2026 Sailing Guide

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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...

Catch A Break WHL-939

Catch A Break in this one-of-a-kind luxury oceanfront home! All six bedrooms oceanfront! All bedrooms have ocean views! Enjoy a private walkway to the private beach as only Whalehead can provide! Need a break from the surf? Then retreat to your own...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

Reel Retreat

Upgrades for 2026 Include Entire House Repainted and New Carpet on the Stairs!Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 1 Half BathroomIt's time for a Reel Retreat! Located on a enormous lot in Ocean Sands (section A), this gorgeous 5...

  • Corolla
  • 5 Bedrooms
  • 5 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...

WISH UPON A STAR

Overview A few features to note about Wish Upon A Star: - Attentive owner who makes updates every year! - Pack less with complimentary seasonal cabana service - Locally based private housekeeping and maintenance staff - available as...

  • Corolla
  • 10 Bedrooms
  • 10.5 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Parrothead Cay

Located in Corolla/ 6 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomYour family will appreciate calming in this Corolla home with a private pool, hot tub and rec room that sits close to the beach! This home has everything you could ever need to make...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

SEA N SEA

Overview Treat yourself to Sea N Sea, one of the largest semi-oceanfront homes in Whalehead, a custom built 12-bedroom estate offering over 7,600 square feet of living space and 2,000 square feet of deck space. This amazing vacation...

  • Corolla
  • 12 Bedrooms
  • 13 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...

12 C's

SOUNDSIDE Avon Kinnakeet Shores – Portside Dr. – With the Atlantic Ocean to the east, Pamlico Sound to the west and the gentle waters of a lake anchoring the mid-point to both shores, 12 C’S is literally a force of nature. If the surrounding...

  • Avon
  • 6 Bedrooms
  • 5.5 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

Sunrise, Sunset, Repeat

OCEANVIEW Salvo - South Beach - Imagine sitting on any one of the multiple decks of your beach bungalow and seeing the sunrise over the Atlantic Ocean on your left, the sunset over the Pamlico Sound on your right, and 14 miles of unspoiled barrier...

  • Salvo
  • 7 Bedrooms
  • 8 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.

Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...

The Pavilion at Pirate’s Cove Marina is a beautiful event venue with waterfront views from every seat. When planning a wedding on the Outer Banks of North Carolina, there is no other location that can compare to Pirate’s Cove. Our...