2026 Nags Head Sailing Guide

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The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

5423 - McLendon

BEACH GEAR RENTAL INCLUDED FOR 2027! Always Included, complimentary linens and made beds! NEW FOR 2026: New gas grill, paver patio with chairs/table, privacy fence between house and public...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

5371 - Masion Azur

Always Included, complimentary linens and made beds! Nestled in the heart of Kill Devil Hills, Maison Azur offers a serene coastal escape that perfectly balances convenience with classic Outer Banks...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3.5 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Beach Breeze (formerly Game Changer) 451...

Beach Breeze has everything you need for a relaxing vacation! Comfortable and conveniently located, this oceanfront home offers plenty of beach and easy access to get there with the private boarded walkway. Take a stroll on the beach in the evening...

  • Nags Head
  • 6 Bedrooms
  • 4 Bathrooms
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...

TARA

Tucked into the trees for peace and privacy, TARA is just a one block stroll from the life-guarded Chicahauk beach. Families continue their tradition of vacationing at comfortable TARA, with its many amenities designed for rest and relaxation, and...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
8/23 - 8/30
$1,311  $1,452
$141 off
8/30 - 9/6
$1,249  $1,380
$131 off
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...

Nautical Nonsense WHL-40

This beautiful home located on the shores of Corolla, North Carolina is the perfect location for your Outer Banks getaway. Nautical Nonsense boasts large extensive decking on both the mid level and the top level overlooking the 14'x32' pool...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
8/22 - 8/29
$4,680  $5,180
$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...

K6305 To the Beach and Back

Welcome To the Beach and Back by KEES Vacations! NEW FOR 2026: Enjoy newly rebuilt decks across the entire home! A quiet morning. You wake to the sound of Atlantic waves gently buffeting marble shores, as a distant wind is absorbed by dunes and wax...

  • Rodanthe
  • 5 Bedrooms
  • 5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Lake's Ocean View

Located in Corolla/ 5 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomAll the amenities of home plus ocean and lake vistas. Six decks for sunbathing or star-gazing. Short walk to the beach. Community pool, tennis/pickle ball courts and the supplied lake...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
9/21 - 9/28
$1,890  $2,227
$337 off
9/21 - 9/28
$1,822  $2,143
$321 off
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.