2026 Nags Head Sailing Guide

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Events
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Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Pinch Me

Located in Hatteras | Oceanfront | 7 Bedrooms | 8 Full Bathrooms | 1 Half Bath | 7 Primary SuitesFantastic upgrades for 2025: Brand-new siding and decking on the back and south sides of the home, and every room features brand-new, ultra-comfortable...

  • Hatteras
  • 7 Bedrooms
  • 8 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

AV2-2D | Shamrock By The Sea

This lovely 2nd Floor end unit provides fantastic ocean views coupled with bright & charming beach themed décor. It is very comfortable & your family is sure to enjoy this great unit that comes fully equipped & centrally located to all...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
6/27 - 7/3
$2,245  $2,395
$150 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...

DRIFTIN SOUTH

Pack up and start “Driftin South” to your very own oceanside VACATION PARADISE on the Outer Banks!...This home is located in the Sea Acres Community of Duck and will provide your family with great, lasting memories, without needing to move your...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
6/14 - 6/21
$4,300  $5,331
$1,031 off
7/12 - 7/19
$5,570  $5,860
$290 off
8/16 - 8/23
$3,652  $3,998
$346 off
8/30 - 9/6
$2,616  $2,911
$295 off
9/20 - 9/27
$2,583  $2,820
$237 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...

223 | Worth The Wait

Worth The Wait provides everything your family will need for an unforgettable vacation on the Outer Banks. Take a dip in the private swimming pool, relax in the hot tub, or challenge your friends to a game of pool. This home has so much to offer...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Flying Free

Staying In "Flying Free" Will Have You Feeling Like A Bird, Right There On The Ocean's Front, Flying Free! The ideal location of "Flying Free" is irreplaceable, situated cozily in the historic town of Nags Head with a lifeguarded beach as your...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

1879 - Beau's Sandcastle

Always Included, complimentary linens and made beds!  Relax and enjoy! Beau's Sandcastle offers rare unobstructed ocean views and borders a nature preserve and is convenient to the beach. After you...

  • Corolla
  • 5 Bedrooms
  • 5.5 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...

Fun in Paradise

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Welcome to the Best Stay Ever! Have Fun in Paradise at this oceanside Corolla oasis. Outside, you will find a beautifully landscaped space perfect for...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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.