2026 Sailing Tours Guide

Outer Banks Map
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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...

1397 - Sunshine Stars

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW POOL HEATER FOR 2026! Welcome to Sunshine Stars, a spacious vacation rental located in the heart of Corolla...

  • Corolla
  • 5 Bedrooms
  • 5.5 Bathrooms
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...

The Sandbar

The Sandbar is in the heart of Kitty Hawk, convenient to fishing piers, golfing, shopping, eateries and walking distance to top rated local restaurants (Art’s Place & Ocean Blvd).  Tucked in on the beach road, this beautiful 6-bedroom /6 full...

  • Kitty Hawk
  • 6 Bedrooms
  • 6 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

THE DUCK HOUSE

“The Duck House” will be your idea of the ultimate beach vacation with beautiful views of the scenic North Carolina sunrises over the Atlantic from this spectacular oceanfront home. This home was designed with your group's comfort in mind, every...

  • Duck
  • 5 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 10
10/3 - 10/10
$6,099  $7,094
$995 off
10/10 - 10/17
$6,099  $7,094
$995 off
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...

Rx OBX SS-12

Nestled in the charming and serene town of Southern Shores, Rx OBX offers the quintessential Outer Banks vacation experience. Surrounded by natural beauty and just steps from pristine beaches, this exceptional retreat invites you to slow down and...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

VA Whale

Located in Corolla/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomWelcome to VA Whale, a family-friendly OBX vacation rental in the beautiful Whalehead Community located just a short walk from the ocean. This home is entirely equipped for...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
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...

Flip Flops Forever

Now under new ownership and fully refreshed for 2026, Flip Flops Forever is a beautifully updated five-bedroom beach cottage in the heart of Kill Devil Hills, located directly across from the Atlantic Street public beach access. Walk to the sand in...

  • Kill Devil Hills
  • 5 Bedrooms
  • 3 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

C309 - Sounds Good 309

BEACH GEAR RENTAL INCLUDED!  Always Included, complimentary linens and made beds! Welcome to Sounds Good! The name says it all! This 2 bedroom, 2 bathroom Nags Head condo overlooks the Roanoke Sound...

  • Nags Head
  • 2 Bedrooms
  • 2.5 Bathrooms
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...