2026 Nags Head Sailing Guide

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Events
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Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Frisco's Watch

SOUNDFRONT Frisco — Brigand’s Bay — Perched on the edge of a peaceful peninsula, FRISCO’S WATCH provides both inspired vistas and instant access to Pamlico Sound, a coveted location for watersport enthusiasts, nature lovers, dreamers, and...

  • Frisco
  • 4 Bedrooms
  • 3.5 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

5849 - Mari-Time

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Mari-Time is where unforgettable Outer Banks vacations come together. This expansive oceanfront retreat in South Nags...

  • Nags Head
  • 8 Bedrooms
  • 8.5 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...

Even Keel 3007

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Even Keel is new on the Nags Head oceanside scene. With a private pool and hot tub, there is a wonderful outdoor area for kids to splash around or soak...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
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...

Kings Landing

Located in Corolla / 10 Bedrooms / 9 Full Bathrooms / 2 Half BathroomsFeel unparalleled luxury at the palace on the sea…. King’s Landing! Oceanfront living is at its best at this newly refreshed Buck Island home. King’s Landing is the ideal...

  • Corolla
  • 10 Bedrooms
  • 9 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

1749 - The Cat's Meow

Always Included, complimentary linens and made beds! You'll be purr-fectly happy enjoying all of the amenities provided by this oceanside Corolla home! The Cat’s Meow is a 4 bedroom, 2 bath Corolla...

  • Corolla
  • 4 Bedrooms
  • 4 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...

Loggers Dream 302-A

Treat yourself to a stay at Loggers Dream, a beach house located directly across the street from the stunning beaches of Kill Devil Hills. With a gorgeous cedar interior and spacious layout, this comfortable home is one of a kind. Enjoy the sunrise...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

Sunnyside II

Located in Corolla / 7 Bedrooms / 6 Full Bathrooms / 1 Half BathroomLooking for an escape from the day to day, a place to reunite with appreciated ones spread far and wide or just a treat for your family and friends? Sunny Side II has it all! Close...

  • Corolla
  • 7 Bedrooms
  • 6 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.