2026 Nags Head Sailing Guide

Outer Banks Map
Carova Corolla Duck Southern Shores Kitty Hawk Kill Devil Hills Manteo Nags Head Wanchese Rodanthe Waves Salvo Avon Buxton Frisco Hatteras Ocracoke
Events
(More Events)
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

Off Duty 633-A

Enjoy a week Off Duty in South Nags Head at this semi-oceanfront home with deeded beach access! The entire family will savor the great ocean views from the crow's nest.This family-friendly vacation home is located at milepost 17.5, only 45 yards to...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
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...

Three Sheets to the Wind

OCEANFRONT Avon – Greenwood Pl. – New for 2026! – Chart a course for relaxation at THREE SHEETS TO THE WIND, a relaxing five-bedroom/three-bath getaway perched on the impressive Hatteras Island shoreline. This appealing home invites you to...

  • Avon
  • 5 Bedrooms
  • 3 Bathrooms
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 34-passenger catarmaran and the area’s newest...

Barefootn'

SEMI-OCEANFRONT Avon - Oceanview Drive - Ready to go BAREFOOTN'? Then it's time for some fun at this beach home just across the street from the beach. Ground level amenities include carport, dry entry, outdoor shower, fish cleaning table, charcoal...

  • Avon
  • 4 Bedrooms
  • 3.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Bay Spray

Located in Corolla / 6 Bedroom / 5 Full Bathrooms / 1 Half BathroomSavor sound vistas from all three levels of this Soundfront home as well as vistas of the historic Whalehead Club. Unique hand-painted nautical scenes in each of the reading rooms...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
9/19 - 9/26
$3,129  $3,711
$582 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...

Livin' A Dream 553-A

You will truly be Livin' A Dream at this charming home in South Nags Head, boasting great ocean views and beach access approximately 750 feet away! Spend your days playing in the sand, lounging by the private pool, relaxing on one of the decks while...

  • Nags Head
  • 6 Bedrooms
  • 4.5 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...

Knot Home

Pets allowed starting 2026! Knot Home is a premier 16-bedroom oceanfront estate designed for large gatherings, located in the exclusive Pine Island Club Community of Corolla. The property hosts an extensive resort-style outdoor area, including a...

  • Corolla
  • 16 Bedrooms
  • 17.5 Bathrooms
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...

043 | Sun & Surf

Unobstructed 180 degree views of the Atlantic Ocean make every moment of your vacation worth a photo. The beach is only 60 ft. away, plus you have the luxury of Direct Private Access to the beach and a Private Dune Top Gazebo w/Picnic Table and...

  • Kitty Hawk
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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.