2026 Nags Head Sailing Guide

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Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Stress Re-duck-tion II 184-A

Stress Re-duck-tion II is a nice, large, well-equipped home with spacious decks in the Ocean Dunes neighborhood of Duck, within walking or biking distance of the beach, as well as all of the quaint shops and famous restaurants the Village of Duck...

  • Duck
  • 5 Bedrooms
  • 2 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

5581 - Sea-Duced
  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Angels' Retreat

Gather your family and friends to getaway to the beach and soak up all there is to love about the Outer Banks right near the Corolla Lighthouse! If your vacation plans include a pet friendly home with a private heated 16x32  pool, cabana by the...

  • Corolla
  • 12 Bedrooms
  • 12 Bathrooms
9/8 - 9/15
$5,513  $10,560
$5,047 off
9/8 - 9/15
$7,893  $8,488
$595 off
9/20 - 9/27
$5,655  $5,977
$322 off
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...

Blue Horizon

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.“Blue Horizon” is aptly named with the ocean views from the rooftop deck. Great location in Kitty Hawk, with easy access to the beach on a quiet...

  • Kitty Hawk
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

HARRIS COTTAGE

A unique, architect-designed modern beach home nestled in the live oaks of Southern Shores. The house has a unique courtyard design surrounding an ultra-private plunge pool and spa with large patio. Clean lines, funky lighting and cool colors accent...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
9/4 - 9/11
$2,708  $3,088
$380 off
9/11 - 9/18
$2,309  $2,635
$326 off
9/18 - 9/25
$2,356  $2,635
$279 off
9/25 - 10/2
$2,143  $2,439
$296 off
10/2 - 10/9
$2,143  $2,439
$296 off
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

Island Breeze

Upgrades for 2026 include Kitchen Remodel, New Interior and Exterior Paint!Located in Corolla / 8 Bedrooms / 7 Full Bathrooms / 2 Half BathroomsFeel your Corolla vacation in this roomy 8-bedroom Pine Island getaway. Designed for enormous groups...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

Shoulda' Been Here Yesterday

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomWelcome to the ideal vacation home!  Shoulda' Been Here Yesterday is located in the cozy private community of Crown Point. This refreshed 5 bedroom, 3.5 bathroom beach home offers...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
8/8 - 8/15
$3,844  $4,649
$805 off
9/12 - 9/19
$2,024  $2,374
$350 off
9/18 - 9/25
$2,024  $2,374
$350 off
9/19 - 9/26
$1,604  $1,849
$245 off
9/20 - 9/27
$2,864  $3,424
$560 off
9/21 - 9/28
$2,304  $2,724
$420 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.