2026 Nags Head Sailing Tours Guide

Outer Banks Map
Carova Corolla Duck Southern Shores Kitty Hawk Kill Devil Hills Manteo Nags Head Wanchese Rodanthe Waves Salvo Avon Buxton Frisco Hatteras Ocracoke
Events
(More Events)
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...

Tan Lines PKT-45

Nestled in the heart of the charming Town of Duck, Tan Lines offers the perfect blend of convenience and coastal charm. Just a short stroll from the beach and within easy reach of Duck's vibrant shopping, dining, and family-friendly activities, this...

  • Duck
  • 4 Bedrooms
  • 3 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...

Family & Friends 378-B

You'll be treated like Family and Friends at this adorable oceanside vacation home at milepost 8.75 in Kill Devil Hills! Brightly decorated with a tasteful, beach-related theme, this sweet bungalow is only 750 feet from the beach access and...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Flip Flop Shops

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



Tides Rollin' In

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.A Half Mile from EverythingStep into seaside style at this newly renovated Nags Head vacation rental! At milepost 11.5, Tides Rollin’ In offers the...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

WISH UPON A STAR

Overview A few features to note about Wish Upon A Star: - Attentive owner who makes updates every year! - Pack less with complimentary seasonal cabana service - Locally based private housekeeping and maintenance staff - available as...

  • Corolla
  • 10 Bedrooms
  • 10.5 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...

K0720 Balcony Beach at Sea Oats Villas

Welcome to Balcony Beach at Sea Oats Villas by KEES Vacations! Savor your afternoon glass of wine in a colorful Adirondack chair as you watch the waves rolling in and out and listen to their soothing rhythm. Can you feel the mist on your face? The...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

White Porpoise

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.‘White Porpoise’ is the spot for your family beach vacation offering a private pool with FREE solar pool heat, elevator, ocean view, and more...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

Fitz's Wave Watcher

Located in Kill Devil Hills/ 4 Bedrooms/ 3 Full Bathrooms"Fitz's Wave Watcher" is located at Mile Post 5. Come savor a sun deck with unobstructed, exceptional ocean view and just steps away from the ocean with direct beach access. Close to...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
6/23 - 6/30
$2,756  $3,347
$591 off
7/1 - 7/8
$2,756  $3,347
$591 off
8/2 - 8/9
$3,052  $3,347
$295 off
8/11 - 8/18
$3,052  $3,347
$295 off
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.