2026 Nags Head Sailing Guide

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Events
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Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Beach House

OCEANVIEW Buxton - Old Lighthouse Rd. - (Formerly The Playhouse Too) A pleasant short walk to the ocean, BEACH HOME makes your stay on Hatteras Island so much fun! Walk to the most famed surfing break on the east coast, bicycle to the most famed...

  • Buxton
  • 5 Bedrooms
  • 4.5 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

889 | Sandpiper's Run

Sandpiper's Run is a lovely Kitty Hawk vacation home that provides everything for your family to enjoy. Located only two lots back from the ocean with easy access to the beach (approximately 250 yards to Beach Access at E. Eckner Street) this is...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
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...

032 | Life Is Good

Life is Good offers a great location that provides direct access to the beach (appriximately 450 feet to Byrd Steet Beach Access), Private Swimming Pool, Hot Tub, and Rec. Room/Den combination w/Foosball and TV. This fantastic dog-friendly home has...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

DISHAROON

Enjoy the sunrise each morning from this exceptional home built for optimum ocean views. 3,500 square feet living area with decks galore, excellent surf fishing location. Close to shops & restaurants. 2 miles from the Wright Memorial Bridge.All...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
7/12 - 7/19
$7,174  $7,522
$348 off
8/16 - 8/23
$5,296  $5,435
$139 off
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...

THE PORTER HOUSE

With 3,000 square feet of open and airy design, The Porter House offers a refreshing retreat in the heart of Duck. Enjoy easy access to shops, restaurants, and the beach, all within a short walk.Level 1:1 bedroom with Pyramid bunk. Game room with...

  • Duck
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
5/30 - 6/6
$4,060  $4,674
$614 off
8/29 - 9/5
$3,866  $4,065
$199 off
9/5 - 9/12
$3,426  $3,718
$292 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...

Carova Time

**A 4x4 Vehicle is required to access this home, there are no paved roads in Carova. This home is located 9.5 miles from the 4-wheel drive on-ramp.**** Welcome to your coastal paradise in Carova Beach, North Carolina! Nestled amidst the serene...

  • Carova
  • 5 Bedrooms
  • 4 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

023 | Serenity Now

This Beachfront Estate provides outstanding Ocean Views and promises a truly memorable family vacation. Designed in the traditional Nags Head cedar shake style, this modern home is beautifully decorated and furnished w/every Amenity to ensure your...

  • Nags Head
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 18
5/23 - 5/29
$5,495  $6,495
$1,000 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.