2026 Nags Head Sailing Guide

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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...

The Salty Spaniel COS-211

Enjoy the sunrise and peaceful ocean views from your private balcony at The Salty Spaniel, a second floor Colony by the Sea condo. This cozy, comfortable semi-oceanfront condo is the perfect location for your family vacation. This well-maintained...

  • Duck
  • 1 Bedrooms
  • 2 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Windsurfer's Dream

SEMI-SOUNDFRONT Salvo – Wind Over Waves – With unobstructed sound vistas, rigging area in the front of the home and the community boat launch merely feet away, it's simple to see why this vacation rental home is a WINDSURFER'S DREAM. The...

  • Salvo
  • 7 Bedrooms
  • 4.5 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...

Edwards Beach Getaway

NEW TO BRINDLEY BEACH FOR 2026!Located in Kill Devil Hills / 3 Bedroom / 2 BathroomsThe ultimate beach property awaits your OBX visit! Located in the heart of Kill Devil Hills, close to shopping, eateries, and attractions, as well as the Wright...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
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...

Song Of The C 61-J

Located in the Ocean Sands community, Song of the C is nestled under natural live oaks that offer privacy and shade. After a long day at the beach, soak in the jetted tub, hop into the 15x28 private pool, or grab the family for a dip in the hot tub...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
5/30 - 6/6
$2,540  $2,940
$400 off
6/6 - 6/13
$3,394  $3,594
$200 off
6/27 - 7/4
$3,974  $4,174
$200 off
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...

Sounds of Joy

Located in Corolla / 7 Bedrooms / 5 Full Bathrooms / 1 Half BathroomThe Sounds of Joy is a handsome 7 bedroom home with 5 full bathrooms and a half bath conveniently located on the top level. It is located on a cul-de-sac with vistas of the water...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
6/9 - 6/16
$4,604  $5,573
$969 off
7/4 - 7/11
$6,055  $7,386
$1,331 off
7/12 - 7/19
$5,775  $7,036
$1,261 off
7/13 - 7/20
$5,724  $6,973
$1,249 off
8/21 - 8/28
$4,559  $5,517
$958 off
8/30 - 9/6
$4,106  $4,950
$844 off
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...

BLUE SKIES

Bright, spacious, lovingly-furnished and well-equipped home (with gourmet kitchen) on a quiet, beach side street, near lifeguards. Sunny, custom pool (very private) in the trees with generous lounging and dining area, pool bar (with sink...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
9/4 - 9/11
$2,496  $2,679
$183 off
9/18 - 9/25
$2,213  $2,378
$165 off
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

Our Happy Place

SOUNDSIDE Frisco — Timber Trail — New for 2026! — Located in a deep grove of trees, you’ll find your own slice of serenity in OUR HAPPY PLACE, a beautiful three-bedroom/two-full and one-half-bath bungalow located just across the street...

  • Frisco
  • 3 Bedrooms
  • 2.5 Bathrooms
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.