2026 Nags Head Sailing Guide

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Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

ENDLESS SUMMER II

Fully Renovated including all new bathrooms, kitchen, furniture, flooring, decor, all new mattresses & bedding! ENDLESS SUMMER 2 is the ideal location with panoramic sunrise & sunset views, With only 1 house between you and the ocean, you're...

  • Southern Shores
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



The Chandler HOB-5815

This five bedroom, three and half bath home located in the heart of South Nags Head offers easy access to the Atlantic Ocean right outside your back door, as well as an assortment of amenities sure to please everyone your entire group including an...

  • Nags Head
  • 5 Bedrooms
  • 3.5 Bathrooms
8/22 - 8/29
$5,807  $6,807
$1,000 off
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

Gone to Carolina

Tucked away in a quiet Kitty Hawk neighborhood, Gone to Carolina is your home for slow mornings and breezy afternoons. Just 350 feet from the beach, this retreat offers easy access to the shore and space for family and friends to gather. Start your...

  • Kitty Hawk
  • 5 Bedrooms
  • 2 Bathrooms
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

Point of Views

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Views in Every DirectionAwe-inspiring ocean views from the top-level and decks of Point of Views to the east, and beautiful sunsets views to the west...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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...

5693 - Jarvis

Always Included, complimentary linens and made beds! NEW FOR 2026: The entire condo is being rennovated in the off season of 2025. Dune Lantern, Unit 302. Third floor Oceanfront condominium with...

  • Nags Head
  • 2 Bedrooms
  • 2 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...

Fearing

Fearing House - Oceanfront Luxury in Pine Island Limited Be among the first to experience the Fearing House, an extraordinary 12-bedroom oceanfront estate located in the exclusive Pine Island Limited community of Corolla.This brand-new construction...

  • Corolla
  • 12 Bedrooms
  • 13 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...

Lucy's Place

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Welcome to a southern hospitality star at “Lucy’s Place”! This extraordinary destination offers signature décor and an outdoor living space that...

  • Southern Shores
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
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.