You are here

8 Feb 2025
Related Items: 
Oak Island Trip Planning
Valentines Day is just around the corner, and what better way to celebrate the day of love than with a fun-filled, romantic getaway in the charming coastal towns of Southport and Oak Island, North Carolina? Whether you live locally or you are just visiting, these date ideas will make for unforgettable experiences in the area. From scenic strolls to fun activities, there is something for every couple to enjoy!
Morning
Sunrise Stroll on the Beach
Begin your day with a peaceful walk along Oak Islands pristine beaches. The island's unique east-west orientation offers the rare opportunity to witness both sunrise and sunset over the ocean. Enjoy the serene ambiance as the first light illuminates the shoreline.
Breakfast at Carolina Coastal Cafe
After your stroll, head to Carolina Coastal Cafe in Southport for a delightful breakfast. Known for its cozy atmosphere and delicious brunch options, its the perfect spot to refuel for the day ahead. On Valentines Day, they offer special dinner services with limited seating, so consider making a reservation if you're interested.
Midday
Explore Historic Southport
Spend the late morning exploring the historic charm of Southport. Wander through the quaint downtown area, visit local boutiques, and perhaps pick up a unique gift for your partner. The towns picturesque streets and waterfront views provide a romantic backdrop for your adventure.
Lunch at Josephs Italian Bistro
For lunch, visit Josephs Italian Bistro, located on the Intracoastal Waterway at South Harbor Village. This restaurant is renowned for its Italian cuisine and picturesque setting. Dishes like polenta, shrimp scampi, and lobster ravioli come highly recommended. Weather permitting, you can enjoy outdoor seating with sunset views.
Afternoon
Kayaking Adventure
Embrace the natural beauty of the area with a kayaking excursion along the Intracoastal Waterway. Paddling together through the serene marshes and creeks offers both adventure and tranquility, allowing for memorable moments amidst nature.
Visit the Kindred Spirit Mailbox
Take a peaceful stroll or bike ride to the secluded Bird Island at the west end of Sunset Beach. Here, you'll find the famed Kindred Spirit Mailbox, a hidden gem where visitors have been leaving their dreams, wishes, and love stories for decades. Bring a journal entry of your own to leave behind—a heartfelt way to mark your time together.
 
Evening
Dinner at Island Way Restaurant
Conclude your day with a romantic dinner at Island Way Restaurant on Oak Island. Known for its fine steaks, fresh seafood, and casual ambiance, the restaurant offers some of the best ocean views on the east coast. Enjoy one of their nightly specials while sitting at a window table with an unbelievable view of the ocean waves crashing into the sand. Or watch a fabulous sunset on their deck while enjoying a bottle of your favorite wine.
Attend a Valentine's Dinner/Dance
If you  looking to extend the evening, consider attending a Valentine's Dinner/Dance at Silver Coast Winery. Catered by Purple Onion, this event offers a delightful combination of fine dining and dancing, making for a memorable night.
 
Day 2
A Romantic Day in Oak Island & Southport, NC
If you're looking for another perfect day of romance in Oak Island and Southport, here’s a thoughtfully planned itinerary featuring new experiences from morning to evening.
Morning
Sunrise Coffee & Pastries at OKI Coffeehouse
 Start your day with a cozy morning at OKI Coffeehouse in Oak Island. This charming café serves freshly brewed coffee, lattes, and delicious homemade pastries. Grab a cup of their signature blend and enjoy a quiet moment together while watching the sunrise. If the weather permits, take your drinks to the nearby beach and enjoy the peaceful start to the day.
Midday
Explore the Oak Island Lighthouse
Take a short trip to the historic Oak Island Lighthouse, where you can climb to the top and enjoy breathtaking panoramic views of the coastline. This adventure is perfect for couples who love a mix of history and scenic beauty. If you prefer to stay on the ground, the area around the lighthouse is great for a romantic walk with stunning ocean views.
Lunch at Swain’s Seafood & Cut Restaurant
 After your lighthouse visit, head to Swains Seafood & Cut Restaurant for a fresh, locally sourced seafood lunch. This restaurant is known for its casual yet elegant setting and delicious dishes like shrimp & grits, crab cakes, and blackened tuna. Its the perfect spot to enjoy a laid-back yet romantic meal.
Afternoon
Couples Massage at Beachin Day Spa
Indulge in a relaxing couples massage at Beachin Day Spa in Oak Island. Their skilled therapists offer soothing massages that will help you unwind and recharge for the rest of your romantic day. Consider adding aromatherapy for an extra touch of relaxation.
Visit Franklin Square Park & Art Galleries
Spend the afternoon strolling through Franklin Square Park/ Franklin Square Gallery  in Southport. This charming green space is surrounded by historic buildings and beautiful old oak trees. Nearby, youll find several art galleries featuring local artists’ work—perfect for finding a unique Valentines Day memento.
Stop by Keziah Memorial Park for some Photos
The centerpiece of this small downtown park is the Indian Trail Tree, estimated to be about 800-years-old. “Legend has it that when the tree was a sapling, the Indians bent it, and it took root in the ground again, so it’s formed in the shape of an upside-down U. It marked their trails down to the fishing spots. It’s a neat place to go and think about how old this little area really is.”
( Katie King, Published April 2021: https://www.ourstate.com/a-guide-to-downtown-southport/
Axe Throwing & Games at Throw Baxe
Wrap up your afternoon with a bit of friendly competition at Throw Baxe, an indoor axe-throwing venue. Enjoy a few rounds of axe throwing and then head to their lounge area for some board games, making for a fun and casual end to your day.
Evening
Dinner at The Frying Pan Restaurant
 As the sun sets, head to The Frying Pan in Southport for a romantic waterfront dinner. This spot is known for its spectacular views over the Intracoastal Waterway and delicious coastal cuisine. Enjoy their famous seafood platters, oysters, or a steak while watching the boats glide across the water.
Evening Stroll & Ice Cream at Flavas
End your night with a sweet treat from Flavas Ice Cream, a local favorite in Southport. Grab a cone and take a peaceful evening stroll along the Southport waterfront. The twinkling lights, gentle ocean breeze, and sound of the waves create a magical ending to a perfect day.
Whether you plan to enjoy a sunny day on Oak Island or a cozy evening in Southport, these local date ideas will help make your Valentines Day celebration truly memorable. From relaxing beach walks to exciting axe-throwing games, plenty of opportunities to connect, explore, and have fun together are waiting. Happy Valentines Day!❤️