2026 Nags Head Sailing Tours Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

742 | Afterdune Delight

You will Love the Outstanding location, wrap-around porch & comfortable furnishings at Afterdune Delight. The Beach is an easy, convenient walking distance away Only 185 Ft. to beach access at Historic Street. The whole family will enjoy the...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
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...

389 | Big Red

This great Kitty Hawk vacation home has an Elevator, Private Swimming Pool, Hot Tub, and a wide range of features that will ensure an outstanding Outer Banks Vacation! Fantastic Ocean Views and just steps to the Beach. Three Luxurious Levels...

  • Kitty Hawk
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

2 for 1

OCEANFRONT Hatteras — NC Hwy. 12 — Oceanfront or soundfront? Pool or surf? Sunrise or sunset vistas? When you think a vacation home can’t have it all, 2 FOR 1 proves otherwise. Located at one of the narrowest points on Hatteras Island, this...

  • Hatteras
  • 7 Bedrooms
  • 6.5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

K9063 Flounder's Cove 4 Bedroom in Ocean...

Welcome to Flounders Cove at Ocean Sands by KEES Vacations! Flounders Cove is a lovely beach cottage that has plenty of amenities to give you a great Outer Banks Vacation. Located in the popular neighborhood of Oceans Sands (Section F), this...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
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...

179 | The Sunshine Inn

Come Enjoy this Splendid Home that offers All of the Amenities Necessary to make your Family Vacation Complete. With its Ocean Views, Direct Beach Access (Only 30 Yards to Public Beach Access), Central location to Shopping, Dining, and View of the...

  • Kill Devil Hills
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
9/19 - 9/25
$2,295  $2,695
$400 off
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...

Can't Waite

Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 1 Half BathroomCan't wait to get to the beach? Your family will appreciate the location and amenities this beach home has to offer!Outside: Carport and covered entry.Ground Level: Recroom with...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

5733 - Mama's Dream

Always Included, complimentary linens and made beds! Welcome to Mama’s Dream where you’ll be able to enjoy beautiful ocean views, bright open spaces, and easy access to the best of Nags Head...

  • Nags Head
  • 3 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.