2026 Sailing Tours Guide

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The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Dawn Treader

OCEANFRONT Avon - Wahoo Circle – DAWN TREADER, a six-bedroom, seven- and one-half-bath luxury getaway, sits somewhere between idyllic and perfection, where your vacation aspirations drift into reality on a warm Hatteras Island breeze. Perched on...

  • Avon
  • 6 Bedrooms
  • 7.5 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

Carolina Sunshine

What better way to start the day than by watching the sunrise from one of the oceanfront decks? When the beach calls, it s just a stroll over your private wooden walkway to the wide sandy beaches where you can hunt for shells or take a dip in the...

  • Nags Head
  • 7 Bedrooms
  • 6 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...

SAND AND SURF

Discover Sand and Surf in Nags Head, a Carolina Designs OBX vacation rental where an oceanfront setting meets 6,300 square feet of southern coastal style. This 8 bedroom Outer Banks estate at Milepost 19 delivers ocean and sound views, a 34x17...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
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...

092 | Brigadune

Located on a Private Oceanside Street, Direct Beach Access, No Roads to Cross, and brings all the benefits of the South Nags Head tranquil environment. Only one house between property and the beach. This Lovely Cottage has a Partial Ocean View, is...

  • Nags Head
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 7
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

Ben & Judy's 152

As the sign says when you walk in the front door, Welcome to Ben and Judy's beach house! Your state of mind will be refreshed after you have stayed in this fabulous oceanfront vacation home. Offering stunning ocean views this home is located in the...

  • Duck
  • 5 Bedrooms
  • 3.5 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...

Sound Secret

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomSavor handsome sunset and sound vistas while calming on the decks or in the hot tub at this Semi-Soundfront home. Located close to the Corolla Light Soundfront community pool with...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
8/30 - 9/6
$3,396  $3,704
$308 off
9/4 - 9/11
$3,125  $3,403
$278 off
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

The Sandlot 437

Welcome to The Sandlot, located at Milepost 11.5 in Nags Head. This spacious home has everything you need for a perfect getaway! Guests will enjoy the ocean views from the decks, as well as the short 150 foot walk to the beach access, just across...

  • Nags Head
  • 4 Bedrooms
  • 4.5 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.