2026 Nags Head Wine and Beer Tours Guide

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Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Captain's Perch

"Captain’s Perch" D4001 will provide your group with 5-Star accommodations as this home was renovated from top to bottom and professionally decorated.   This house is a short walk down the block to the North Point community private beach access...

  • Duck
  • 6 Bedrooms
  • 3 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

5727 - Whalebone Station

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Whalebone Station is centrally located on the beautiful Outer Banks of North Carolina. Located at the very beginning...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

5458 - Pier 1 Retreat

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW IN 2025: New sofa and loveseat for living room. Located on the oceanfront in Nags Head is Pier 1 Retreat. With 6...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

3 Little Gulls

3 Little Gulls is a coastal cottage, nestled beside the pristine Corolla shore in the northernmost Ocean Sands community. You'll wake up to the soothing sound of crashing waves, and breathe in the salty sea air from its screened porch and private...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

K4108 Shoes on the Beach at Beacon Villa...

Welcome to Shoes on the Beach at Beacon Villas by KEES Vacations! The first level of this gracious 4-bedroom vacation property is all about fun! Enter through the two-car carport and you're right in the den. This area boasts a seating group with a...

  • Corolla
  • 4 Bedrooms
  • 5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

058 | Phelps

This terrific Nags Head Oceanfront Cottage is a perfect choice for your Family's Outer Banks get-a-way. Situated in the heart of the Beach this home is centrally located across from Jockey's Ridge State Park and offers sunset views of the East...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

SANDY CHEEKS

“Sandy Cheeks” offers the best of both worlds, nestled amid beautiful, live oak trees on a private cul-de-sac, less than a 350 yard walk to the beach and close to local attractions and shopping. With five large bedrooms, a sun room/game room...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
4/19 - 4/26
$1,883  $2,131
$248 off
4/26 - 5/3
$1,883  $2,131
$248 off
5/3 - 5/10
$2,019  $2,290
$271 off
5/10 - 5/17
$2,044  $2,290
$246 off
5/17 - 5/24
$2,109  $2,290
$181 off
5/24 - 5/31
$2,363  $2,562
$199 off
5/31 - 6/7
$3,256  $3,540
$284 off
6/14 - 6/21
$4,596  $4,808
$212 off
Kitty Hawk Kites

Kitty Hawk Kites has been Teaching the World to Fly since 1974 and is home to the world’s largest hang gliding school. As the Outer Banks leader in quality outdoor recreation and adventure, Kitty Hawk Kites offers more than 30 activities to choose from, so get out that pen and start crossing things off your OBX bucket list today! Visit KittyHawk.com or call 1.877.FLY.THIS to book your Kitty Hawk Kites adventure today.