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...

Doubletree Dockside A-130

Boasting access to the Pamlico Sound, as well as awesome canal and sound views, Doubletree Dockside is perfect for water sports enthusiasts and boaters.This traditional Hatteras beach cottage offers a private boat dock at the house and access to a...

  • Avon
  • 4 Bedrooms
  • 2 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

CASA LUNA

A pool table anchors the ground-level rec room at Casa Luna, a 7-bedroom oceanfront home in Corolla from Carolina Designs. Upstairs, a mid-level media lounge with a wet bar and a top-floor gourmet kitchen keep a large group comfortable, while...

  • Corolla
  • 7 Bedrooms
  • 5.5 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

OLIVIA

Rack the balls on the pool table, then step next door for a dry sauna. Olivia, a seven-bedroom oceanfront home in the Village at Nags Head from Carolina Designs, pairs that ground-floor recreation room with a 28 x 16 private pool and a private...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

266 | Playa Azul

Panoramic views of the Atlantic Ocean & Wright Brothers National Monument are just the beginning of a long list of features that will ensure a Great Vacation for your family & friends. "Playa Azul" is an exceptional home that provides...

  • Kill Devil Hills
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

310 | The Guest House

WILL BE PROPERTY #321 STARTING in 2027Unparalleled views of the Ocean & Beach await when you choose “The Guest House” for your Outer Banks getaway. Recently remodeled inside & out, this home provides contemporary design, modern kitchen...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

Sea Star

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.5-Star Stay in Corolla, NCWelcome to Sea Star! An elegant design and unique layout make this a truly special destination for your family vacation. An...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

K0303 Driftwood at Hamilton Cay

Welcome to Driftwood at Hamilton Cay in Bermuda Bay by KEES Vacations! As you pull into the Hamilton Cay neighborhood, part of the Bermuda Bay community, you may wonder if you took a wrong turn somewhere and found your way to a Caribbean Island...

  • Kill Devil Hills
  • 2 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 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.