2026 Nags Head Sailing Guide

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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...

The Salty Dog OCS-39

Spend your vacation in this quaint South Nags Head home at milepost 20.5! With 4 bedrooms, there’s plenty of room for the whole family to spread out. You can even bring your furry family members along as this home is pet friendly. The living room...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
8/22 - 8/29
$2,066  $2,751
$685 off
8/29 - 9/5
$2,066  $2,751
$685 off
9/12 - 9/19
$1,659  $2,559
$900 off
9/19 - 9/26
$1,659  $2,559
$900 off
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

7011 - Banzai Landing

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! New for 2026: New TVs in the Master Bedroom, Living Room, Bunk Room, and a Massive New 65 Inch in the Game room, All...

  • Rodanthe
  • 6 Bedrooms
  • 6.5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

CAPTAINS R AND R

3,000 square-foot, air conditioned, oceanfront home all on one convenient level. Many renovations completed for the 2026 season including new windows and screens, new living room furniture, new bedding, interior paint, and new A/C. Low-traffic area...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
10/3 - 10/10
$4,587  $5,311
$724 off
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...

Cara Lina

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Make a point to see why “Cara Lina” is on our mind! This captivating beach property with easy access to the beach will melt away your stress and...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
Flip Flop Shops

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



Coaches Cove

OCEANVIEW Waves - Island Pines Dr. - Bring the whole team to this roomy first-class getaway. With eight bedrooms and first-class amenities, COACHES COVE is one of Hatteras Island's biggest and brightest stars. Cool off in the private pool or relax...

  • Waves
  • 8 Bedrooms
  • 8.5 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Fiddler on the Beach BB-1108

Enjoy a little of the Caribbean while vacationing at Fiddler On The Beach!Located in the tropically-themed Bermuda Bay neighborhood in the centrally-located town of Kill Devil Hills, Fiddler on the Beach is just a short drive to the beach...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3.5 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...

I'm Not Shore

OCEANVIEW Waves — Sea Isle Shores Ln. — One thing for sure at I’M NOT SHORE is that you’ll never need to search for a spectacular view; the vistas from the home’s top deck reveal a mesmerizing panorama from sunrise over the ocean to...

  • Waves
  • 5 Bedrooms
  • 4.5 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.