2026 Nags Head Sailing Tours 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...

FIVE O CLOCK SOMEWHERE

Relax and enjoy every special moment that you and your family spend in this 3,600 square foot, five bedroom, upscale home. A beautifully appointed home with wonderful views, Five O’Clock Somewhere sits on a spacious lot (2/3 acre) in one of the...

  • Southern Shores
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
5/10 - 5/17
$2,221  $2,754
$533 off
5/17 - 5/24
$2,221  $2,754
$533 off
5/31 - 6/7
$3,433  $3,917
$484 off
6/7 - 6/14
$3,767  $4,388
$621 off
6/14 - 6/21
$4,757  $5,221
$464 off
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

5466 - The Stars

Always Included, complimentary linens and made beds! Your Nags Head oceanfront vacation experience awaits you at The Stars. This 12-bedroom oceanfront rental features beautiful, panoramic views of...

  • Nags Head
  • 12 Bedrooms
  • 13 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

661 | Sweet Thing

Sweet Think is a traditional Kitty Hawk Beach Cottage that is very comfortable, nicely decorated, and offers magnificent Ocean and Beach Views. Situated just above the Beach this is a great place to relax and watch the waves roll in. Perfect for a...

  • Kitty Hawk
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 6
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Hatteras Jack

OCEANFRONT Waves – Sea Isle Hills Dr. – Savor the salty sunny days and the starry serene nights at HATTERAS JACK. A fenced-in pool area is the ideal place to start your vacation. Take a dip in the pool, soak in a bubbly hot tub, tan on the...

  • Waves
  • 6 Bedrooms
  • 5.5 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

7048 - Tide Song

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Tide Song! This oceanfront Rodanthe home is sure to please the whole family. Located near great local...

  • Rodanthe
  • 5 Bedrooms
  • 5 Bathrooms
Cosmo's Pizzeria in Corolla

Best Pizza in in Corolla since 1995! Cosmo’s Pizzeria has continued to be a family favorite on the northern Outer Banks for over 15 years. Outdoor dining, full bar, and specialty menu (including gluten-free pizza) are a few of our many...

Aqua Moon

“Aqua Moon" is the perfect destination for your family’s next vacation. This beautiful, oceanfront 3-bedroom home in Kitty Hawk has a large deck for watching the sunrise and if you lucky you can catch the dolphins playing! Take a stroll early...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

My Blue Heaven 596

Located on the oceanfront at milepost 19.7 in South Nags Head, this beautiful and incredibly designed home offers stunning views of the beach and ocean from most rooms. As you enter the home you will be dazzled by the unobstructed beach views. Watch...

  • Nags Head
  • 4 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.