2026 Nags Head Sailing Guide

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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...

7587 - Barefoot Beachcomber

Always Included, complimentary linens and made beds! Barefoot Beachcomber is a 3 bedroom, 2 bathroom vacation rental on Hatteras Island that has everything you need to enjoy the best of this...

  • Avon
  • 3 Bedrooms
  • 3 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

Leif VICT-1

Leif is a wonderful oceanside home in South Nags Head, one of the widest, most beautiful beaches on the Outer Banks. Enjoy the carefree tranquility in the private Viking Court community, ideally situated for family gatherings!A large, east-facing...

  • Nags Head
  • 4 Bedrooms
  • 1.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

SWEET CAROLINA

Sweet Carolina is an easy walk to the beach and is a few minutes to the sound. View gorgeous sunsets, fish or crab from the Port Trinite dock. Step out front to community tennis courts and two community pools, one of which is right on the sound. The...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
2/22 - 3/1
$2,083  $2,394
$311 off
3/1 - 3/8
$2,083  $2,394
$311 off
3/8 - 3/15
$2,083  $2,394
$311 off
3/15 - 3/22
$2,083  $2,394
$311 off
3/22 - 3/29
$2,083  $2,394
$311 off
3/29 - 4/5
$2,411  $2,544
$133 off
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...

Tidal Treasure

OCEANFRONT Frisco - Ship Timbers Rd. With opulent amenities and charming ocean vistas from each level, TIDAL TREASURE will quickly become the jewel of your family vacation. All 5,250 sq. ft. of this home has been thought of to elevate your...

  • Frisco
  • 8 Bedrooms
  • 8 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Fire Island

SEMI-SOUNDFRONT Salvo - Turtle Ct. The striking sunsets you'll see from this sizable, finely-appointed home will take your breath away! Stay at FIRE ISLAND and appreciate all of the activities the Outer Banks has to offer including community sound...

  • Salvo
  • 7 Bedrooms
  • 5.5 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...

The Lucky Ducker

“The Lucky Ducker” (formerly Bella Vista) is a lovely beach house close to the beach with a private pool! The pool deck has plenty of room for you to lounge while the kids splash and play! The cabana bar, beside the hot tub, has easy access...

  • Duck
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
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...

Vacation Migration OCD-125

Steps away from both the ocean and sound and nestled in one of the Outer Banks most charming communities is Vacation Migration, a spacious home offering fantastic amenities. Whether it be walking along the sound boardwalk, wandering through the...

  • Duck
  • 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.