2026 Nags Head Sailing Guide

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Events
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Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Lupton

Under Construction -- Amenities Subject to Change New for 2027, Lupton is a stunning semi-oceanfront retreat located in the exclusive Pine Island Limited community, where luxury coastal living meets comfort and relaxation. Designed for...

  • Corolla
  • 8 Bedrooms
  • 9 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Beach Bungalow

**FREE EARLY CHECK IN** Ocean Sands Section C. Direct beach access. 100 yards to the beach. Beach chairs already at the house for your convenience. Ocean View. Escape to “Beach Bungalow,” a professionally decorated and beautifully updated...

  • Corolla
  • 4 Bedrooms
  • 4 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...

The Sweet Spot

For the ultimate escape from life's everyday hustle, The Sweet Spot is just the place to be, allowing guests to experience the charm and beauty of a classic-era Outer Banks vacation. Providing comfort and a spacious design for your family, you will...

  • Kill Devil Hills
  • 6 Bedrooms
  • 5 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

BEACH BREAK

Watch the dolphins play and the sunrise over the Atlantic. Then, relax while watching the sunset over the Currituck Sound all from the comfort of "Beach Break." Located high on the hill for which Sandhills was named, this fabulous home boasts...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
8/29 - 9/5
$5,138  $5,645
$507 off
9/5 - 9/12
$4,703  $4,921
$218 off
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...

14 PALMS

Overview 14 Palms boasts over 9,000 square feet of vacation living space and abundant outdoor amenities. Brilliantly designed to accommodate those traveling in large groups, this oceanfront estate is ideal for Outer Banks multi-family...

  • Kill Devil Hills
  • 14 Bedrooms
  • 15 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...

High Seas

OCEANFRONT Salvo - Hattie Creef Landing Court - Let HIGH SEAS elevate your coastal escape to new heights! This spectacular 6,140 sq. ft. estate, perched on the esteemed Hattie Creef oceanfront site in Salvo, is a masterclass in scale and...

  • Salvo
  • 8 Bedrooms
  • 8 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Drift

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.“Drift" away in this adorable cottage by the sea! Beautifully decorated with high quality and charming furnishings, this is an idyllic location for...

  • Kitty Hawk
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
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.