2026 Nags Head Sailing Guide

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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...

Happy Wife, Happy Life

Vacation memories are waiting to be made in this well-appointed 6 bedroom oceanside home.  The upper level provides lots of space featuring an open great room with high ceilings and natural lighting. The large kitchen with granite counters, 2 full...

  • Duck
  • 6 Bedrooms
  • 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...

Pappia

Pappia ( Pah’-pee-ah N. Greek-Duck) is a charming, well-maintained retreat nestled in a park-like setting among live oaks, a marine tidal pond and a nature trail. Less than a five minute walk to both the uncrowded beach or to the sound-side dock...

  • Duck
  • 3 Bedrooms
  • 2 Bathrooms
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...

081 | Calypso's Hideaway

Calypso's Hideaway is a Nicely Appointed, Dog Friendly beach home w/Direct Beach Access and Ocean Views. The Fonck Street Beach Access is only 360 feet away. Relax on the covered porch after dinner or enjoy your morning coffee on the wrap-around...

  • Kitty Hawk
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 7
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

THE JADE WAVE

Overview Catch this wave and ride the crest of a fun vacation for every member of your family. From the moment you arrive, The Jade Wave entertains - whether you're hanging out in the comfort of its indoor spaces, which are decorated...

  • Nags Head
  • 6 Bedrooms
  • 5.5 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...

5201 - Flip Flop Time

Always Included, complimentary linens and made beds! Flip Flop time offers you the best of oceanfront vacationing! Located in Kill Devil Hills, this oceanfront condo rental is perfect for a small...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
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 40-passenger catarmaran and the area’s newest...

1425 - A Promise Kept

Always Included, complimentary linens and made beds! Welcome to A Promise Kept, a spacious Outer Banks vacation home perfect for you and your family! Located in the Whalehead Beach community in the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Carotank Clubhouse

This clean, cozy, and creative house is loaded with personality. The lot is on an unpaved road with no cross-streets, just 600 ft to beach access and is nestled in the woods. Only two blocks from the lighthouse, historic Whalehead Club, NC Wildlife...

  • Corolla
  • 7 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 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.