2026 Nags Head Sailing Guide

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Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

5733 - Mama's Dream

Always Included, complimentary linens and made beds! Welcome to Mama’s Dream where you’ll be able to enjoy beautiful ocean views, bright open spaces, and easy access to the best of Nags Head...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Hatteras Lookout

Located in Hatteras Village| 4 Bedrooms | 3 Full Bathrooms | 1 Half BathroomThis gorgeous vacation rental offers the ideal blend of comfort, serenity, and a coastal vibe. Hatteras Lookout is located near the heart of Hatteras Village in a beautiful...

  • Hatteras
  • 4 Bedrooms
  • 3 Bathrooms
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...

SALT AND SOL

Overview Brand NEW construction, due to be completed for 2027 rentals. Bedding, inventory, and layout are subject to change until complete.Salt and Sol is an inviting semi-oceanfront vacation home in Kitty Hawk that offers the perfect blend of...

  • Kitty Hawk
  • 7 Bedrooms
  • 6.5 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

SUMMER SAND

Overview Come visit Summer Sand, an 8-bedroom semi-oceanfront home at Milepost 13.5. This thoughtfully maintained home has lovely ocean views and sits directly across from a community beach access. A beach cart makes trips to the ocean's...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

468 | Islander Retreat

Lots of deck space, lovely furnishings, and great Ocean Views make this Oceanfront home a delightful place to vacation. With its crisp, cool décor, and hardwood floors you will be soothed by the ambiance of this comfortable home that was...

  • Nags Head
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
7/5 - 7/11
$9,995  $14,295
$4,300 off
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...

074 | Keefe's Castle

Oceanfront-South Nags Head-Dog FreindlyA wide, spacious Beach & terrific Ocean Views await when you choose Keefe's Castle for your Outer Banks vacation. Nothing can be finer than watching the sunrise over the beautiful, blue Atlantic Ocean...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
6/7 - 6/13
$4,295  $4,795
$500 off
6/21 - 6/27
$5,695  $6,295
$600 off
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...

SANDCASTLE WAVES

Overview New to the Carolina Designs program for 2026! Sandcastle Waves offers the perfect blend of comfort, style, and coastal charm, all while being just steps from the beach. Enjoy ocean views from the wall of windows in the great...

  • Corolla
  • 7 Bedrooms
  • 5.5 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.