2026 Nags Head Sailing Guide

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Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

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
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...

Duck Dazed

Soak in the Views, Relax in Comfort Duck Dazed is a rare coastal gem that offers the space and amenities of a larger home while maintaining the privacy and tranquility of a personal retreat. Ideally situated on one of the narrowest stretches of the...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Bluff Point 513-B

With bright and airy decor, Bluff Point is perfect for your family vacation. This semi-oceanfront cottage located in Nags Head at milepost 19.5 has beautiful ocean views. Beach access is just 150 feet away, so you can easily go back and forth from...

  • Nags Head
  • 4 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. 



Sweet n Salty 410

Come stay at Sweet n Salty, a lovely semi-oceanfront home in Nags Head. This well-maintained, 3 bedroom home has direct beach access just 300' across the street (the beach road). Enjoy your morning coffee with sunrise views.When not at the beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

The Salty Sailor

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.No Salty Sailors here at this beach cottage in Kitty Hawk complete with your own private pool and hot tub. Two mid level bedrooms have decks and partial...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Luckie Tides 235

Aptly named Luckie Tides, guests can listen to the sound of the waves crashing and enjoy incredible ocean views just steps from the sand at this charming 3 bedroom oceanfront cottage at Milepost 4 in Kitty Hawk. Enjoy modern touches throughout this...

  • Kitty Hawk
  • 3 Bedrooms
  • 1.5 Bathrooms
7/5 - 7/12
$5,547  $5,807
$260 off
8/23 - 8/30
$4,389  $4,649
$260 off
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

DISHAROON

Enjoy the sunrise each morning from this exceptional home built for optimum ocean views. 3,500 square feet living area with decks galore, excellent surf fishing location. Close to shops & restaurants. 2 miles from the Wright Memorial Bridge.All...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
8/16 - 8/23
$5,192  $5,435
$243 off
9/6 - 9/13
$3,870  $4,044
$174 off
9/20 - 9/27
$3,449  $3,605
$156 off
9/27 - 10/4
$3,449  $3,605
$156 off
10/4 - 10/11
$3,426  $3,605
$179 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.