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...

1329 - The Sun Setter

Always Included, complimentary linens and made beds! The Sun Setter has everything you need to make the most out of your Outer Banks vacation! This cozy 4 bedroom, 4.5 bathroom vacation rental is...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

7692 - Seaside Serenity

Always Included, complimentary linens and made beds! Welcome to Seaside Serenity, a charming and spacious 4-bedroom, 2.5-bathroom Outer Banks vacation rental. Located in Avon on Hatteras Island...

  • Avon
  • 4 Bedrooms
  • 4 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...

5683 - Nauti Buoy

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Nauti Buoy, the Outer Banks vacation home that offers the curb appeal and wow factor you deserve for your...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

ODENKIRK

The definition of ODENKIRK is a cozy, quiet, and peaceful escape. And that’s just what you and your family will find in this Southern Shores Realty home. Odenkirk sits amongst the most beautiful towering live oak trees that shade you from the sun...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
6/19 - 6/26
$1,678  $1,818
$140 off
7/17 - 7/24
$1,787  $1,884
$97 off
7/24 - 7/31
$1,811  $1,884
$73 off
8/21 - 8/28
$1,328  $1,405
$77 off
8/28 - 9/4
$1,192  $1,268
$76 off
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

5431 - Livin' the Dream

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Have your best Outer Banks vacation yet at Livin' The Dream! Located in the heart of Nags Head, this 6 bedroom 6.5...

  • Nags Head
  • 6 Bedrooms
  • 6.5 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...

730 | Queen On The Green

Your family will enjoy the lovely views of the Ocean and Golf Course from this great home located just off the #2 green at Sea Scape Golf Links in Kitty Hawk. Nicely decorated, very comfortable, this home is spacious and well equipped. There are...

  • Kitty Hawk
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

HAMELJUICE

Hameljuice is a three bedroom, two bath OBX vacation home with an open floor plan giving you a spacious living and dining room, with kitchen and bedrooms all on one floor. It’s a classic, “old style” beach home with wooden walls and charm...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
8/14 - 8/21
$1,564  $1,579
$15 off
8/21 - 8/28
$1,421  $1,507
$86 off
8/28 - 9/4
$1,270  $1,354
$84 off
9/4 - 9/11
$1,306  $1,354
$48 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.