2026 Sailing Guide

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Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

5070 - Beach Fort

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Beach Fort is a charming 4-bedroom, 2-bathroom Outer Banks rental nestled on the oceanside of Kill Devil Hills. With...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
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...

OSPREYS CATCH

Water views surround “Osprey’s Catch”, a spacious oceanside Outer Banks home located high on a hill just a mile north of the town of Duck. This home is characterized by panoramic sound views to the west and ocean views to the east from the...

  • Duck
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 16
8/22 - 8/29
$4,974  $5,736
$762 off
8/29 - 9/5
$4,309  $4,954
$645 off
9/5 - 9/12
$3,976  $4,563
$587 off
9/12 - 9/19
$3,552  $4,081
$529 off
9/19 - 9/26
$3,628  $4,081
$453 off
9/26 - 10/3
$3,658  $4,081
$423 off
10/10 - 10/17
$3,658  $4,081
$423 off
10/17 - 10/24
$3,052  $3,298
$246 off
10/24 - 10/31
$3,161  $3,298
$137 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...

Surf's Up

OCEANFRONT Frisco - Sandpiper Dr. - SURF'S UP at this statuesque oceanfront beach escape with unique floorplan. A line-up of oceanfront bedrooms await most members of your event along with multiple gathering and entertainment options. Begin on the...

  • Frisco
  • 7 Bedrooms
  • 7.5 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

4751 - Purple Passion

Always Included, complimentary linens and made beds! Relax by the sea at Purple Passion! Located just a short walk away from the beach access with shopping and dining nearby, Purple Passion is...

  • Kitty Hawk
  • 4 Bedrooms
  • 4.5 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...

Sand Dollars

OCEANVIEW Frisco - Both the ocean and sound vistas are priceless with a vacation at gorgeous and accommodating SAND DOLLARS. Set the suitcases in the dry entry, as you start your vacation off right with a fast walk to the beach, or even better...

  • Frisco
  • 5 Bedrooms
  • 5.5 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

429 | Sandcastle

07/2/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Everyone in your family is sure to be pleased while vacationing at this lovely Oceanfront Townhome located at Sea Pointe in Nags Head. Recent updates...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 11
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...

MOON GLOW

Overview Welcome to the shimmering beauty of Moon Glow, a 7,000 square foot upscale oceanside retreat brilliantly designed for those vacationing in large groups and featuring ocean views and a host of amenities. This elegant home is...

  • Corolla
  • 12 Bedrooms
  • 13 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 grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...

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.

The Pavilion at Pirate’s Cove Marina is a beautiful event venue with waterfront views from every seat. When planning a wedding on the Outer Banks of North Carolina, there is no other location that can compare to Pirate’s Cove. Our...