2026 Nags Head Sailing Tours Guide

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Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Kildare 115

Mornings at Kildare start with salty air, coffee on the porch, and the sound of waves just down the street. This classic Duck beach box has been completely refreshed for 2026, with new paint throughout, new flooring, brand-new bathrooms, and a...

  • Duck
  • 3 Bedrooms
  • 2 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

K9109 Captain's Choice 5 Bedroom home at...

Welcome to Captain's Choice by KEES Vacations! Come stay with us at Captain's Choice, a newly redecorated 5-bedroom home located within The Currituck Club, a premier gated community in Corolla! On the third level of Captain's Choice , there is a...

  • Corolla
  • 5 Bedrooms
  • 6 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...

Bottoms Up

Located in Salvo | 3 Bedrooms | 2 Full BathroomsNew in 2024: Firepit and Horseshoe PitBottoms Up is your ideal oceanside beach home! Conveniently located in the Hatteras Colony subdivision of Salvo, you are less than 500 feet of community beach...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
6/7 - 6/14
$1,869  $2,028
$159 off
6/11 - 6/18
$2,045  $2,224
$179 off
7/29 - 8/5
$2,790  $2,914
$124 off
8/6 - 8/13
$2,790  $2,914
$124 off
8/16 - 8/23
$2,790  $2,914
$124 off
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...

Relaxation Station SC-A7

Relaxation Station is a top level two-bedroom unit located at the Slash Creek Condominiums in Hatteras Village. There is a community pool and community picnic area with charcoal grills and fish cleaning station for everyone to enjoy. Take advantage...

  • Hatteras
  • 2 Bedrooms
  • 2.5 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

078 | Fort Myers

This vacation home provides your family with spacious, comfortable living areas, lovely decor, and a wide range of amenities that are sure to please. Ideally situated in the Sea Crest Village community of Southern Shores, this home has direct...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 11
6/7 - 6/13
$3,995  $4,595
$600 off
6/21 - 6/27
$5,495  $6,295
$800 off
6/28 - 7/4
$5,995  $6,995
$1,000 off
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...

K0701 Namaste Here at Admirals View III

Welcome to Namaste Here at Admirals View III by KEES Vacations! Decisions, decisions...Should you make your way to the oceanfront pool and soak up the rays in one of those comfy sun loungers or walk down the steps to the golden sands of the Outer...

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

PERIWINKLE BEACH

Periwinkle Beach is the perfect location for rest and relaxation. This 4-bedroom, 2.5 bath pet-friendly home is located on the oceanside of Southern Shores. Periwinkle Beach is nestled within the sanctuary of mature live oaks, on a quiet street...

  • Southern Shores
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
5/31 - 6/7
$2,857  $3,632
$775 off
6/7 - 6/14
$3,579  $4,147
$568 off
6/14 - 6/21
$4,284  $4,668
$384 off
6/21 - 6/28
$4,462  $4,668
$206 off
6/28 - 7/5
$4,514  $5,139
$625 off
7/5 - 7/12
$4,679  $5,139
$460 off
7/12 - 7/19
$4,711  $5,139
$428 off
8/9 - 8/16
$4,462  $4,668
$206 off
8/16 - 8/23
$3,477  $3,632
$155 off
8/23 - 8/30
$3,070  $3,125
$55 off
8/30 - 9/6
$2,500  $2,604
$104 off
9/6 - 9/13
$2,083  $2,241
$158 off
9/20 - 9/27
$1,800  $1,882
$82 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.