2026 Nags Head Sailing Tours Guide

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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...

Hello World

OCEANVIEW Buxton - Diamond Point Estates - Location is what HELLO WORLD is all about. Your kids will appreciate the fact that the home is within view of the Cape Hatteras Lighthouse. You can see the famed light sweeping over the home at nighttime...

  • Buxton
  • 5 Bedrooms
  • 3.5 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...

K6402 Cape Point Retreat Oceanfront 7 Be...

Welcome to Cape Point Retreat by KEES Vacations! This home will re-open beginning June 24th, 2026 with a new pool, hot tub, and oceanfront location! Buxton experienced erosion in late 2025, subsequently, this home has been moved from its original...

  • Buxton
  • 7 Bedrooms
  • 7 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Sol Searcher

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomAccessible by 4 x 4 car only! Your family will adore this vacation home tucked away on a dead end street in Swan Beach, offering ocean vistas. Ground Level: Exterior amenities...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
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...

423 | Sun Spot

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! It's located in the thick of things, Sunspot is convenient to all Nags Head has to offer with minimal driving. This spacious, up to date, well-equipped...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Carpe Duckem CD-10

Welcome to Carpe Duckem, your perfect Outer Banks escape located in the desirable Carolina Dunes community in Duck. Perched on a hill with sweeping sunrise and sunset views, this spacious 6-bedroom, 5.5-bath home is designed for unforgettable...

  • Duck
  • 6 Bedrooms
  • 5.5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Freebird

Discover Your Personal Slice Of Paradise At This Stunning Oceanfront Cottage Escape to "Freebird" in South Nags Head, a cozy coastal retreat where every moment is a promise of relaxation and rejuvenation. Bask in the breathtaking panoramic ocean...

  • 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...

5454 - Sea View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: New exterior paint. This large custom beach home has been decorated with cheerful colors to greet you...

  • Nags Head
  • 5 Bedrooms
  • 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.