2026 Nags Head Sailing Guide

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Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

One Grand Whim

Select “One Grand Whim” for your vacation and find what a great idea it really is! Enjoy a thoughtfully appointed and excellently cared-for property while enjoying all the fantastic amenities available to you at Corolla Light Resort. The only...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

192 | The Last Resort

This lovely cottage sits right above the Beach and has Endless Ocean and Beach Views making this home an excellent choice for the small family vacation. Nicely decorated, well equipped, and very comfortable, this home has ocean facing decks on two...

  • Kitty Hawk
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

1613 - Breezy by the Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Breezy By The Sea is a 5-bedroom, 3.5-bathroom vacation rental nestled on the oceanside of Corolla. Located in the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

Eden

SOUNDSIDE Avon - Kinnakeet Shores - If you haven't yet discovered the beauty of the soundside, you must book a week at EDEN. The meandering roads through the lush greenery of the Kinnakeet Shores soundside community provide opportunity for morning...

  • Avon
  • 5 Bedrooms
  • 4.5 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

5756 - Sandpiper

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! **Partials considered, must call to book** Gorgeous oceanfront home nestled in the heart of Nags Head, close to great...

  • Nags Head
  • 8 Bedrooms
  • 8 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...

SURF AND SOUND

Overview Find the ultimate in tranquility and vacation serenity when you reserve Surf and Sound. This five bedroom soundfront home is located on a large lot in a quiet cul-de-sac, and offers a laid-back alternative for your next...

  • Corolla
  • 5 Bedrooms
  • 4.5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Jack's Hideout

Peaceful Soundfront LocationWelcome to Jack’s Hideout, a tucked-away retreat on the sound in Kill Devil Hills. This quiet setting is perfect for guests looking to relax and enjoy breathtaking sunsets over the water. The property is just off the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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.