2026 Nags Head Sailing Guide

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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...

Sandpiper

When the beach is the reason you came to the Outer Banks, Sandpiper puts it right at your fingertips. Located semi-oceanfront in Corolla's sought-after Whalehead Beach community, this classic coastal retreat offers direct beach access just across...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

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
10/18 - 10/25
$2,175  $2,462
$287 off
10/25 - 11/1
$2,175  $2,462
$287 off
11/1 - 11/8
$2,024  $2,311
$287 off
11/8 - 11/15
$2,024  $2,311
$287 off
11/15 - 11/22
$2,164  $2,311
$147 off
11/29 - 12/6
$2,153  $2,311
$158 off
12/6 - 12/13
$2,120  $2,311
$191 off
12/13 - 12/20
$2,185  $2,311
$126 off
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...

Pine Haven

Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 1 Half BathroomYour family will appreciate this private Oceanfront home, with its spectacular vistas. With this property you can savor the Pine Island Beach Club offering a sizable pool, access to...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

1609 - Barefoot Contessa

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Kick off your shoes, escape the world, and let the sun and breezes in at Barefoot Contessa! Views of lighthouse and...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Seaglasses

OCEANSIDE Frisco — Runboat Cir. — Finding a unique piece of seaglass along the shore is like stumbling upon a hidden gem — much like the kismet of finding your ideal beach home. The aptly named SEAGLASSES, a four bedroom/three-full and...

  • Frisco
  • 4 Bedrooms
  • 3.5 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

SUNSET ON THE SOUND

Awesome sunset sound views, limited horizon ocean views, thoughtfully decorated living spaces with numerous original oil paintings and prints, cheerful bedrooms, beautifully landscaped grounds, heated pool, hot tub and more!  3,200 square feet...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
12/27 - 1/3
$3,281  $3,422
$141 off
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...

SHARON MEMORIES

Top floor ocean views and total relaxation await you in this well-equipped home with a private pool in a quiet residential neighborhood, convenient to shopping and restaurants yet only steps to the beach. Less than a 2-minute walk (100 yards...

  • Southern Shores
  • 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
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.