2026 Nags Head Sailing Tours Guide

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Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

492 | Windishores

Windishores is nicely decorated in the traditional Outer Banks Style. This home is perfect for a romantic getaway or small families. Watch the waves roll in from the covered deck or bask in the sun from the Oceanfront sun deck. The ocean views from...

  • Kitty Hawk
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 4
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

Slainte

SEMI-SOUNDFRONT Salvo - Sand Dollar Ct. - The enchanting SLAINTE (pronounced slawn-cha), which is a Gaelic word for Cheers or Good Health, has rather a few attractions to offer. Outdoor enticements include a private pool, cabana half bath next to...

  • Salvo
  • 7 Bedrooms
  • 8 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...

AQUA VIE

Aqua Vie is a tranquil beach haven. This well-furnished retreat offers all the comforts of home, enhanced by unobstructed sunrise and ocean views enjoyed from the expansive decks. Situated on a quiet dead end street with direct beach access, Aqua...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
2/8 - 2/15
$1,757  $2,019
$262 off
2/15 - 2/22
$1,757  $2,019
$262 off
2/22 - 3/1
$1,757  $2,019
$262 off
3/1 - 3/8
$1,757  $2,019
$262 off
3/8 - 3/15
$1,757  $2,019
$262 off
3/15 - 3/22
$1,757  $2,019
$262 off
3/22 - 3/29
$1,757  $2,019
$262 off
3/29 - 4/5
$1,907  $2,169
$262 off
SugarLand

SugarLand OBX, nestled in the Outer Banks, is a whimsical candy store offering a colorful world of sweets, treats, and nostalgic experiences. It blends modern innovation with timeless charm, featuring handcrafted ice cream sundaes, cotton candy, and...

In Spite of Ourselves

OCEANSIDE Waves — Sea Isle Hills Dr. — In spite of trying to find a reason to continue your search for a vacation rental, IN SPITE OF OURSELVES just may make you stop right here. Located nearly equal distance from both the ocean and Pamlico...

  • Waves
  • 4 Bedrooms
  • 4 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

5277 - Sounds Good

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Sounds Good, an Outer Banks soundfront retreat located in Kill Devil Hills. This charming rental offers a...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

HOOKED UP

Overview For your next vacation to the Outer Banks, make plans for a relaxing stay at Hooked Up, a Corolla semi-oceanfront with easy access to the beach in the Ocean Sands Section O community. Hooked Up offers a modern design that...

  • Corolla
  • 7 Bedrooms
  • 8 Bathrooms
Coastal Smoothie Cafe

At Coastal Smoothie Cafe, we have created a menu and atmosphere that is designed to be as unique as the northern shores of the Outer Banks. Our creations utilize fresh local produce when possible. There is nothing better than local NC strawberries...

LA RESIDENCIA

Overview Step into La Residencia, an oceanfront villa with breathtaking ocean-to-sound vistas located in the premier community of Pine Island in Corolla. From the moment you enter this vacation home, guests are treated to a beautifully...

  • Corolla
  • 9 Bedrooms
  • 11.5 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.