2026 Nags Head Sailing Guide

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Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

4620 - Flip Flop Inn

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  Located in the quiet, wooded community of Southern Shores, this comfortable Outer Banks vacation home has been...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

5322 - Surf-n-Sunrise

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Looking for a Kill Devil Hills getaway? Look no further than Surf-n-Sunrise! This charming semi-oceanfront townhouse...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2.5 Bathrooms
Flip Flop Shops

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



5824 - A Memorable Vacation

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! If you are searching for an ideal vacation home which will melt away your stress, and which your family will love...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
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...

STARBOARD

You are in for the perfect Outer Banks beach vacation in Starboard. With its gorgeous ocean views, short walk to the beach, a lovely decor, beautiful salt water pool and hot tub in the backyard. The house has been re-sided and additional recent...

  • Duck
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

THE WRIGHT STATE OF MIND

Overview Looking for a vacation home that has just as much outdoor living space as indoor? Look no further than The Wright State of Mind! Inside, you'll find sleek and modern decor, four spacious bedrooms plus a converted den with...

  • Kill Devil Hills
  • 4 Bedrooms
  • 7 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

QUALITY TIME

Overview Enjoy some good ol' fashioned Quality Time, beachside with your favorite vacation group! This 6-bedroom semi-oceanfront beach house is located in the sought after Pine Island subdivision, just across the street from the surf and...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
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...

601 | Pier Pleasure

A wonderful Vacation Experience awaits in this luxuriously appointed home that is located within easy walking distance of the Beach (approx. 300 ft to beach access at Islington Street). With the Atlantic Ocean to the East and the Cape Hatteras...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 16
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.