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...

001 | Shifting Sands

Bright, open and beachy, Shifting Sands is a terrific oceanfront home that features lovely décor throughout, upscale furnishings and endless Ocean Views. All are sure to be pleased from the moment you enter this lovely vacation home where care and...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

SAILS-2 SAILS-2

This fantastic oceanfront vacation home offers alluring ocean views and is complete with many amenities, including a 29'x13' private (heated) pool, hot tub, 4-hole putting green, game room with a pool table and a wet bar, a renovated kitchen with...

  • Nags Head
  • 8 Bedrooms
  • 5.5 Bathrooms
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Beach Rabbit

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.A Home Every-bunny Will LoveJust off Duck Road but tucked away in a wooded lot, Beach Rabbit is a hidden gem offering combined privacy and convenience...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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...

5010 - Once Upon A Tide

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  Welcome to Once Upon A Tide! Located on the oceanfront in Kill Devil Hills. Once Upon A Tide is also conveniently...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Flip Flop Shops

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



Temptation

SOUNDSIDE Avon – NC 12 Hwy – New for 2026! – You’re officially invited to indulge your coastal cravings and experience TEMPTATION, a comfortable four-bedroom/four-and-a-half bath home offering an irresistible escape from the everyday. From...

  • Avon
  • 4 Bedrooms
  • 4.5 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...

DAWN TREADER

This lovely vacation home, complete with an elevator, is located on a quiet dead end street in family oriented Seacrest Village. No public access to this street so the beach is very private. This house is only “64 steps” to the beach, which is...

  • Southern Shores
  • 6 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 14
9/18 - 9/25
$3,573  $4,593
$1,020 off
9/25 - 10/2
$3,661  $4,593
$932 off
10/2 - 10/9
$3,777  $4,593
$816 off
10/16 - 10/23
$3,053  $3,687
$634 off
10/23 - 10/30
$3,075  $3,687
$612 off
10/30 - 11/6
$3,211  $3,537
$326 off
11/6 - 11/13
$3,061  $3,537
$476 off
11/13 - 11/20
$3,156  $3,537
$381 off
12/4 - 12/11
$3,156  $3,537
$381 off
12/11 - 12/18
$3,315  $3,537
$222 off
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

K6601 Skydance 10 Bedroom Oceanfront Hom...

Welcome to Skydance 10 bedroom Oceanfront Home at Hatteras Island Reserve! BRAND NEW construction! KEES Vacations invites you to experience the Outer Banks' newest oceanfront community, Hatteras Island Reserve. Skydance is a brand new 10-bedroom...

  • Hatteras
  • 10 Bedrooms
  • 12 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.