2026 Nags Head Sailing 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...

I'm Free 208-B

Experience all that the Outer Banks has to offer while vacationing at I’m Free, a semi oceanfront home in Kitty Hawk boasting great amenities including a heated pool, a hot tub, ocean views, and a fire pit!I’m Free is located on the beach road...

  • Kitty Hawk
  • 4 Bedrooms
  • 2 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...

Pelican's Perch

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here."Pelican's Perch" is a great home away from home for you and your family! You will find panoramic ocean views from this ‘Pelican’s Perch’ in...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

TIRAMISU TOO

The 30 x 10 private pool, hot tub, and ground-floor recreation lounge keep every generation content, and the beach is 287 yards away. Guests also enjoy access to the private Ocean Lakes Swim & Tennis Club, plus tennis courts in Ocean Sands...

  • Corolla
  • 5 Bedrooms
  • 6 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...

Katmandu NP-03

Katmandu is located near the beach (approximately 465 feet) with direct access, so you can hear the surf all day! You can't beat relaxing and sunbathing at your private pool and hot tub. Enjoy pleasant sea breezes, socializing with family and...

  • Duck
  • 5 Bedrooms
  • 3.5 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



Happy Valentines S-73

Enjoy a relaxing beach vacation with your family in this well-kept cottage located on a quiet street. Happy Valentines rests on a large corner lot surrounded by trees to ensure privacy and comfort.There are many special little features inside and...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

Look 'N Sea

SEMI-OCEANFRONT Hatteras — Slash Creek Rd. — You won’t have to look, or walk too far for that matter, to discover the soft golden sands of a wide-open beach when you stay at LOOK ‘N SEA, an idyllic place to slow down and live in the moment...

  • Hatteras
  • 5 Bedrooms
  • 6.5 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

1771 - Goin' Coastal

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! This spacious 6 bedroom, 6 bath home is perfect for your next Corolla vacation on the Outer Banks! Goin’ Coastal...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
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.