2026 Nags Head Sailing Guide

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Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Diamond Dunes DSB-103

Enjoy oceanfront living along the beautiful beaches of South Nags Head at Diamond Dunes!Located just 50 feet from the beach, Diamond Dunes is a modern, single-level 1st level unit within the Diamond Shoals Condominiums, located at milepost 17. The...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

6044 - A Sailors View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW SALTWATER PRIVATE POOL FOR 2026, AVAILABLE STARTING MAY 2ND! A Sailors View is the Outer Banks rental you've been...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

SIMPLY PARADISE

Overview Welcome to Simply Paradise, an 8-bedroom oceanfront vacation home in Nags Head, where stunning views and desirable amenities await your arrival! Don't wait long to dive into the private pool, slip into the poolside hot tub, or...

  • Nags Head
  • 8 Bedrooms
  • 9.5 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.