2026 Nags Head Sailing Guide

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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...

THE CIRCLE R

Relax at this cozy beach cottage, “The Circle R” in Southern Shores, located Oceanside off of Route 12 (Duck Road) Between Kitty Hawk and Duck. You will immediately feel at home when you walk in, finding a very comfortable environment with...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
6/12 - 6/19
$2,939  $3,210
$271 off
7/10 - 7/17
$3,206  $3,507
$301 off
7/31 - 8/7
$3,356  $3,507
$151 off
8/28 - 9/4
$2,088  $2,159
$71 off
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...

797 | Cross Keys Cottage

Exceptional Ocean Views and a wide, spacious Beach are just the beginning of what makes Cross Keys Cottage a Special Place to Vacation on the Oceanfront. The Beaches in Nags Head are spectacular. Thoughtfully Designed and Elegantly Furnished to...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
  • Sleeps 16
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

881 | Jack's Shack

This comfortable family beach cottage is a wonderful place to relax and enjoy time together. Comfortably furnished, covered porch facing the Ocean, and a very well equipped kitchen are just part of what makes Jack's Shack a great vacation choice...

  • Kill Devil Hills
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 6
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

Secret Spot

SOUNDSIDE Avon — Kinnakeet Shores — Located in the desired Kinnakeet Shores community, SECRET SPOT is sure to become your new lakefront spot on Hatteras Island. With vistas of the island and lake from wrap around decking, and screened porch...

  • Avon
  • 3 Bedrooms
  • 2.5 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Barefoot & Salty

SOUNDSIDE Avon — Pony Pasture Dr. — Kick off your shoes and settle into BAREFOOT & SALTY, a four-bedroom/three-bathroom home that envelops you in casual modern elegance inside and handsome natural beauty outside. Add the gorgeous...

  • Avon
  • 4 Bedrooms
  • 3 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes live music, karaoke and a DJ dance party. They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab...

K9104 Why Knot 4 bedroom home at The Cur...

Welcome to Why Knot! If you are looking for a home that offers an impeccable view of the ocean and beyond, then look no further! This stunning soundside four-bedroom, four-and-a-half-bathroom retreat with hot tub and pool is ready and waiting for...

  • Corolla
  • 4 Bedrooms
  • 5 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

TURTLE K

Come, slow down..... Relax at Turtle 'K'. This wonderful vacation home is on a quiet, dead-end street in family-oriented Seacrest Village of Southern Shores. Only 240 yards to the beach, it offers an easy stroll to the beach access with no roads to...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/22 - 5/29
$2,349  $2,669
$320 off
9/11 - 9/18
$2,313  $2,367
$54 off
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.