2026 Nags Head Sailing Tours Guide

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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...

Sunset Dreamin' COL-125

Sunset Dreamin’ is a cozy, waterfront home, off the beaten path in the Colington Harbour community of Kill Devil Hills. Situated directly on the canal, Sunset Dreamin’ lives up to its name with breathtaking sunset views from the decks, living...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

Sugar Magnolia

Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 1 Half BathroomLocated Oceanside in Corolla Light, this charming home has everything you'll need for a great Corolla vacation! Your family will appreciate being able to walk to the Ocean, the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

12 ON 12 (form. Jus Ducky)

“Jus’ Ducky” is a recently remodeled five bedroom, five bath, Outer Banks oceanfront home with wooden walkways from the deck down to the beach. Enjoy ocean views from the many decks while sipping your morning coffee or an ice cold beverage...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Serenity in Nags Head

*Pets Allowed for 2026 The spirit of the sea calls you to relax in this beautiful and well stocked home. 'Serenity in Nags Head' boasts beautiful decor and airy open spaces that invite you to enjoy your beach vacation.  A perfect pick for large...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Jus' Chillin'

OCEANVIEW Avon - Hatteras Lane -Imagine yourself JUS' CHILLIN' on the decks of this spectacular beach home in the middle of Avon within walking distance of shopping, eateries and of course the beach. A roomy game room welcomes you into this 3,830...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

WORTH THE WAIT

Overview A little over two miles from the foot of the Wright Memorial Bridge, Worth The Wait is awaiting your arrival! This seven-bedroom, semi-oceanfront vacation home offers amenities that are sure to amplify a fun and memorable...

  • Southern Shores
  • 7 Bedrooms
  • 7.5 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...

Blue Bungalow

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Time for a sweet stop on your Outer Banks Vacation! Totally renovated and professionally decorated, all finishes and furnishings are brand new! Beachy...

  • Kitty Hawk
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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.