2026 Nags Head Sailing Guide

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Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

AV2-2D | Shamrock By The Sea

This lovely 2nd Floor end unit provides fantastic ocean views coupled with bright & charming beach themed décor. It is very comfortable & your family is sure to enjoy this great unit that comes fully equipped & centrally located to all...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
5/30 - 6/5
$1,345  $1,495
$150 off
6/6 - 6/12
$1,645  $1,795
$150 off
6/13 - 6/19
$1,945  $2,095
$150 off
6/27 - 7/3
$2,245  $2,395
$150 off
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

Beach Blessings Too

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Located in the popular Whalehead neighborhood, Beach Blessings Too is a guest-favorite for good reason. The beach is just a short stroll away, and...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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...

Ohana

Exciting news—Ohana is now pet-friendly! In Hawaiian culture, 'Ohana' represents family in its broadest sense, encompassing blood relatives, adopted members, and chosen bonds. It emphasizes the importance of unity, support, and shared experiences...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

The Carriage House I (Upper)

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Location, location, location! The Carriage House I (Upper) is located right between Jockey’s Ridge State Park and the Atlantic Ocean. Semi-oceanfront...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

180 | Peters' Cottage

This fantastic Nags Head Oceanfront home is spacious (4,800 sq. ft.) and very well equipped to ensure a great time on the Outer Banks. Situated in the Nags Head Historic District, this home provides a peaceful location, a wide, uncrowded Beach that...

  • Nags Head
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

1489 - Shore Enough

Always Included, complimentary linens and made beds! Relax and enjoy sunrises and ocean views from this bright and inviting home. Located on a corner lot in the Corolla community of Whalehead Beach...

  • Corolla
  • 4 Bedrooms
  • 4.5 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...

5802 - Free Bird

Always Included, complimentary linens and made beds! A short walk to the beach, a private pool, and beautiful beach-inspired decor? Yes, please! Look no further than Free Bird. This spacious...

  • Nags Head
  • 7 Bedrooms
  • 7.5 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.