2026 Sailing Tours Guide

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Carova Corolla Duck Southern Shores Kitty Hawk Kill Devil Hills Manteo Nags Head Wanchese Rodanthe Waves Salvo Avon Buxton Frisco Hatteras Ocracoke
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Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

TEQUILA SUNRISE

Overview Oceanfront in Carolina Dunes, this 5-bedroom vacation home is where you'll want to return to year after year. An ideal location, coupled with a magnificent home that has desirable amenities and ample space for a group, your...

  • Duck
  • 5 Bedrooms
  • 4.5 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...

341 | Chillin' Time

Improvements for 2026: New carpet throughout and remodeled bathrooms.Outstanding Semi-Oceanfront Home featuring Wonderful Ocean Views, Private Swimming Pool, and Excellent Access to the Beach (75 Ft. Across Beach Road)! This home is spacious and...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

Ocean Hideaway CRS-301

Ocean Hideaway is a beautiful, end-unit penthouse on the 3rd level of Crystal Shores, one of the best condo communities on the Outer Banks! Enjoy the wonderful ocean breeze and breathaking sunrises while looking for dolphins and relaxing on the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 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 40-passenger catarmaran and the area’s newest...

Risk It 4 Da Biscuit

SOUNDSIDE Avon — Windlass Ct. — Cue the sighs. As soon as you arrive at RISK IT 4 DA BISCUIT, you’ll feel the serenity of contentment inspire you to slow down and simply be present. Whether that means seizing the moment on a kiteboard or...

  • Avon
  • 6 Bedrooms
  • 4.5 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...

428 | Betsy B

The Private Oceanfront Swimming Pool is a Saltwater Pool for more refreshing experience & fewer chemicals!This exquisite Nags Head Oceanfront home is beautifully furnished & decorated & provides endless views of the Ocean & Beach...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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...

Beach Memories 557-A

Put a little Old Nags Head style into your next Outer Banks vacation with Beach Memories. This oceanfront home provides unobstructed ocean views and is conveniently just steps away from beach enjoyment! Relax on the spacious oceanfront decks and...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
11/8 - 11/15
$1,262  $1,362
$100 off
11/15 - 11/22
$1,262  $1,362
$100 off
11/22 - 11/29
$2,256  $2,356
$100 off
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...

Fishnet 134-A

This absolutely charming oceanfront Duck vacation rental will win you over, hook, line and sinker. Fishnet boasts magnificent decks and views.Whether you are enjoying the surf from your deck or splashing in it, Fishnet provides the ultimate in...

  • Duck
  • 4 Bedrooms
  • 3 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.