2026 Nags Head Sailing Tours Guide

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Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

5176 - Sandy Bottoms

Always Included, complimentary linens and made beds! Want to live like a local? Head over to Sandy Bottoms! Located in the heart of Kill Devil Hills, Sandy Bottoms is a 3 bedroom, 2 bathroom rental...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

1770 - A Wave from it All

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: Master bedroom ceiling fan, blackout curtains, and standing videogame. Welcome to A Wave From It All...

  • Corolla
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

Four-Sea-Sons 590

Four-Sea-Sons is a lovely home with classic Outer Banks style, just 40 yards to the nice, re-nourished beach, and 4th house back from oceanfront! Ideal location for families with small children, this home is located on a quiet cul-de-sac at milepost...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
8/22 - 8/29
$1,508  $2,378
$870 off
8/29 - 9/5
$1,209  $2,122
$913 off
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...

Sounds Terrific!

SOUNDFRONT Salvo - Otter Way - The impressive soundfront surroundings of this home will have you saying, "SOUNDS TERRIFIC"! Watersports enthusiasts will appreciate convenient access to some of the island’s best windsurfing and kiteboarding, and...

  • Salvo
  • 8 Bedrooms
  • 9.5 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...

Sound Decision 241

Aptly named Sound Decision, that’s just what you will be making when you reserve this four-bedroom, three-bath, pet-friendly, sound view stunner hidden away on Kitty Hawk Bay! Incredible features include a hot tub, a large boat dock with community...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

Ricky's Retreat 194

Every member of your family will enjoy the original Ricky's Retreat! This fabulous, beautifully decorated home was designed to meet your entire family's every need. Ricky's Retreat services the needs of families of all ages looking for that perfect...

  • Duck
  • 6 Bedrooms
  • 7 Bathrooms
8/29 - 9/5
$4,173  $4,395
$222 off
9/12 - 9/19
$3,526  $3,748
$222 off
9/19 - 9/26
$3,015  $3,237
$222 off
9/26 - 10/3
$2,709  $2,931
$222 off
10/10 - 10/17
$2,951  $3,173
$222 off
10/17 - 10/24
$2,951  $3,173
$222 off
10/24 - 10/31
$2,745  $2,967
$222 off
10/31 - 11/7
$2,745  $2,967
$222 off
11/7 - 11/14
$2,326  $2,548
$222 off
11/14 - 11/21
$2,425  $2,647
$222 off
11/21 - 11/28
$2,745  $2,967
$222 off
11/28 - 12/5
$2,326  $2,548
$222 off
12/5 - 12/12
$2,326  $2,548
$222 off
12/12 - 12/19
$2,326  $2,548
$222 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...

CASUAL ELEGANCE

Discover CASUAL ELEGANCE in Southern Shores, a Carolina Designs OBX vacation rental set just 322 yards from the beach access on a quiet road. This 7-bedroom Outer Banks retreat welcomes you with a private pool, hot tub, home theater, and huge...

  • Southern Shores
  • 7 Bedrooms
  • 6.5 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.