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 40-passenger catarmaran and the area’s newest...

4919 - The Leonardo

MP 4.5. BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. New for 2026: French Door Refrigerator with Dual Icemaker in Kitchen. The Leonardo...

  • Kitty Hawk
  • 4 Bedrooms
  • 5 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

Jones Beach House

Enjoy the luxury of your own private pool or melt your cares away and relax in the hot tub. Your family will love the private bath in each bedroom, and four bedrooms also have deck access. The rec room off the pool deck is complete with a...

  • Corolla
  • 8 Bedrooms
  • 8 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...

285 | Sunnyside

This Comfortable Vacation Home is located Between the Highways in Kill Devil Hills and is Convenient to Boarded Beach Access. Centrally located close to Shopping, Dining, and Amusements.Ground Level: Parking for 6 Cars, Steps to Entry, and Enclosed...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
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...

Jolly Octopus

Located in Corolla/ 5 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomYour family will appreciate this vacation spot offering a sizable fenced grassy lawn with private pool. Unwind in the enormous screened porch in the evenings that offers plenty of...

  • Corolla
  • 5 Bedrooms
  • 4 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...

Banana Republic

You will be hard pressed to find a more beautiful spot on the Outer Banks. Perched high in Carolina Dunes, between Duck and Sanderling, 'Banana Republic' offers panoramic views of both sound and ocean.  When you get back from that full day at the...

  • Duck
  • 5 Bedrooms
  • 3 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...

Mountain Retreat 161-B

Take a break from a busy world at Mountain Retreat, an oceanside cottage that is sure to be your family's favorite Outer Banks vacation destination! Located just a short walk to the beach at the end of the street (approximately 0.2 miles) a stay at...

  • Duck
  • 3 Bedrooms
  • 2.5 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...

Lost N' Sound

2026 includes a Renovated Bathroom! Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 1 Half BathroomThis calming soundfront home provides a regal setting in which to reflect on the experiences of the day as you watch the sun setting over the...

  • Corolla
  • 6 Bedrooms
  • 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.