2026 Nags Head Sailing Guide

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Events
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Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

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 appreciate 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
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...

Chocolate Sundae

SEMI-SOUNDFRONT Salvo — The cherry on top to the ideal vacation is being close to the people you appreciate, surroundings that inspire you, and doing the things that bring you joy. That is what makes CHOCOLATE SUNDAE the complete confection for a...

  • Salvo
  • 5 Bedrooms
  • 6 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...

Its R Dream

New for 2026 - new picnic table and additional parking!Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomLet the dream begin while the whole family enjoys the wide beaches of Whalehead. Conveniently close to shopping areas...

  • Corolla
  • 4 Bedrooms
  • 3 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...

Caribbean Paradise

OCEANFRONT Rodanthe - Hatteras Island Estates - This premier dog-friendly oceanfront home is just steps from the beach and offers the full list of amenities: private pool, hot tub, elevator, theater room with traditional theater seating, game room...

  • Rodanthe
  • 8 Bedrooms
  • 9 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...

406 | Three Palms

Great location, special touches throughout the home will add to your delight and convenience. This Outstanding Home is located in "Old Nags Head Place", one of Nags Heads finest developments, and offers 3 Luxurious living levels for your vacation...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 10
9/6 - 9/12
$2,095  $2,395
$300 off
9/20 - 9/26
$1,895  $1,995
$100 off
9/27 - 10/3
$1,595  $1,895
$300 off
10/4 - 10/10
$1,595  $1,895
$300 off
10/11 - 10/17
$1,595  $1,895
$300 off
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

VH213 Relaxing Ocean Wynnes at Villas of...

Welcome to Relaxing Ocean Wynnes at Villas of Hatteras Landing by KEES Vacations Rarely do getaways have a smaller getaway built into them, but that's exactly what you will find at Hatteras. While the Outer Banks is a place overflowing with culture...

  • Hatteras
  • 1 Bedrooms
  • 1 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

804 | Moon Shadow

This terrific South Nags Head beach home has so much to offer, starting w/ expansive Ocean Views and Beach Access just steps away (175 Ft. to James Street Beach Access). Large open, covered decking on three sides of the home provide great vistas of...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
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.