2026 Nags Head Sailing Guide

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Events
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Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

Caroline's Cottage COL-100

Hidden for a reason, tucked back in a secluded, private neighborhood in the heart of Kill Devil Hills lies Caroline’s Cottage, a six-bedroom, soundfront stunner representing the perfect blend of classic Outer Banks character fused with style and...

  • Kill Devil Hills
  • 6 Bedrooms
  • 4 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...

1915 - Reach the Beach

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! This amazing home will rival any vacation paradise. Located on a large cul-de-sac lot just steps from the beach...

  • Corolla
  • 8 Bedrooms
  • 8.5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

WIND AND WAVES

Overview Pack your things and get ready to relax during an unforgettable Outer Banks vacation in this inviting, 7 bedroom oceanfront home! Wind and Waves is built by a well-known local contractor and Parade of Homes winning builder...

  • Duck
  • 7 Bedrooms
  • 8 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

1389 - Ohanakai

Always Included, complimentary linens and made beds! Ohanakai welcomes you to enjoy the best that Corolla has to offer. This charming condo is nestled in the Beacon Quarters community on the...

  • Corolla
  • 2 Bedrooms
  • 2 Bathrooms
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...

SANDY CHEEKS

“Sandy Cheeks” offers the best of both worlds, nestled amid beautiful, live oak trees on a private cul-de-sac, less than a 350 yard walk to the beach and close to local attractions and shopping. With five large bedrooms, a sun room/game room...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
5/3 - 5/10
$2,019  $2,290
$271 off
5/31 - 6/7
$3,137  $3,540
$403 off
6/14 - 6/21
$4,384  $4,808
$424 off
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...

Even Steven

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.This ocean side property in Poteskeet Village has a casual décor and living spaces and is located within easy walking distance to the beach. Shady deck...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

344 | Ocean Butterfly II

Enjoy all the Comforts & Great Ocean Views that this outstanding Kitty Hawk Vacation Home has to offer. The Spacious Floor Plan provides plenty of room for rest & relaxation while numerous amenities await your family including a Private 16...

  • Kitty Hawk
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
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.