2026 Nags Head Sailing Tours Guide

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Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

7138 - Legasea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Discover paradise at Legasea! This stunning semi-oceanfront retreat in Waves is perfectly positioned for breathtaking...

  • Waves
  • 6 Bedrooms
  • 6 Bathrooms
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...

Diggin' Duck (formerly Fishnet) 134-A

Wake up to sweeping ocean views and the sound of the waves at Diggin' Duck, a charming oceanfront retreat in Duck. With spacious decks overlooking the Atlantic and comfortable accommodations for family and friends, this coastal getaway makes it easy...

  • Duck
  • 4 Bedrooms
  • 3 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...

Happy Ours

Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomSavor ocean vistas and Find Your Happy at “Happy Ours!” Plus, private pool, hot tub, and Corolla Light amenities are supplied. This home is uniquely located adjacent to a...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
8/11 - 8/18
$7,971  $8,797
$826 off
8/29 - 9/5
$6,479  $7,139
$660 off
9/13 - 9/20
$5,032  $5,531
$499 off
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...

153 | Rightmyer

Oceanfront-Kill Devil Hills This traditional Outer Banks Beach Cottage is spacious, well-equipped & comfortably furnished for your family to enjoy. With two separate living areas, a kitchen w/breakfast bar on top level and kitchenette w/dining...

  • Kill Devil Hills
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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...

7838 - Wilder View

Always Included, complimentary linens and made beds! Wilder View is a 3 bedroom 2.5 bathroom Outer Banks vacation rental that you could ever want and more! Located in Frisco, Wilder View is just a...

  • Frisco
  • 3 Bedrooms
  • 3 Bathrooms
Flip Flop Shops

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



Beach House

Located in Kitty Hawk / 3 Bedrooms / 2 Full BathroomsLocated RIGHT ON THE BEACH in Kitty Hawk, this Beach House offers traditional Outer Banks appeal and character with modern features and refreshed furnishings. Catch the sunrise from the sizable...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
8/12 - 8/19
$4,257  $5,496
$1,239 off
8/30 - 9/6
$3,884  $4,999
$1,115 off
9/14 - 9/21
$3,884  $4,999
$1,115 off
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Ocean Pointe 189

It's not called Ocean Pointe for nothing! When only the best will do, bring the family to enjoy the sun, sea and sand in this beautiful, totally renovated beach-front home with breathtaking views of the Atlantic. Ten steps down from the lower deck...

  • Duck
  • 5 Bedrooms
  • 3.5 Bathrooms
9/26 - 10/3
$3,191  $3,391
$200 off
10/3 - 10/10
$3,085  $3,285
$200 off
10/10 - 10/17
$3,085  $3,285
$200 off
10/17 - 10/24
$3,085  $3,285
$200 off
10/24 - 10/31
$2,694  $2,894
$200 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.