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27 Sep 2023
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Trip Planning

As the seasons change and the air cools, Oak Island comes alive with a variety of events that are perfect for making your fall and winter vacations memorable. From spooky Halloween activities to heartwarming holiday celebrations and local festivals, there's no shortage of fun and excitement here. Whether you're looking for thrilling adventures or festive gatherings, Oak Island has something for everyone. Let's explore some of the events that will make your stay one for the books. 

Experience the Haunted Fishing Derby

On October 19th, Oak Island Pier will host the Haunted Fishing Derby. The event promises a spooky evening of fishing and fun, so get ready to put on your best Halloween costume and bring your fishing gear and bait. You might even reel in a prize or a ghostly goodie bag!

Indulge in Oysters at the NC Oyster Festival

Mark your calendars for October 21-22 for a celebration of local arts, crafts, and, of course, oysters! The North Carolina Oyster Festival is a smorgasbord of creativity and culinary delights. From handcrafted jewelry to live music spanning various genres, this festival is a feast for the senses. Don't miss the oyster shucking and cooking contests; whether you're a spectator or a participant, it's a shell of a time!

Celebrate Coastal Traditions at the NC Festival by the Sea

On October 28-29, the North Carolina Festival by the Sea transforms the heart of Holden Beach into an artistic haven. This annual event, a local tradition since 1979, features a parade over the Holden Beach Causeway, the only time of the year when the bridge is open to pedestrians. From horseshoe tournaments to sandcastle-building contests, there's family fun for everyone just a short drive from Oak Island.

Join the Egg-Stra Spooky Halloween Hunt

Oak Island’s Middleton Park hosts the Egg-Stra Spooky Halloween Hunt on October 28th. Children of various age groups can search for treat-filled orange and black eggs under the moonlight. Just bring a flashlight and your best costume, and let the hunt begin!

Experience a Night of Frights at Spooktacular Halloween

On the same day, Middleton Park Complex hosts the Halloween Spooktacular. Designed for kids 13 and under, this free event features carnival games, live music, and a candy giveaway. Come dressed in your Halloween best and join the fall festivities.

Sail into the Holidays with the Ocean Isle Flotilla

The 20th Anniversary of the Ocean Isle Flotilla takes place on the Saturday after Thanksgiving. Witness a floating Christmas parade as boats adorned in holiday lights sail by, heralding the start of the holiday season.

Step Back in Time with an 18th Century Christmas

On December 10th, immerse yourself in the traditions of colonial America as you celebrate an 18th-century Christmas. Enjoy period refreshments, crafts, and games before attending a candlelit service in the ruins of St. Philips Anglican Church. It's a historical holiday experience you won't want to miss.

Kick Off the Holidays with Christmas By the Sea Parade

December 2nd offers a day filled with holiday cheer, starting with Breakfast with Santa. Children 10 and under can enjoy a breakfast buffet, crafts, and a reading of "The Night Before Christmas." The day culminates in the Christmas By the Sea Parade, a festive procession that will leave you feeling merry and bright.

Book Your Magical Getaway Today

Oak Island offers a captivating blend of activities that go beyond the typical beach vacation. Whether you're casting a line in a Halloween-themed fishing derby or feeling the holiday spirit in a floating Christmas parade, each experience is designed to create lasting memories. This is the season to embrace the community's vibrant culture and traditions, all set against the backdrop of a beautiful coastal landscape. Don't settle for the ordinary; browse our vacation rentals and book your magical Oak Island getaway today!