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Ultimate 8-Day Oak Island Adventure

Ultimate 8-Day Oak Island Adventure Itinerary

Last updated: 2024 Jun 14

Beachside Bliss and Fresh Seafood

Morning
Begin your Oak Island adventure with a refreshing morning walk along the pristine shores of Oak Island Beach. Take in the ocean views and feel the soft sand between your toes.
Afternoon
For lunch, savor the catch of the day at Swain Seafood Shack, known for its local flavors and friendly atmosphere. Afterward, visit the Oak Island Lighthouse to admire the panoramic views from the top.
Evening
As the sun sets, enjoy a waterfront dinner at Island Way, where the seafood is as fresh as it gets. End the night with a leisurely stroll on the Southport Pier, taking in the coastal breeze.
Bedtime
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Maritime History and Hidden Gems

Morning
Start with a hearty breakfast at The Frying Pan, a local favorite. Then, explore the North Carolina Maritime Museum in Southport, learning about the area's rich seafaring heritage.
Afternoon
Grab a quick bite at Fish House Restaurant before embarking on the Oak Island Scavenger Hunt. This interactive adventure will lead you to discover the island's hidden treasures and history.
Evening
For dinner, head to Shagger Jacks for a fun and lively dining experience. Try their famous "Shag Plate" for a taste of local cuisine, and enjoy the casual, beachy ambiance.
Bedtime
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Oak Island Scavenger Hunt

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Relaxation and River Views

Morning
Take a tranquil morning kayak trip along the Intracoastal Waterway, exploring the peaceful creeks and marshes. If you prefer a more laid-back start, enjoy a coffee and breakfast at Lazy Turtle Bar & Grill.
Afternoon
After a morning on the water, refuel with a lunch at Ports of Call Bistro & Market. Then, spend your afternoon browsing the shops and boutiques of Bald Head Island, accessible by ferry.
Evening
Dine at Joseph's Italian Bistro for a taste of classic Italian cuisine with a coastal twist. Savor the flavors as you reflect on the day's riverfront adventures.
Bedtime
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Bald Head Island

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Island Hopping and Scenic Sips

Morning
Start with breakfast at Island Way, and then catch the ferry to Oak Island Nature Center on nearby Caswell Beach.
Afternoon
Enjoy a casual lunch at Swain Seafood Shack on Caswell Beach, and then return to Oak Island for an afternoon of relaxation on the Long Beach Boardwalk.
Evening
As the day winds down, have dinner at The Frying Pan and then head to The Wine Cellar at Bella Cucina for a selection of fine wines and a cozy, intimate atmosphere.
Bedtime
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Cultural Heritage and Culinary Delights

Morning
Start with a visit to the Fort Caswell historic site, where you can explore the old fortifications and learn about the area's military history. Grab a coffee and a pastry at Fish House Restaurant to fuel up for the day.
Afternoon
For lunch, enjoy the casual waterfront dining at Shagger Jacks. Then, spend your afternoon at the Oak Island Golf Club, practicing your swing on the beautiful coastal course.
Evening
Dine at Ports of Call Bistro & Market for a sophisticated meal with a focus on fresh, local ingredients. After dinner, take a leisurely walk on the Oak Island Beach, listening to the sound of the waves under the starry sky.
Bedtime
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Surf and Turf Excursions

Morning
Start your day with a hearty breakfast at The Frying Pan. Then, head out for a morning of deep-sea fishing with a local charter, experiencing the thrill of reeling in the day's catch.
Afternoon
Enjoy the fruits of your labor with a fresh seafood lunch at Island Way. Afterward, visit the Oak Island Pier for some casual fishing or simply to take in the coastal views.
Evening
For dinner, indulge in a steakhouse experience at Lazy Turtle Bar & Grill. Savor a perfectly grilled steak and the laid-back island atmosphere as you recount the day's fishing adventures.
Bedtime
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Beachfront Bites and Sunset Delights

Morning
Begin with breakfast at Swain Seafood Shack, and then spend a relaxing morning on the Oak Island Beach, soaking up the sun and surf.
Afternoon
For lunch, visit Joseph's Italian Bistro for a taste of their wood-fired pizzas and other Italian specialties. Afterward, take a guided tour of the Southport Historic District, exploring the charming shops and historic sites.
Evening
Dine at Ports of Call Bistro & Market for an elegant meal with a view of the marina. End your day with a cocktail at The Yacht Basin, watching the boats come in as the sun sets over the water.
Bedtime
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Farewell to Oak Island

Morning
Enjoy a final breakfast at Lazy Turtle Bar & Grill, reminiscing about your time on the island. Take a last walk on the beach, collecting seashells as souvenirs.
Afternoon
For lunch, visit Island Way to bid adieu with a delicious meal. Spend your final afternoon browsing the unique shops and galleries of Southport, picking up some last-minute gifts and mementos.
Evening
Conclude your Oak Island journey with a memorable dinner at The George, a historic restaurant known for its upscale Southern cuisine. Raise a glass to the adventures you've had and the memories you've made on this beautiful coastal island.
Bedtime
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