2026 Nags Head Sailing Tours Guide

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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...

6103 - Sunset Estate

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Experience coastal luxury at Sunset Estate. With 6 bedrooms and 6.5 bathrooms, Sunset Estate easily accommodates up to...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

Always Dreaming

This is the vacation you've been "Always Dreaming" about!  Drench yourself in the luxury of your private hot tub and pool (13x28). Relax on expanded sun and covered decks, or hang out in the rec room with convenient fridge. This family-oriented...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
8/30 - 9/6
$3,306  $3,663
$357 off
9/1 - 9/8
$3,061  $3,390
$329 off
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Billfish Bungalow

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Cast Your Line and Catch a Charming Vacation at Billfish BungalowYou don't need to be an angler to love Billfish Bungalow! Simple "beach box...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

4205 - Schwartz

Always Included, complimentary linens and made beds! Georgetown Sands, Unit 5, Building 1. This spacious and beautifully decorated townhome is located closest to the ocean with excellent views from...

  • Duck
  • 2 Bedrooms
  • 2.5 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

The Sandlot

OCEANFRONT Avon – Kinnakeet Shores – While the wild, natural beauty of Hatteras Island inspires the imagination, THE SANDLOT enthralls it, with its effortless ability to create family memories that linger long after you leave. Perched on the...

  • Avon
  • 6 Bedrooms
  • 6 Bathrooms
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...

BYUNA VISTA

Gorgeous home and beautifully decorated. Only three lots from the beach access with lovely ocean views. A beautiful spot for the perfect Outer Banks vacation.Level 1:Recreation room with TV (no cable)VCR/stereo; half bath that is accessible from...

  • Southern Shores
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
9/4 - 9/11
$3,536  $3,862
$326 off
9/11 - 9/18
$3,314  $3,626
$312 off
9/18 - 9/25
$3,314  $3,626
$312 off
9/25 - 10/2
$3,314  $3,626
$312 off
10/2 - 10/9
$3,314  $3,626
$312 off
10/9 - 10/16
$3,359  $3,626
$267 off
10/16 - 10/23
$3,470  $3,626
$156 off
10/23 - 10/30
$3,470  $3,626
$156 off
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

SEAS THE VIEW

An outstanding oceanside home with three levels of spacious living. Great sound views with sunsets you have to see to believe. You'll want to come back, year after year. Just a stroll away from the bike path and the Village of Duck. Located north of...

  • Duck
  • 7 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
8/23 - 8/30
$3,664  $4,197
$533 off
8/30 - 9/6
$3,196  $3,647
$451 off
9/6 - 9/13
$2,962  $3,371
$409 off
10/18 - 10/25
$2,366  $2,462
$96 off
10/25 - 11/1
$2,366  $2,462
$96 off
11/1 - 11/8
$2,216  $2,311
$95 off
11/8 - 11/15
$2,243  $2,311
$68 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.