2025 Nags Head Sailing Tours Guide

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Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

DUCK N COVER

Make this your home away from home in this remodeled Duck Oceanside property. Very stylish, sharp, and attractively done, with a model home look! Offering 4 bedrooms, with its own private pool, and with an easy walk to the beach. Located within the...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
11/29 - 12/6
$1,205  $1,495
$290 off
12/6 - 12/13
$1,238  $1,495
$257 off
12/13 - 12/20
$1,263  $1,495
$232 off
12/20 - 12/27
$1,288  $1,495
$207 off
12/27 - 1/3
$1,354  $1,495
$141 off
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

E Z LIVIN 331

Welcome to E Z LIVIN, a beautifully decorated oceanside home centrally located in Kill Devil Hills and just a short walk to the beach! Escape to this fully-equipped and inviting home, ideal for your next unforgettable Outer Banks getaway! Step...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 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...

2816 - Tranquil Sound

Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. Tranquil Sound has everything you need and more for the  best Outer Banks vacation yet! Located on the soundfront in Duck...

  • Duck
  • 4 Bedrooms
  • 4.5 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...

Miles Away

Offering partial ocean views from multiple furnished decks and a top-floor balcony, this wonderful beach house is sure to be the highlight of your next family getaway to Hatteras Island on the Outer Banks. Inside, you'll find three open and bright...

  • Avon
  • 3 Bedrooms
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...

5232 - Peaceful Easy Feeling

Always Included, complimentary linens and made beds! NEW FOR 2025: Smart TVs in Bedrooms. You’ll be sure to get that Peaceful Easy Feeling at this Outer Banks vacation home. Located in Kill Devil Hills...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
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...

2065 - Sweet Home Carolina

BEACH GEAR INCLUDED FOR 2026! Always Included, complimentary linens and made beds! Sweet Home Carolina is the Corolla oceanfront home you’ve sought to find! Both beautiful and comfortable, Sweet Home...

  • Corolla
  • 6 Bedrooms
  • 6.5 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...

Beach Spray

This Duck oceanfront is in a prime location for an ideal family vacation. With sweeping views of the beach away from the crowds and easy access to shopping and dining, this property offers the best of both worlds. Wake up for a breathtaking...

  • Duck
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
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.