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...

Sound Decision 241

Aptly named Sound Decision, that’s just what you will be making when you reserve this four-bedroom, three-bath, pet-friendly, sound view stunner hidden away on Kitty Hawk Bay! Incredible features include a hot tub, a large boat dock with community...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

A Peace of Quiet

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Aptly named, “A Peace of Quiet” finds you in an idyllic setting surrounded by mature scrub oak trees on the quiet street of Sea Tern. Enjoy your own...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Turtley Awesome (formerly Pelicans Perch...

Welcome to your dream Outer Banks vacation getaway! This stunning, well-equipped, semi-oceanfront home in Nags Head is the epitome of luxury and relaxation. With its exceptional features and prime location, Turtley Awesome promises to provide an...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
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...

Knottaway

Dreaming of a relaxing week at the beach, while enjoying time with your family and soaking in all of the beauty that the Outer Banks has to offer? You will find it at "Knottaway."  This vacation home is situated on a large lot and quiet street...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

K7027 Totally Beach'n 4 Bedroom Home in ...

Welcome to Totally Beach'n by KEES Vacations! New for 2026: Village Beach Club access is available as an optional add-on. For a one-time fee of $100, you and your guests can enjoy unlimited access throughout your stay, including both arrival and...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

Milo's Waves

Perched atop the highest dune in Ocean Sands Section D, MILO’S WAVES welcomes you with sweeping, unforgettable views of the Atlantic. Though tucked along the third row, the home provides remarkable 160 degrees of unobstructed coastline—views...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

Holiday Sun R-28

Welcome to Holiday Sun, a gorgeous, brand-new oceanside home in Rodanthe! Offering 4 comfortable bedrooms and just a short walk (approximately 0.2 miles) to the beach, located at the end of the street, Holiday Sun is the perfect Hatteras Island...

  • Rodanthe
  • 4 Bedrooms
  • 2.5 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.