2026 Kill Devil Hills Sailing Tours 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...

Ocean Sounds 174

Looking for an affordable vacation home with fantastic amenities and a convenient location near the beach access? Ocean Sounds is the place for you! This spacious and well-maintained home in the charming Town of Duck features a private pool, hot...

  • Duck
  • 6 Bedrooms
  • 4.5 Bathrooms
Historic Corolla Park

Most all visitors to Corolla will spend at least a sunny afternoon or two at the Historic Corolla Park. This 39 acre site is home to three of the Northern Outer Banks' biggest attractions, the Whalehead in Historic Corolla, the Currituck Beach...

Rhea of Sunshine

Located in Avon | 2 Bedrooms | 1 Full BathroomThis bright, vibrant, and charmingly decorated beach bungalow is a ideal spot for your next Hatteras Island hideaway. Rhea of Sunshine is tucked off the beaten path and located in the historic town of...

  • Avon
  • 2 Bedrooms
  • 1 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Sea Star

Welcome to Sea Star, where your Corolla vacation begins just steps from the sand. Set in the sought-after Whalehead Beach community and just 120 feet from the beach, Sea Star puts the best of the Outer Banks right outside your door. Mornings begin...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
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...

EASTWICK

With a backyard volleyball area, a private pool, and an ocean view hot tub, Eastwick gives your crew something to do the moment the cars are unpacked. New to the Carolina Designs program for 2027, this five-bedroom Southern Shores oceanfront...

  • Southern Shores
  • 5 Bedrooms
  • 6 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

814 | OBX Family Escape

Your family will love this great beach cottage that is situated in the heart of Nags Head. The open floor plan provides a comfortable, relaxing environment to spend time together, and the Beach is within easy walking distance - approximately 400...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
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 NORTH

An EV charger is available at 12 NORTH, a six-bedroom Carolina Designs home in Corolla's Pine Island community where the neighborhood beach access is just 23 yards away. Inside, an elevator and a media room anchor the ground floor. Outside, a...

  • Corolla
  • 6 Bedrooms
  • 7 Bathrooms
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...

Casa Lala SS-159

There are beach houses, and then there is Casa Lala. A custom-built, professionally designed oceanfront estate in the heart of Southern Shores, one of the Outer Banks' most prestigious and family-beloved communities, Casa Lala is the rare vacation...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
10/9 - 10/16
$6,155  $6,455
$300 off
10/16 - 10/23
$6,155  $6,455
$300 off
10/23 - 10/30
$4,940  $5,240
$300 off
10/30 - 11/6
$4,329  $4,629
$300 off
11/6 - 11/13
$4,329  $4,629
$300 off
11/13 - 11/20
$4,329  $4,629
$300 off
11/27 - 12/4
$4,329  $4,629
$300 off
12/4 - 12/11
$4,329  $4,629
$300 off
12/11 - 12/18
$4,329  $4,629
$300 off

Sail the Outer Banks (formerly Outer Banks Sailing Academy) offers professional sailing instruction operating under the standards of the American Sailing Association. They offer lessons in Kill Devil Hills. The Academy presents an array of classes...