2026 Nags Head Sailing Tours Guide

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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...

Island Stylin'

OCEANSIDE Frisco — Your private little slice of tranquility awaits at ISLAND STYLIN’, a four-bedroom/three-full and two-half-bath home that sits within walking distance to the beach, yet far, far away from your pre-vacation life. Ideal for the...

  • Frisco
  • 4 Bedrooms
  • 4 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...

LUCKIE LADY

“LUCKIE LADY” will show you its favorable beauty with spectacular ocean views and breezes from the spacious top level sun deck or from your very own PRIVATE oceanfront deck with covered gazebo, powered outlets, and a park style grill for a fun...

  • Kitty Hawk
  • 5 Bedrooms
  • 6 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

Overview Looking for a quiet refuge from the daily grind? Lose yourself in the easygoing yet refined ambience of Serenity, a tranquil home that puts your comfort first. Curl up in the ship's watch to enjoy the panorama of ocean and...

  • Kill Devil Hills
  • 8 Bedrooms
  • 8 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

Captain's Quarters

Located in Duck / 3 Bedrooms / 2 Full Bathrooms / 1 Half BathroomModern design meets an unbeatable location in this beautiful Duck hideaway. Featuring a chic, refreshed interior and a layout constructed for comfort, this home is the ideal home base...

  • Duck
  • 3 Bedrooms
  • 2 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...

Kandel in the Wind

Kandel in the Wind has all the bells and whistles to make your next vacation a memorable one. Located in the quiet oceanside neighborhood of Crown Point, you will enjoy amenities like the large community pool, tennis courts and private beach access...

  • Corolla
  • 6 Bedrooms
  • 5 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...

129 | Flora's

Come enjoy a great mixture of Old Beach Charm & Modern Conveniences in this classic Nags Header Beach Cottage. The lovely tongue & groove paneling, hardwood floors, & wrap-around covered porches enhance the charm of this home...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
6/6 - 6/12
$6,995  $7,895
$900 off
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...

HAMELJUICE

Hameljuice is a three bedroom, two bath OBX vacation home with an open floor plan giving you a spacious living and dining room, with kitchen and bedrooms all on one floor. It’s a classic, “old style” beach home with wooden walls and charm...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
5/8 - 5/15
$1,137  $1,263
$126 off
5/15 - 5/22
$1,179  $1,263
$84 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.