2026 Nags Head Sailing Tours Guide

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Events
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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...

Key to Paradise

Key to Paradise has excellent ocean views and easy beach access. 3 Houses back from ocean. Walk to shops, restaurants and area amenities. Enjoy "Island Time" at Key to Paradise! Amenities include Smart TVs, 2 DVD Players, DVD Library, convenient...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Sea Smoke

OCEAN SIDE Avon — Ocean Isle Estates — Set your sights on clear horizons when you settle into SEA SMOKE, a charmingly appointed six-bedroom/five-full and one-half bath home just a short walk to the community beach boardwalk and the ocean’s...

  • Avon
  • 6 Bedrooms
  • 5.5 Bathrooms
Family Water Adventures

Shelling, Snorkeling, Paddle Boarding, Eco Tours & Light Fishing. Guided family adventure trips on Hatteras Island, NC. We take your group to multiple tidal islands along the Cape Hatteras seaside. These islands are constantly changing and...

5212B - John and June's Place

MP 7.3. Always Included, complimentary linens and made beds! New for 2025: Enlarged Bedroom with King Bed! John and June's Place has everything you need for your Outer Banks vacation! This AirBNB...

  • Kill Devil Hills
  • 1 Bedrooms
  • 1 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

CB31 - Shore Slackers Whelkome

Always Included, complimentary linens and made beds! Pet friendly, luxe, and in the middle of it all lies Shore Slackers Whelkome! This 4 bedroom 3 bathroom Villas at Corolla Bay home features...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

WBC Whalebone Oceanfront 3 Bedroom Cotta...

Welcome to Whalebone Ocean Cottages- 3 Bedroom Oceanfront Cottage! Located in south Nags Head at milepost 16.5, this contemporary 3-bedroom oceanside cottage is sure to please; with 2 Queen bedrooms and a bedroom with a Twin over Full bunk bed for...

  • Nags Head
  • 3 Bedrooms
  • 4 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Over The Dune QUAY-C2

Only 150 feet from the beach, Over the Dune is ready to become your new OBX oceanfront oasis. Located in The Quay condominium complex in Nags Head, this three-bedroom and three-bathroom condo boasts tasteful decor and numerous amenities that will...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

Sun of A Beach A-006

Sun of a Beach is a comfortable oceanfront home sitting on a large lot in north Avon. Located near restaurants, shops and surfboard and kayak rental stores. Only a short drive, under two miles to the Hatteras Island Plaza with the Food Lion for...

  • Avon
  • 5 Bedrooms
  • 3 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.