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...

733 | Steel Away

This outstanding vacation home offers a spacious floor plan and lovely decor. Fully equipped and has everything your family will need while on their Outer Banks vacation. Located within close proximity of the Beach (approx. 450 ft. to Beach...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Sea Sprite WHL-104

Step into the welcoming embrace of Sea Sprite, a stunning coastal haven perfectly situated for an unforgettable beach experience. Revel in panoramic ocean views from the upper sun deck and enjoy the convenience of a corner lot directly connected to...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Beach Baby

Spend your days catching some rays, taking a swim in the Atlantic, or searching for beach treasures along our wide stretch of beaches, just steps from your door. Wake up in the early morning and sip coffee, while watching the sunrise and the...

  • Kitty Hawk
  • 3 Bedrooms
  • 1 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

WINDSURFER

Windsurfer is a great vacation spot. Located in the rolling dunes of Osprey in north Duck, this lovely oceanside home is close to the beach access and the bike path into the village.  Great ocean and sound views from upper deck.Level 1:Great room...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
2/28 - 3/7
$1,221  $1,384
$163 off
3/7 - 3/14
$1,221  $1,384
$163 off
3/14 - 3/21
$1,221  $1,384
$163 off
3/21 - 3/28
$1,221  $1,384
$163 off
3/28 - 4/4
$1,441  $1,534
$93 off
4/18 - 4/25
$1,395  $1,534
$139 off
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

5859 - Lasea Days

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Experience the serene charm of Lasea Days, a delightful semi-oceanfront escape located in the heart of Nags Head. This...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

793 | Live This Dream

For 2026: All new Premium Vinyl Plank flooring throughout the entire home and new living room couches. Updated photos coming soon! ***In a world where prices on everything seem to be going up, the owners of this house have opted to keep 2026 rates...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 40-passenger catarmaran and the area’s newest...

Sage Watch SS-20

Sage Watch is located along the beautiful beaches of Southern Shores, providing convenience to all the luxuries of town, while still offering the solitude of the northern beaches.Enjoy incredible views of the Atlantic Ocean right in your backyard...

  • Southern Shores
  • 4 Bedrooms
  • 3 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.