2026 Nags Head Sailing Guide

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Family Water Adventures

Shelling, Snorkeling, Paddle Boarding, Eco Tours & Light Fishing. Guided family adventure trips on Hatteras Island, NC. We take your group to multiple tidal islands along the Cape Hatteras seaside. These islands are constantly changing and...

The Dune Bug

Welcome to your serene escape in Nags Head! Our charming Oceanside cottage, nestled just one house back from the beach and a mere 150 feet from beach access, offers a peaceful haven for couples or small families. Imagine waking up to the sound of...

  • Nags Head
  • 2 Bedrooms
  • 1 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

1712 - Happy Childhood

Always Included, complimentary linens and made beds! NEW FOR 2026: Adding 2 bedrooms, a Rec Room, and adding a shower to a half bathroom to make a full bathroom. Happy Childhood is a 7 bedroom, 4...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
Coastal Smoothie Cafe

At Coastal Smoothie Cafe, we have created a menu and atmosphere that is designed to be as unique as the northern shores of the Outer Banks. Our creations utilize fresh local produce when possible. There is nothing better than local NC strawberries...

Boss's Playhouse

Bypass check-in at the office and proceed directly to the home at designated check-in time with the convenience of keyless entry!  This spacious home offers the perfect floor plan for families. Keyless entry on the ground level provides easy access...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5 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...

Dream of Jeanne

**Disclaimer: Home does not accommodate  Early Check In**  Dream of Jeanne is a beautifully decorated, spacious vacation home in Nags Head. Great location, just 60 yards to the beach access. When you're not at the beach, the 20x10 private pool and...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Sandy Beach 356

You and your family will enjoy vacationing in this traditional Kill Devil Hills cottage. Relax and take in the incredible views of the Atlantic from the oceanfront deck. Start your days off right with a cup of coffee and a beautiful sunrise. Spend...

  • Kill Devil Hills
  • 2 Bedrooms
  • 1.5 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...

Cayman Sunset

SOUNDFRONT Avon, Kinnakeet Shores — Is it possible to find an getaway of serenity, moments of sheer exhilaration, and surroundings that inspire connection all in one vacation experience? CAYMAN SUNSET is all the proof you need that a 6,500 sq. ft...

  • Avon
  • 10 Bedrooms
  • 8.5 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

Treasure Island

With “Treasure Island,” you have found your treasure on the Outer Banks with this lovely semi-oceanfront cottage in Nags Head! This house has treasures inside and out for you and your family! It’s an easy walk to the beach to spend the day in...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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.