2026 Nags Head 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...

Carolina Daydream

SOUNDSIDE Salvo - N. Sand Dollar Ct. - Your mind will be wandering back to CAROLINA DAYDREAM long after this year's vacation memories have been made. The dream begins with the private swimming pool with close by 6-person hot tub. Just steps inside...

  • Salvo
  • 7 Bedrooms
  • 5.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

PIER JOY

Pier Joy sits close to Jennette's Pier in South Nags Head, and every one of its eight bedrooms has a private bath. A Carolina Designs oceanfront home with an elevator, private pool, and seasonal cabana service, it puts world-class surf contests...

  • Nags Head
  • 8 Bedrooms
  • 9.5 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

SOPHIES PLACE

Relax and enjoy with family and friends this beautiful oceanfront home with breathtaking views. 2,000 square feet of well-furnished decking guarantees your choice of sun or shade all day; or walk the 90 feet to the dune deck and beach via the...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

Dove Ocean

Welcome to Old Nags Head Place! This home is centrally located with all the amenities that you can think of! The private pool gives way to a well maintained lit sand volleyball court that is perfect for the day off the beach or an evening match...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

7677 - Weathering Heights

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW LOOK IN 2025: The entire house has been painted blue. New deck, windows, and siding on the North and West sides...

  • Avon
  • 6 Bedrooms
  • 6 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

CAMILLE'S LANDING

Soak in two separate hot tubs, one tucked poolside and one on the ground level deck, at Camille's Landing, an 8 bedroom oceanfront escape in Duck from Carolina Designs. Six king beds, a convertible pool/ping-pong/tabletop table, an elevator and...

  • Duck
  • 8 Bedrooms
  • 8.5 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...

Daddy's Money WHL-109

Daddy's Money is a spacious home just 740' to the beach, with wonderful views of the Atlantic Ocean. A few of the many amenities for your family enjoyment include your own 16x32 private pool and hot tub, jetted tub, screen porch, and nearby location...

  • Corolla
  • 5 Bedrooms
  • 3.5 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.