2026 Nags Head Sailing Guide

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Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



THE SNAIL SHELL

Enjoy the privacy and convenience of Southern Shores! Enjoy beautiful ocean views and only 100 yards to a beach access! Spacious, updated kitchen and living area. Beautiful hardwood and tile floors throughout. 800 plus square feet rec room and pool...

  • Southern Shores
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
10/24 - 10/31
$3,159  $3,626
$467 off
10/31 - 11/7
$3,159  $3,475
$316 off
11/7 - 11/14
$3,009  $3,475
$466 off
11/14 - 11/21
$3,120  $3,475
$355 off
11/28 - 12/5
$3,231  $3,475
$244 off
12/5 - 12/12
$3,009  $3,475
$466 off
12/12 - 12/19
$3,120  $3,475
$355 off
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...

2816 - Tranquil Sound

Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. Tranquil Sound has everything you need and more for the  best Outer Banks vacation yet! Located on the soundfront in...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
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...

Timberland

Timberland is an elegant, rustic coastal retreat built with unique juniper wood, offering a bright and open feel with high ceilings and skylights. The cottage is fully equipped with a modern kitchen, laundry facilities, and multiple smart TVs in...

  • Duck
  • 4 Bedrooms
  • 2 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...

Sun King

Nestled in the prestigious ocean-to-sound community of Four Seasons, Sun King is an exquisite 8-bedroom vacation home thoughtfully designed for unforgettable Outer Banks getaways. Ideally located in the charming Town of Duck, this pet-friendly...

  • Duck
  • 8 Bedrooms
  • 6 Bathrooms
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

September Breeze

SEMI-OCEANFRONT Waves — Sea Vista Dr. — New for 2026! — Formerly Treasure Chest — Let SEPTEMBER BREEZE carry your worries away! This striking four-bedroom/three-full and one-half-bath getaway, located just one lot back from the ocean...

  • Waves
  • 4 Bedrooms
  • 3.5 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Castle in the Sand

Located in Corolla / 6 Bedrooms / 4 Full Bathrooms / 1 Half BathroomThis home offers everything your family desires for summer fun including a landscaped yard with grass, private pool, and tons of space to spread out. You’ll quickly see that this...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
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...

SAILS-2 SAILS-2

This fantastic oceanfront vacation home offers alluring ocean views and is complete with many amenities, including a 29'x13' private (heated) pool, hot tub, 4-hole putting green, game room with a pool table and a wet bar, a renovated kitchen with...

  • Nags Head
  • 8 Bedrooms
  • 5.5 Bathrooms
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.