2025 Nags Head Sailing 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...

Champagne Views

OCEANFRONT Waves - Sea Isle Hills Dr. Unwind and appreciate CHAMPAGNE VIEWS for your vacation this year at this 3,500 sq. ft. home. Let the celebration begin in the game room with foosball table, wet bar with mini-refrigerator, full bathroom and...

  • Waves
  • 4 Bedrooms
  • 5 Bathrooms
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...

CAROLINA

Situated on the highest sand dune in Southern Shores in a quiet neighborhood with playground, basketball and tennis courts all within a short walking distance, bright, spacious and airy home.  In addition to the great room on the upper level, a...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Skipper's Landing

SOUNDSIDE Avon — Kinnakeet Shores Are you looking for a beach home on the lake in Kinnakeet Shores with pretty water vistas, space for the family, a fast 5-min. walk to the beach and walking distance to the grocery store, shopping and eateries...

  • Avon
  • 5 Bedrooms
  • 4.5 Bathrooms
Resort Realty

For more than 30 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 550 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite...

Coastal Cabana - Unit B - Downstairs

You'll love this charming, lower-level studio for your next beach getaway on the Outer Banks of North Carolina! This adorable vacation rental has everything you need for a romantic escape for two or a quiet solo adventure. Located just a few blocks...

  • Kill Devil Hills
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

Ariel

Located in Duck/ 6 Bedrooms/ 4 Full Bathrooms/ 2 Half BathroomsSet on the narrowest strip of the Outer Banks in Palmers Island, a very private enclave of thirteen oceanfront estate homes, Ariel offers unobstructed vistas of the ocean or Currituck...

  • Duck
  • 6 Bedrooms
  • 4 Bathrooms
9/22 - 9/29
$4,441  $5,551
$1,110 off
9/29 - 10/6
$3,441  $4,301
$860 off
Moge Tee

QUALITY YOU CAN SEE, FRESHNESS YOU CAN TASTE! Every cup made to order with the freshest ingredients and handcrafted loose leaf tea brewed to perfection! Combining all the natural gifts from mother nature!

Ocean View Retreat 36

Located in the prestigious community of Villages at Ocean Hill, Ocean View Retreat is situated in a quiet cul-de-sac with high elevations offering outstanding views with good spacing between homes and only 100 yards to the beach access. Just go down...

  • Corolla
  • 7 Bedrooms
  • 4.5 Bathrooms
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...

2062 - Paradise Found

Always Included, complimentary linens and made beds! Paradise Found is a hidden gem within Spindrift, a quiet, private, gated community in Corolla. As a guest in the Spindrift Community, you’ll have access...

  • Corolla
  • 6 Bedrooms
  • 5.5 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.