2026 Nags Head Sailing Tours Guide

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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...

BEACH BREAK

Watch the dolphins play and the sunrise over the Atlantic. Then, relax while watching the sunset over the Currituck Sound all from the comfort of "Beach Break." Located high on the hill for which Sandhills was named, this fabulous home boasts...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
8/29 - 9/5
$5,123  $5,645
$522 off
9/5 - 9/12
$4,610  $4,921
$311 off
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...

Sweet Dreams

Located in Corolla / 8 Bedrooms / 6 Full Bathrooms / 2 Half BathroomsSweet Dreams are made of this! Spend your days playing in the sun by the ocean or private pool or just around the corner savor shopping and dining all with this gorgeous Outer...

  • Corolla
  • 8 Bedrooms
  • 6 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

Ternabout

Located in Duck/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomOnly 240' from a wooden boardwalk beach access, this unique home with great ocean vistas is loaded with extras and amenities for a beach hideaway! Located on a peaceful street, it is...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

Too Close

This bright and airy cottage offers an open living area that holds wonderful views of the ocean. Enjoy the 42" LCD flat screen TV in the great room w/DVD and a Theater Sofa. This cottage offers a short walk to the direct beach access at the end of...

  • Kill Devil Hills
  • 5 Bedrooms
  • 3 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

Coco Palms

Located in Corolla/ 8 Bedrooms/ 8 Full Bathrooms/ 2 Half BathroomsCOCO PALMS is one of the most Luxurious Oceanfront Estate Homes on the Outer Banks. Visit Coco Palms and experience the enchantment of an island heaven while preserving the calming...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
9/6 - 9/13
$6,933  $8,667
$1,734 off
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...

7021 - The Inn at Rodanthe

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Note: Driveway can have accessibility challenges with shifting sand occasionally covering driveway. 4x4...

  • Rodanthe
  • 6 Bedrooms
  • 6 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

SUNNY DAZE

Many renovations in 2024 including new LVP flooring on Level 1, updated bedrooms and baths, and new decor touches throughout. New LVP and carpet on L2 and L3 in 2023. Sunny Daze is a fabulous seven bedroom oceanside home with an open floor plan and...

  • Nags Head
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
8/22 - 8/29
$4,983  $5,211
$228 off
8/29 - 9/5
$4,494  $4,697
$203 off
9/19 - 9/26
$3,701  $3,867
$166 off
9/26 - 10/3
$3,350  $3,497
$147 off
10/3 - 10/10
$3,392  $3,497
$105 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.