2026 Nags Head Sailing Guide

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Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

K8030 Parrothead Inn

Welcome to Parrothead Inn by KEES Vacations! Located just a short stroll from the Atlantic Ocean, Parrothead Inn offers the perfect mix of comfort, convenience, and Outer Banks charm. Whether you're planning to relax by the beach or explore the...

  • Nags Head
  • 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...

Perfect Ocean View - The Sands

Wake up to the ocean at your doorstep.This first-floor oceanfront condo places you just steps—literally five yards—from the sand and surf. Sip your morning coffee on the private furnished balcony as the sun rises over the Atlantic, or keep an...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Sea Vibrations

Sea Vibrations is a beautifully designed, pet-friendly vacation retreat featuring a private pool and high vaulted ceilings that enhance the open-concept Living Room. The home includes a fully-equipped kitchen, perfect for preparing meals during...

  • Duck
  • 6 Bedrooms
  • 4.5 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Looking Glass

Looking Glass is a charming five bedroom oceanfront Outer Banks vacation home. Located in Nags Head on a great beach and close to Jockey’s Ridge State Park, historic cottage row, shopping and restaurants. The bright and sunny great room features a...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

5592 - Windjammer

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Windjammer, where soundside beauty and Outer Banks bliss await. Nestled in the picturesque neighborhood of...

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

THE SEA SWEET

The Sea Sweet hides a recreation room on its ground floor, and that is only the beginning at this six bedroom Carolina Designs home in The Villages at Ocean Hill, Corolla. Trade your suits for swimwear and settle into a spacious retreat built...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

HICKORY, DICKORY, DUCK

Contemporary décor and design make this 2,500 square-foot living space great for single or multi-family living. 1,000 square feet of decks, private pool and only 600 yards to beach.Level 1:Ground: (bedroom with Queen, private bath with shower, 44'...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
10/18 - 10/25
$1,438  $1,605
$167 off
10/25 - 11/1
$1,438  $1,605
$167 off
11/1 - 11/8
$1,287  $1,455
$168 off
11/8 - 11/15
$1,287  $1,455
$168 off
11/15 - 11/22
$1,383  $1,455
$72 off
11/29 - 12/6
$1,343  $1,455
$112 off
12/6 - 12/13
$1,343  $1,455
$112 off
12/13 - 12/20
$1,391  $1,455
$64 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.