2026 Nags Head Sailing Guide

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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...

PIER JOY

OverviewAny way you cut it, this spacious oceanfront home in South Nags Head is truly special. The location is second to none, and you'll immediately notice the gorgeous views of Jennette's Pier, a prime attraction on the Outer Banks, where...

  • Nags Head
  • 8 Bedrooms
  • 9.5 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...

WINDSWEPT

Overview Are you ready to get Windswept up in a dreamy oceanfront getaway on the Outer Banks? You and your vacation group will surely want to take advantage of a stay in this 8-bedroom seaside retreat. Several amenities that can take a...

  • Duck
  • 8 Bedrooms
  • 9 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

CAPTN RONS

“Capt’n Rons” is located on a private treed lot with your very own private 40 x 16 pool! Float around in the pool or hop in the soothing hot tub for a relaxing soak. With the beach access located just 260 yards from this Outer Banks beach home...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
8/22 - 8/29
$2,834  $3,237
$403 off
9/5 - 9/12
$2,366  $2,614
$248 off
9/12 - 9/19
$2,097  $2,320
$223 off
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Laughing Gull HC-177

Welcome to Laughing Gull, a pet-friendly oceanside home just 300 feet from the beautiful beaches of Avon! This cozy home on Hatteras Island offers an open great room with plenty of comfortable seating and a well-stocked eat-in kitchen with a dining...

  • Avon
  • 3 Bedrooms
  • 2 Bathrooms
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...

A Summer Place

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.People's Choice Award for the 2017 Parade of Homes.Bring your family to ‘A Summer Place’ for a dream vacation in Corolla! Professionally decorated...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

Windhaven

OCEANFRONT Avon — Greenwood Pl. — As one family’s vacation home for nearly 40 years, the smartly refreshed WINDHAVEN is the ideal choice for other families and friend groups who want to start their own family vacation tradition. Perched...

  • Avon
  • 6 Bedrooms
  • 4.5 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

Duck Tales CD-109

From the moment you arrive, you will feel right at home in Duck Tales! Offering one of the highest lots in the Carolina Dunes community, this property offers panoramic views. Watch the sunrise with horizon ocean views or enjoy colorful sunsets over...

  • Duck
  • 5 Bedrooms
  • 3.5 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.