2026 Nags Head Sailing Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

ITS A SHORE THING

Once you’ve vacationed here, you’ll be back year after year! This gorgeous, updated oceanfront 3 bedroom, 2 bath spacious condo in the heart of Duck (with a private deck) overlooks the community pool between you and the ocean! There is so much...

  • Duck
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
6/27 - 7/4
$3,601  $3,945
$344 off
8/22 - 8/29
$2,630  $2,742
$112 off
8/29 - 9/5
$2,212  $2,402
$190 off
9/5 - 9/12
$2,080  $2,228
$148 off
9/12 - 9/19
$1,982  $2,064
$82 off
9/19 - 9/26
$1,982  $2,064
$82 off
9/26 - 10/3
$1,982  $2,064
$82 off
10/3 - 10/10
$1,899  $2,064
$165 off
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

Arnold 520-A

Arnold is a spacious house at milepost 19 in the quiet and relaxing neighborhood of South Creek Acres with views of both the ocean and the canal.At just 350 feet away, guests will enjoy the close proximity to the beach, as well as access to the...

  • Nags Head
  • 3 Bedrooms
  • 2.5 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Sea Senorita

Exciting updates are coming in 2025 to make your stay even more comfortable! The home will feature brand-new floor throughout all levels, fresh paint to brighten every room, and a completely refreshed kitchen with all new kitchenware and silverware...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

5428 - By the Breakers

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Amenities include: Elevator, Ocean Views, Sun Deck, Covered Deck, Gas Grill, Enclosed Outside Shower, Rec Room, Pool...

  • Nags Head
  • 4 Bedrooms
  • 5 Bathrooms
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

5373 - Wench's Pad 4

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oceanfront luxury living is found right here at Wench's Pad 4! This exquisite Outer Banks rental has everything you...

  • Kill Devil Hills
  • 20 Bedrooms
  • 21.5 Bathrooms
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...

Fun 'N Sun

Excellent Ocean, Sound, and Sunset Views from Ship's Watch. Big Screen TV in Living Area. TV's in every bedroom. Private Pool 15 x 25. Private deeded Beach access directly across the street from the home. Near Restaurants and Amusements.  Guest...

  • Nags Head
  • 5 Bedrooms
  • 6 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...

Kaerolla Dawn

Upgrades for 2025 supplied brand new decks. Located in Corolla/ 4 Bedrooms/ 2 Full Bathrooms/ 1 Half BathroomYour family will appreciate this Outer Banks Vacation home, located on a peaceful and secluded cul-de-sac near the Harris Teeter grocery...

  • Corolla
  • 4 Bedrooms
  • 2 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.