2026 Nags Head Sailing 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...

Island Mist

SOUNDFRONT Avon — Island Creek Resort — Let a whisper of serenity envelope you at ISLAND MIST, a four-bedroom/four-full and one-half bath coastal escape where inspiration is found in every sunset’s charming palette or in the thrill of...

  • Avon
  • 4 Bedrooms
  • 4.5 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

SOUTHERN BELLE

Southern Belle is a gorgeous oceanside beach home, located in convenient Southern Shores on a quiet and private street, just a short walk to the beach! The house is beautifully decorated and has multi-level decks with built-in seating. Hardwood...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 14
8/22 - 8/29
$5,716  $6,991
$1,275 off
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...

High Cotton

Oceanside, Private Pool, Poolside Furniture, Hot Tub, Tiki Bar, Fenced Backyard, Volleyball, Cornhole, Basketball Hoop, Outdoor Shower, Gas Grill, Covered & Sun Decks with Furniture, Convenient Elevator, Keyless Entry, Wifi Internet Access, 3...

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

651 | Sweet Dreams

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Your Family will Enjoy some of the Most Beautiful Sunsets the Outer Banks has to Offer when You Choose this Nicely Decorated and Well Equipped South Nags...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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...

5549 - Stingray Chalet

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Stingray Chalet! This 7 bedroom, 7.5 bathroom Outer Banks vacation rental is perfect for those who want to...

  • Nags Head
  • 7 Bedrooms
  • 8 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...

Sandfiddler

OCEANSIDE Waves - Sea Vista Court This impressive home, located on the lake in modren “St. Waves”, is just a short walk to the beach. Located on a peaceful cul-de-sac, you will savor the solitude this home offers. Step up to the first level...

  • Waves
  • 5 Bedrooms
  • 4 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...

5515 - Crystal Gable

Always Included, complimentary linens and made beds! NEW FOR 2025: New carpeting, all new TVs, new furniture, and new stove.  Convenient to golf, shopping, dining, and sightseeing, enjoy the...

  • Nags Head
  • 6 Bedrooms
  • 6 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.