out across the grounds, centered on the amphitheater, which will provide a stage for some great musical entertainment.

This opulent wine festival will feature live music, a myriad of fine wine tastings, and a wide array of delicious culinary fare created by local gourmet chefs over the course of four fun-filled days. Special separate events will include a Seeing Red Grand Wine Tasting, a special Vintner's Dinner, an Alfresco Reserve Wine Tasting, and a Sunday Social Brunch complete with champagne. Some of the best vineyards in the nation will be represented by pouring vine vintages into glasses at each event. The entertainment provided should be quite an affair since the 2023 wine festival featured a partnership presented by the Sinfonia Gulf Coast.

Sales for tickets to this future event have not been scheduled, but stay tuned since it will probably sell out fast. Tickets and details can be found at

Now that you know all about the awesome wine festivals that will be held in Destin, Miramar Beach, and the charming coastal villages along Scenic 30A, pick your favorites. Ocean Reef Resorts has hundreds of excellent, distinctive, and privately owned vacation rental residences to choose from. These include lavish beachfront villas, cute cottages, luxury condos, and finely furnished residences. Many are located near the wine festivals being held, especially in the exclusively gated world-class Sandestin Golf & Beach Resort. We also offer great accommodations available along Scenic 30A in the alluring coastal villages of Dune Allen, Santa Rosa Beach, Blue Mountain Beach, Grayton Beach, Seagrove Beach, Watersound, Seacrest Beach, and Inlet Beach. Our state-of-the-art Ocean Reef Resorts website will show you detailed descriptions, vivid images of each property, aerial views of individual locations, seasonal rental rates, and dates still available for reservations. 

Cheers and Bon Appetit!

Images Courtesy of is a community-focused website that provides comprehensive information about South Walton Beaches and the Scenic 30A area. It features a variety of content including guides to local towns, state parks, and beach access points, as well as listings for businesses, events, food and dining options, shopping destinations  in the area.

Related Articles


Surfing in Destin

Watch Now

Grayton Landing

30A in A Minute

Top 5 Miramar Beach Resorts

Rags to Riches Gratyon Beach

Trending Articles

Related Vacation Rentals

A "daydreamer" is defined as one who detaches from one's immediate surroundings, blurring reality and replacing it with a visionary fantasy, especially one that evokes happy pleasant thoughts. You may experience such a dream in this aptly named, modern vacation home in South Walton. 12 Happy guests may enjoy daydreaming together in this stylish abo
Day Dreamer
4 BR
5 BA
12 Guests
Home - Rating Rating Rating Rating Rating (1)
Westwinds is a luxurious condo tower that soars above the sugar white sand beach in the prestigious Sandestin Resort. It has a lagoon shaped swimming pool among clusters of palm trees with vivid views of the emerald toned waters of the glistening gulf. You may relax in this tropical paradise on the spacious sun deck around the pool that allows you
Westwinds 4813
1 BR
1 BA
4 Guests
Condo - Rating Rating Rating Rating Rating (2)
Your lucky family and friends will be “doing it right” when residing at this stately three-story-tall Dune Allen Beach vacation home with five bedrooms, four and one-half baths, and accommodations for 14 privileged guests. It has a fantastic locale on Scenic 30A near the gorgeous emerald-toned gulf and Allen Lake. This forested coastal
Dune It Right
5 BR
4 BA
14 Guests
Home - Rating Rating Rating Rating Rating (1)