Small Pleasures, Big Adventures: The Ultimate Travel Guide to Oak Island, NC

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Tucked away on North Carolina’s southern coast, Oak Island is a hidden gem that perfectly blends laid-back beach vibes with family-friendly activities and small-town charm. Whether you’re planning a weekend getaway or an extended stay, this ultimate guide to Oak Island NC covers everything you need to know—from where to stay to what to eat, see, and do.

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Small Pleasures, Big Adventures: The Ultimate Travel Guide to Oak Island, NC

Where to Stay: Small Pleasures by iTrip:

Your Oak Island experience starts at Small Pleasures, a cozy oceanfront cottage managed by iTrip. This two-bedroom, one-bathroom retreat sleeps up to four guests and offers direct access to the beach—literally steps from the front porch.

Why You’ll Love It:

  • Wraparound porch with ocean views
  • Fully stocked kitchen with modern appliances
  • Smart TV, books, board games, and retro swings
  • Outdoor shower, beach chairs, and a charcoal grill
  • Private walkway to the beach

👉 Book it here

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Where to Eat: Best Restaurants on Oak Island:

Oak Island has a delicious mix of casual eats and date-night spots. Here are some local favorites:

Island Way

An elegant oceanfront restaurant with steaks, seafood, and perfect sunset views.

Shagger Jacks (My Personal Favorite!)

A lively hangout with beachy vibes, tacos, mahi sliders, and cold drinks.

Kai-Joe’s

A fun taco stand offering shrimp tacos, burritos, and rice bowls.

BBQ House

Southern-style BBQ with breakfast plates, sandwiches, and smoked meats.

Pepperoni Grill

I love to order delivery or pick up from the grill anytime we check in to our place late in the evening, so convenient!

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What to Do on Oak Island:

Whether you’re here to relax or explore, Oak Island has something for everyone:

Oak Island Pier

Fish, stroll, or just soak in the ocean views.

Oak Island Lighthouse

Climb to the top for sweeping views of the coastline.

The Point

Best for shelling and sunset photos—especially at low tide.

Oak Island Nature Center

Great for kids, with exhibits and trails along the Intracoastal.

Jungle Golf

Mini-golf and retro arcade fun for all ages.

Angry Pelican Charters

Book fishing trips, sunset cruises, or private dinner tours.

Golf Cart Rentals

Explore like a local with easy-to-rent golf carts.

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Seasonal Events & Insider Tips:

Summer Concerts at Middleton Park

Live music, food trucks, and dancing under the stars.

Bonfires on the Beach

Permitted seasonally with a town-issued permit. Great for s’mores and stargazing. (Check current regulations before planning.)

Run Oak Island

Annual February race through scenic island routes.

4th of July Fireworks

A must-see oceanfront fireworks display.

Oak Island Christmas Parade

A festive celebration just before Christmas, full of local spirit.

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Small Pleasures, Big Adventures: The Ultimate Travel Guide to Oak Island, NC

Oak Island is the perfect destination if you’re craving peace, sun, and Southern charm. From the comfort of your beachside home at Small Pleasures, you’ll have access to incredible food, fun activities, and the kind of views that make you want to stay forever.

Ready to plan your trip?
👉 Book your stay at Small Pleasures


Have questions about Oak Island or want help planning your trip? Drop a comment below or connect with us on social!

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Oak Island NC Beach Rentals, Oak Island NC Oceanfront Homes, Oak Island NC Beachfront Rental Homes, There's Sugar in My Tea, Charlotte NC Blogs, Charlotte NC Lifestyle Blogs

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