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...

ATOP IT ALL

RELAX...Head to ATOP IT ALL...Family-friendly home nestled high on a private, secluded lot, convenient access to ocean, sound and community playground. Enjoy the comforts of home in this 2,500 square foot cottage, private pool, and hot tub all to...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

2509 - Oh Buoy

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Only five lots to the beach with the best amenity package! You will be spoiled with all the special attention that has...

  • Duck
  • 7 Bedrooms
  • 7.5 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...

Jake's Wake

OCEANVIEW Salvo - Colony Dr. - For a calming vacation that’s filled with sound and ocean vistas, steer into JAKE’S WAKE. Stroll down to the beach or relax outdoors by the shining private pool or in the private hot tub. Kick off the flip flops...

  • Salvo
  • 5 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...

The Dream

Upgrades for 2026 include an upgraded theater room and a new private beach walkway!Located in Corolla / 17 Bedrooms / 12 Full Bathrooms / 2 Half BathroomsAccessible by 4x4 car only! Come live "The Dream" in this 17-bedroom home with vistas of...

  • Corolla
  • 17 Bedrooms
  • 12 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...

Sunset Place

Sunset Place sounds like the ultimate vacation retreat! With its picturesque views of sunsets, the Currituck Golf Course, and the serene Sound from the loft, it offers a perfect blend of relaxation and recreation. Its close proximity to the beach...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

Sunny Side Up

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Rise and shine at Sunny Side Up (formerly Hokies@OBX), a cheerful vacation home in Corolla tucked away on a quiet cul-de-sac in the Ocean Lakes...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

Fancy Free

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.A beautiful house nestled deep in South Nags Head, “Fancy Free” is perfect for a family that enjoys cozy living right on the ocean. With ocean views...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
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.