2026 Sailing Tours Guide

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Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

1708 - Islander Gulls

Always Included, complimentary linens and made beds! NEW SATURDAY TURN IN 2026! Nestled at the end of a quiet cul-de-sac in the heart of Corolla, Islander Gulls offers a perfect slice of coastal...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
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...

Finally Ours DR-32

Tucked into a quiet cul-de-sac in the Dolphin Run community within the Village of Nags Head, this lovely 4 bedroom, 2.5 bathroom home offers many amenities, including a hot tub on the open deck making for a relaxing evening of stargazing, 5 HDTVs...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

K8010 Tranquil Turtle at The Village at ...

Welcome to Tranquil Turtle at The Village at Nags Head! New for this year: Save 5% on your rental with our military and educators discounts. Welcome to Tranquil Turtle by KEES Vacations, where peaceful sound views, championship golf course scenery...

  • Nags Head
  • 6 Bedrooms
  • 7 Bathrooms
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...

SOPHIES PLACE

Relax and enjoy with family and friends this beautiful oceanfront home with breathtaking views. 2,000 square feet of well-furnished decking guarantees your choice of sun or shade all day; or walk the 90 feet to the dune deck and beach via the...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
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...

OFF THE HOOK

Off The Hook devotes a private, custom-tiled bath to every one of its twelve bedrooms, and this Carolina Designs home only gets better from there: a home theater, a recreation room, and a cabana beside the private pool. It sits semi-oceanfront...

  • 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...

Windsong

Windsong brings the Outer Banks to your doorstep with breezy decks, ocean views from the rooftop crow's nest, and a laid-back coastal feel. Just a short stroll from the beach and local favorite restaurants. This pet-friendly retreat is perfect for...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

HD-103 High Dunes 2 Bedroom Condo 103

Welcome to High Dunes Resort by KEES Vacations! Your oceanfront condo awaits. Located in the heart of Kill Devil Hills, High Dunes Resort condos feature 2-Bedrooms and 2-Bathrooms, living room, expansive full kitchen with two bar stools, a dining...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...