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...

SOUNDS DUCKIN' AWESOME

Overview This seven bedroom soundfront stunner Sounds Duckin' Awesome, because it is! Tucked back on a large lot just north of the village of Duck, Sounds Duckin' Awesome has been designed to enhance your vacation fun with an unbeatable...

  • Duck
  • 7 Bedrooms
  • 7 Bathrooms
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...

Where Aye Wanna Beach

Located in Corolla / 6 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomIf your family wants a beach vacation, then Where Aye Wanna Beach is the ideal choice! This semi-oceanfront location is 75 feet from the beach boardwalk path, it's dog friendly, and...

  • Corolla
  • 6 Bedrooms
  • 4 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...

114 | Focsle

6/21/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Classic Semi-Oceanfront Cottage. Relax on the deck & enjoy the ocean breeze or take a stroll down the uncrowded beach via your own semi-private...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
7/26 - 8/1
$2,095  $2,695
$600 off
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

SUNRISE

This unique home offers views up and down the coast! Very large decks for sunning and relaxing or take a soak in the large hot tub while taking in the sunset. Two living areas offer plenty of room for family togetherness. This comfortable...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
8/16 - 8/23
$4,161  $5,054
$893 off
8/23 - 8/30
$4,280  $4,931
$651 off
8/30 - 9/6
$3,764  $4,293
$529 off
9/6 - 9/13
$4,020  $4,228
$208 off
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...

Make Way For Ducklings

This oceanside home is located in the community of Wild Duck Dunes, just minutes from the Town of Duck. Make Way for Ducklings has plenty of space for your family to relax during their OBX visit. So many things to do - begin your day with coffee on...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

038 | The Surfin' Urchin

Exceptional Kitty Hawk Oceanside home that has been exquisitely furnished, while mixing in hints of the Old School Nature of the Outer Banks. On the exterior, your family will appreciate decks, furniture, and a Hot Tub. Beautiful in both design and...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
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...

PLOVER PLACE

Overview Welcome to Plover Place, where you're right across the street from the Atlantic Ocean, with a private pool in your backyard, five spacious and welcoming bedrooms, and so much more to enjoy during your stay. Draped in shades of...

  • Kill Devil Hills
  • 5 Bedrooms
  • 4.5 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.