2026 Nags Head Sailing Tours Guide

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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...

Westside Story CHA-11

Escape to Westside Story, a beautifully maintained family vacation home located in the quiet South Nags Head community at Milepost 19.5. Perfect for Outer Banks getaways, this inviting beach retreat offers the ideal combination of privacy, comfort...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
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...

Windsurfer

SOUNDFRONT Frisco - Sunset View - WINDSURFER was designed and constructed specifically with windsurfers and kiteboarders in mind. The ground level has a concrete drive, carport, and all-weather entry. The first level has three bedrooms (one with...

  • Frisco
  • 4 Bedrooms
  • 3 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

440 | Mostaccioli Nights

Updates in 2025 included: All new dining room furniture, new artwork throughout and 5 of the six baths have been renovated. This is a wonderful home with great location, inviting exterior areas and a location that is within easy walking distance of...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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...

Lighthouse Lookout

Lighthouse lovers everywhere, imagine staying on vacation with a view of a lighthouse every day! That is what you will get at “Lighthouse Lookout”. From the front porch, this comfortable vacation rental has a great view of the historic...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

793 | Live This Dream

For 2026: All new Premium Vinyl Plank flooring throughout the entire home and new living room couches. Updated photos coming soon! ***In a world where prices on everything seem to be going up, the owners of this house have opted to keep 2026 rates...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
5/23 - 5/29
$1,850  $2,595
$745 off
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

Siren's Treasure

SEMI-OCEANFRONT Avon — Greenwood Pl. — Gather the family together this summer at SIREN'S TREASURE. This impressive home located across the street from the beach is just one lot away from the community boardwalk crossing the dune. The ground...

  • Avon
  • 4 Bedrooms
  • 3.5 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...

Salty Horse

Located in Corolla/ 6 Bedrooms/ 4 Full BathroomsYour family will appreciate this Oceanside Outer Banks hideaway located close to shopping, eateries, grocery and of course, the beach! Plenty of amenities for everybody to come together for family time...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
5/22 - 5/29
$2,718  $3,235
$517 off
5/27 - 6/3
$1,783  $2,066
$283 off
6/26 - 7/3
$4,835  $5,881
$1,046 off
7/14 - 7/21
$4,835  $5,881
$1,046 off
8/7 - 8/14
$4,835  $5,881
$1,046 off
8/28 - 9/4
$3,838  $4,635
$797 off
9/2 - 9/9
$3,603  $4,341
$738 off
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.