2026 Nags Head Sailing Guide

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Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

SAILS-2 SAILS-2

This fantastic oceanfront vacation home offers alluring ocean views and is complete with many amenities, including a 29'x13' private (heated) pool, hot tub, 4-hole putting green, game room with a pool table and a wet bar, a renovated kitchen with...

  • Nags Head
  • 8 Bedrooms
  • 5.5 Bathrooms
6/13 - 6/20
$8,401  $11,656
$3,255 off
6/27 - 7/4
$11,952  $15,102
$3,150 off
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...

Pinstripe Paradise

Welcome to your tranquil retreat in Kitty Hawk, where coastal charm meets modern comfort. This beautifully updated semi-oceanfront home offers breathtaking ocean views, five spacious bedrooms, and an additional flex sleeping space, ensuring ample...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

Tarpon Watch

CANALFRONT Avon - Tarpon Lane - Searching for the ideal vacation home for your family? Then be on the lookout for TARPON WATCH. Launch your kayak or modest boat from your personal boat dock with fish cleaning table or start your outdoor adventures...

  • Avon
  • 5 Bedrooms
  • 5.5 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...

Drifter's Dock

CANALFRONT Avon – Tarpon Ln. – Located in a tree lined cul-de-sac sits DRIFTER’S DOCK, the idyllic spot for your Hatteras Island vacation. Drift through the canal or paddle to Pamlico Sound. The home is located on a sizable private grassy...

  • Avon
  • 3 Bedrooms
  • 2 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

4208 - NAAN SANDS

Always Included, complimentary linens and made beds! Georgetown Sands, Bldg. 2, unit 10, steps to the Ocean from your private beach access with fragrant Russian olives and a short walk to the...

  • Duck
  • 2 Bedrooms
  • 2.5 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...

A SENSE OF PORPOISE

Major Renovations for 2026 include: brand new kitchen, remodeled baths and new LVP flooring in main living areas - New Photos coming soon! Discover your ultimate Outer Banks escape at “A Sense of Porpoise,” a beautifully appointed oceanfront...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
6/6 - 6/13
$4,741  $6,151
$1,410 off
6/13 - 6/20
$5,284  $6,477
$1,193 off
6/27 - 7/4
$6,528  $7,143
$615 off
8/22 - 8/29
$4,609  $4,825
$216 off
8/29 - 9/5
$4,028  $4,158
$130 off
9/19 - 9/26
$3,445  $3,604
$159 off
9/26 - 10/3
$3,259  $3,408
$149 off
12/26 - 1/2
$2,878  $2,924
$46 off
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Five Lucky Ducks

There will be more than ‘Five Lucky Ducks’ here when your family arrives at this Oceanside beach retreat! Close to the beach with a private pool, games for all, and don’t leave Fido at home. . .this property welcomes the family dog, too...

  • Duck
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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.