2026 Nags Head Sailing Guide

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Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

Coastal Sunrise WHL-18

Start or continue your Outer Banks vacation tradition at the recently renovated Coastal Sunrise! Located in the sought-after Whalehead Club community, guests are sure to love this cozy five-bedroom, four-bathroom home set on a large half-acre lot...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
9/19 - 9/26
$2,244  $2,839
$595 off
9/26 - 10/3
$2,239  $2,484
$245 off
10/3 - 10/10
$2,244  $2,839
$595 off
10/10 - 10/17
$2,244  $2,839
$595 off
10/17 - 10/24
$2,699  $2,839
$140 off
10/24 - 10/31
$2,166  $2,306
$140 off
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

VILLA ROYALE

15 tiered seats in a private surround-sound theater room set the tone at Villa Royale, an oceanfront estate from Carolina Designs at Milepost 8.5 in Kill Devil Hills. Behind the theater doors wait 15 bedrooms, 13 of them with private baths, an...

  • Kill Devil Hills
  • 15 Bedrooms
  • 16 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

SAND PIPER IN FOUR SEASONS

A 32 x 16 private pool, a rec room with pool table and arcade game, and seven bedrooms: Sand Piper in Four Seasons, a Carolina Designs vacation rental in Duck, is built for big gatherings. This 7 bedroom home sits in the gated Four Seasons...

  • Duck
  • 7 Bedrooms
  • 6.5 Bathrooms
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...

A Birdie’s Eye View 31-CL

This 3300 sq. ft. designer 6 bedroom and 6.5 bath is truly a home away from home! Being high on Beacon Hill in the Corolla Light Resort, this home offers panoramic windows that reveal ocean-view sunrises and gorgeous unobstructed sunsets over the...

  • Corolla
  • 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...

K8202 Mariner's Star

Welcome to Mariner's Star by KEES Vacations! The town of Nags Head is the perfect destination for a vacation filled with outdoor activities and adventure! With attractions such as Jockeys Ridge State Park (The largest active dune system in the...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

SUMMER MOON

With a private bathroom behind every one of its twelve bedroom doors, Summer Moon settles the biggest group-vacation debate before it begins. This oceanfront Whalehead estate from Carolina Designs pairs 13 full baths and three half baths with...

  • Corolla
  • 12 Bedrooms
  • 14.5 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

BR-1 | Breakers

A great choice for that perfect Outer Banks vacation. Spend your days relaxing on the beach or lounging by the pool. Have morning coffee on the dune deck while watching the sun rise over the beautiful, blue Atlantic Ocean. This very comfortable...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 4
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.