2026 Nags Head Sailing Tours Guide

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Events
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Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Sunrise Sunset

Relax on your own newly renovated wrap-around deck, which provides the feeling of an oceanfront home while being nestled in a cozy neighborhood great for walking your dog and meeting your neighbors. (Check out the oceanfront feeling in the third...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Serenity in Nags Head

*Pets Allowed for 2026 The spirit of the sea calls you to relax in this beautiful and well stocked home. 'Serenity in Nags Head' boasts beautiful decor and airy open spaces that invite you to enjoy your beach vacation.  A perfect pick for large...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
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...

5176 - Sandy Bottoms

Always Included, complimentary linens and made beds! Want to live like a local? Head over to Sandy Bottoms! Located in the heart of Kill Devil Hills, Sandy Bottoms is a 3 bedroom, 2 bathroom rental...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Playin' Hooky 617

Playin’ Hooky is a five bedroom, four and a half bath property. This home evokes memories of a classic Outer Banks vacation home that made our beaches famous. From its cedar shake exterior to its wrap-around decks, complete with views of both the...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
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...

Lucille's Board Shack

OCEANFRONT Frisco - Tides Edge Ct. - Welcome to LUCILLE’S BOARD SHACK, a vacation rental with enviable ocean vistas. At the southern end of Frisco, you are ideally located to savor both the Atlantic Ocean, accessible by a direct path, and the calm...

  • Frisco
  • 6 Bedrooms
  • 5.5 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

EDGEWATER VIEW

Spend an evening in the recreation room, settle in for a movie in the home theater, then step out to the oceanfront pool: Edgewater View, a Carolina Designs oceanfront estate in Pine Island, Corolla, NC, gives all ten bedrooms a private bath...

  • Corolla
  • 10 Bedrooms
  • 11.5 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

Bella Sound

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Welcome to Bella Sound, a fabulous beach property in Duck Village on the Outer Banks. Located on the Currituck Sound waterfront with its own private...

  • Duck
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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.