2026 Nags Head Sailing Guide

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Events
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The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

THE PALM

A 48'x30' private pool anchors the backyard at The Palm, a ten-bedroom oceanfront home from Carolina Designs in Corolla's Pine Island. Add a poolside hot tub, a cabana, grills, and an outdoor shower, and this backyard becomes the main event. ...

  • Corolla
  • 10 Bedrooms
  • 12 Bathrooms
Corolla Wild Horse Fund

We are The Corolla Wild Horse Fund the non-profit 501 (c) (3) charity responsible for the care and protection of the wild Banker horses roaming the northernmost beaches of the Outer Banks. Join us in the summer season, every Wednesday morning from...

Ain't Life Grand

All Bathrooms Have Been Remodeled!Located in Duck / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomThis gorgeous home is one of the most spectacular oceanfront properties on the Outer Banks! Your family will adore the open floor plan and exceptional...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

The Drake

Located in Duck / 9 Bedrooms / 7 Full Bathrooms / 4 Half BathroomsThe Drake at Founders Ridge is a one-of-a-kind vacation home in the town of Duck that offers plenty of room and privacy for your family. Appreciate your own private resort with...

  • Duck
  • 9 Bedrooms
  • 7 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...

HD-204 High Dunes 2 Bedroom Condo 204

Welcome to High Dunes Resort by KEES Vacations! Your oceanfront condo awaits. Located in the heart of Kill Devil Hills, High Dunes Resort condos feature 2-Bedrooms and 2-Bathrooms, living room, expansive full kitchen with two bar stools, a dining...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

4620 - Flip Flop Inn

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  Located in the quiet, wooded community of Southern Shores, this comfortable Outer Banks vacation home has been...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

7674 - The Sweet Escape

Always Included, complimentary linens and made beds! NEW FOR 2026: All New Kitchen Appliances, Brand New Kitchen Cabinets, New Kitchen Island and Counter Tops, New Living Room Furniture, New...

  • Avon
  • 6 Bedrooms
  • 6 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...

SUMMER BREEZE

 “Summer Breeze” is a five bedroom Oceanside home located in the Town of Southern Shores. A quiet family oriented neighborhood with only a short walk to the beach. The private pool and hot tub make this home perfect for a great Outer Banks...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
11/14 - 11/21
$1,780  $2,068
$288 off
11/28 - 12/5
$1,842  $2,068
$226 off
12/5 - 12/12
$1,717  $2,068
$351 off
12/12 - 12/19
$1,780  $2,068
$288 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.