2026 Sailing Tours Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Miles of Treasure 434-A

Discover your family’s new favorite vacation destination at Miles of Treasure, a beautiful, semi-oceanfront home just steps from the beach. Enjoy stunning ocean views from this charming retreat, as well as the expanded living and dining areas...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
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...

K8203 Sunrise Shores 4 Bedroom Home in O...

Welcome to Sunrise Shores! While staying at Sunrise Shores, if you were any closer to the ocean, you’d be a dolphin! Located in South Nags Head, this four-bedroom, 2 full bathrooms, one-level living vacation home is waiting for you. Imagine...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

4780 - Starfish Starlight

Always Included, complimentary linens and made beds! Located in the heart of Kitty Hawk lies Starfish Starlight, a charming beach house perfect for your next Outer Banks vacation. This delightful...

  • Kitty Hawk
  • 4 Bedrooms
  • 4 Bathrooms
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

Dolphina

Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 1 Half BathroomUnwind and savor making family memories at Dolphina in Corolla! Located directly on the oceanfront, this pet friendly home is appealingly located in Pine Island where there is just...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

Carolina Hideaway

Carolina Hideaway feels like your own seaside sanctuary, quiet, warm, and just a few blocks from the soft sands of Kitty Hawk beach. Begin your day with coffee on the Screened Porch, linger over a book as ocean breezes drift in, and gather loved...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 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...

Oceans 22

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Oceans 22 welcomes you with a coastal traditional flair, amazing spaces for cooking, relaxing, and playing, your own private pool, hot tub, and...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

641 | By The Shore

Wake up to sunrise over the Atlantic, spend your day steps from the sand, and end the evening watching sunset over the sound from your own private crow’s nest.For the 2026 season, this longtime guest favorite in South Nags Head has been...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
8/15 - 8/21
$6,995  $7,695
$700 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 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.

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...