2026 Nags Head Sailing Guide

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TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

BEYOND SIMPLICITY

Located one mile from the Village of Duck. Guests are just a few steps from the community tennis courts and pool. Enjoy crabbing/sunset on the (gated) sound side, or take a short walk to the ocean. After a day of fun in the sun, take a short walk on...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
8/9 - 8/16
$3,189  $4,030
$841 off
8/16 - 8/23
$2,755  $3,327
$572 off
8/23 - 8/30
$2,485  $3,124
$639 off
8/30 - 9/6
$2,191  $2,733
$542 off
9/6 - 9/13
$2,044  $2,537
$493 off
9/13 - 9/20
$1,890  $2,251
$361 off
9/20 - 9/27
$1,896  $2,251
$355 off
9/27 - 10/4
$1,997  $2,251
$254 off
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

5322 - Surf-n-Sunrise

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Looking for a Kill Devil Hills getaway? Look no further than Surf-n-Sunrise! This charming semi-oceanfront townhouse...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Amore

Located in Corolla / 6 Bedrooms / 5 Full Bathrooms/  2 Half BathroomsFeel the beach lifestyle at this fun vacation home in Corolla! Loaded with amazing amenities, "Amore" is sure to become a family favorite! Savor the private pool, deluxe hot...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
9/2 - 9/9
$4,016  $5,016
$1,000 off
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Jack's

This three level cottage works well for multiple families. Tastefully decorated with artwork and charming touches in every room. First floor has bunkroom, with TV/DVD, sitting area and bath. Second floor has a well-stocked kitchen, sitting area, two...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

7821 - Sunset Club

Always Included, complimentary linens and made beds! Sunset Club is the soundfront retreat you've been searching for. Nestled on the serene shores of Frisco on Hatteras Island, this pet-friendly...

  • Frisco
  • 3 Bedrooms
  • 3 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Believing is Sea-ing

Upgrades for 2026 will include a ground level bathroom remodel, new tile entry way, landings and entry stairs to top level. Located in Corolla / 5 Bedrooms / 4 Full BathroomsAppreciate beautiful ocean and sound vistas at one of the Whalehead...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

053 | Sea Haven

Sea Haven is a comfortable, well equipped Kitty Hawk cottage, has a Private Swimming Pool, Ocean Views, and a great location that is within easy walking distance of the Beach (approximately 250 Ft. to White Street beach access). Nicely decorated...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 9
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.