2026 Nags Head Sailing Tours Guide

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Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

064 | Mackenzie / Smiley Cottage

MacKenzie/Smiley Cottage is a traditional Nags Head Beach Cottage featuring Outstanding Views of the Ocean and Jockey's Ridge State Park. Nicely Decorated, Very Well Maintained, this Home is an Excellent Choice for Your Family to Enjoy the Beauty...

  • Nags Head
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 6
6/28 - 7/4
$5,495  $5,995
$500 off
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

CASUAL ELEGANCE

Overview Avoid heavy weekend traffic with a Friday check-in!Casual Elegance is the perfect way to describe this wonderful Outer Banks vacation home, tucked back just steps from the beach on a quiet road in family-friendly Southern...

  • Southern Shores
  • 7 Bedrooms
  • 6.5 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...

195 | Kitty I

This Classic Kitty Hawk Oceanfront Beach Cottage offers Outstanding Views of the Ocean and Beach. This is an older, basic accommodation with a great beachfront location. Rustic in character, the main attributes of this property are the location and...

  • Kitty Hawk
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Flip Flop Shops

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



PLEASURE ISLAND

This spacious home has all of the amenities, chosen for your every vacation pleasure. The comfortable interior accentuates the aesthetically appealing Juniper cathedral ceilings and wainscoting in the hallways. Every bedroom leads out to a spacious...

  • Duck
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
5/17 - 5/24
$1,803  $2,243
$440 off
5/24 - 5/31
$2,160  $2,689
$529 off
7/5 - 7/12
$3,927  $4,486
$559 off
7/12 - 7/19
$4,039  $4,486
$447 off
8/16 - 8/23
$3,029  $3,392
$363 off
8/23 - 8/30
$2,569  $2,921
$352 off
8/30 - 9/6
$2,372  $2,689
$317 off
9/6 - 9/13
$2,247  $2,493
$246 off
9/13 - 9/20
$2,067  $2,243
$176 off
9/20 - 9/27
$2,067  $2,243
$176 off
9/27 - 10/4
$2,067  $2,243
$176 off
10/4 - 10/11
$2,067  $2,243
$176 off
10/11 - 10/18
$2,067  $2,243
$176 off
10/18 - 10/25
$1,715  $1,852
$137 off
10/25 - 11/1
$1,715  $1,852
$137 off
11/1 - 11/8
$1,564  $1,701
$137 off
11/8 - 11/15
$1,682  $1,701
$19 off
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...

294 | Dolphin Dreams

This nicely decorated family vacation home offers a quiet location, panoramic Ocean Views, and direct access to the Beach. Very comfortable and well equipped you'll love the convenience of being able to walk to the Ocean (375 yards from Ocean...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
6/7 - 6/13
$2,995  $3,195
$200 off
6/28 - 7/4
$4,195  $4,395
$200 off
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...

Beach Ball

Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 2 Half BathroomsConveniently located across from the tennis courts, this Oceanside getaway offers first class vistas from one of Corolla Light's highest points.Ground Level: Exterior amenities...

  • Corolla
  • 5 Bedrooms
  • 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...

Dream of Jeanne

**Disclaimer: Home does not accommodate  Early Check In**  Dream of Jeanne is a beautifully decorated, spacious vacation home in Nags Head. Great location, just 60 yards to the beach access. When you're not at the beach, the 20x10 private pool and...

  • Nags Head
  • 5 Bedrooms
  • 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.