2026 Nags Head Sailing Guide

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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...

Three Sheets to the Wind

OCEANFRONT Avon – Greenwood Pl. – New for 2026! – Chart a course for relaxation at THREE SHEETS TO THE WIND, a relaxing five-bedroom/three-bath getaway perched on the beautiful Hatteras Island shoreline. This gorgeous home invites you to...

  • Avon
  • 5 Bedrooms
  • 3 Bathrooms
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...

S-5A | The Sands Condos

This beautiful oceanfront unit provides exceptional ocean views that you are sure to appreciate the lovely décor and the views are outstanding. There is a well-furnished covered porch that provides views of the ocean and beach, a perfect place to...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



Seaside Memories

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Make your “Seaside Memories” at this lovely family home located in beautiful Old Nags Head Place. A destination fit for every member of your family...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

PLEASURE ISLAND

This spacious home has all of the amenities, chosen for your every vacation pleasure. The comfortable interior accentuates the aesthetically appealing Juniper cathedral ceilings and wainscoting in the hallways. Every bedroom leads out to a spacious...

  • Duck
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
9/6 - 9/13
$2,013  $2,493
$480 off
9/20 - 9/27
$1,891  $2,243
$352 off
9/27 - 10/4
$1,891  $2,243
$352 off
10/4 - 10/11
$1,891  $2,243
$352 off
10/11 - 10/18
$1,904  $2,243
$339 off
10/18 - 10/25
$1,646  $1,852
$206 off
10/25 - 11/1
$1,646  $1,852
$206 off
11/1 - 11/8
$1,496  $1,701
$205 off
11/8 - 11/15
$1,496  $1,701
$205 off
11/15 - 11/22
$1,613  $1,701
$88 off
11/29 - 12/6
$1,633  $1,701
$68 off
12/6 - 12/13
$1,633  $1,701
$68 off
12/13 - 12/20
$1,672  $1,701
$29 off
Coastal Smoothie Cafe

Coastal Smoothie is a beloved local spot for refreshing, feel-good treats. Tucked into this charming seaside town, it serves up vibrant, made-to-order smoothies bursting with tropical flavors and fresh ingredients. It’s the perfect pick-me-up...

Isabel 375-C

Isabel is a cozy coastal cottage, conveniently located at milepost 8 in Kill Devil Hills, close to shopping, restaurants, bicycle rentals and family entertainment. Very easy beach access is only 1 1/2 blocks from the cottage and across the beach...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Currituck Maritime Museum

Take a day trip or an afternoon off the beach to explore the heart of Historic Corolla Park, and you’ll find one of the Outer Banks’ newest and most noteworthy attractions, the Currituck Maritime Museum.

A Shore Pleasure

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Classic Corolla Comfort, Just Minutes from the BeachLocated in the popular Whalehead Beach neighborhood, A Shore Pleasure is a spacious, family-friendly...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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...

Pelicans Watch 136-A

Come relax in this cozy home located just 300 feet from the beach access. One level living with great ocean views. Sitting area under the house for those lazy afternoons. Enjoy ocean views or get that perfect tan from the large deck. 3 Smart TV's...

  • Duck
  • 4 Bedrooms
  • 2 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.