2026 Nags Head Sailing Tours Guide

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The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

THE HARRISS COTTAGE NAGS HEAD

Come and experience “Old Nags Head” style and charm in this classic, oceanfront home. “The Harriss Cottage Nags Head” has nice furnishings and kitchen with stainless steel appliances. Located in the heart of Nags Head next to the “Old...

  • Nags Head
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 15
8/15 - 8/22
$7,209  $8,857
$1,648 off
8/22 - 8/29
$6,843  $8,262
$1,419 off
9/26 - 10/3
$5,068  $5,824
$756 off
10/3 - 10/10
$5,030  $5,824
$794 off
10/10 - 10/17
$5,030  $5,824
$794 off
10/17 - 10/24
$4,032  $4,650
$618 off
10/24 - 10/31
$4,327  $4,650
$323 off
10/31 - 11/7
$4,444  $4,500
$56 off
11/7 - 11/14
$4,294  $4,500
$206 off
11/14 - 11/21
$4,353  $4,500
$147 off
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...

Make Way For Ducklings

This oceanside home is located in the community of Wild Duck Dunes, just minutes from the Town of Duck. Make Way for Ducklings has plenty of space for your family to relax during their OBX visit. So many things to do - begin your day with coffee on...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
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...

The Gettawave 505

Semi-oceanfront and just 50 feet to the beach, this lovely 3 bedroom/2 bathroom vacation home at Milepost 17.5 offers panoramic ocean views from the rooftop deck! Wash away salt and sand in the enclosed outside shower after a long day at the beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

265 | Louise

6/21/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Relax & enjoy family time together in this terrific "Old Nags Head Place" vacation home that provides many extras that will ensure a grand time on...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
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...

1770 - A Wave from it All

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: Master bedroom ceiling fan, blackout curtains, and standing videogame. Welcome to A Wave From It All...

  • Corolla
  • 7 Bedrooms
  • 7.5 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

BAREFOOT MANOR

Welcome to “Barefoot Manor,” your cozy getaway nestled in the heart of Southern Shores, NC and located just a short distance from the beautiful beaches of the Outer Banks, this home offers the perfect combination of comfort, convenience, and fun...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
8/15 - 8/22
$2,661  $3,198
$537 off
8/22 - 8/29
$2,400  $2,938
$538 off
8/29 - 9/5
$2,157  $2,568
$411 off
9/5 - 9/12
$2,019  $2,380
$361 off
9/12 - 9/19
$1,848  $2,100
$252 off
9/19 - 9/26
$1,848  $2,100
$252 off
9/26 - 10/3
$1,848  $2,100
$252 off
10/3 - 10/10
$1,848  $2,100
$252 off
10/10 - 10/17
$1,848  $2,100
$252 off
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...

Always Unforgettable

Located in Corolla / 4 Bedrooms / 3 BathroomsCome pamper yourself with the amenities of home in a opulent beach setting. Appreciate our home away from home with its wealth of conveniences and gorgeous decor. Unwind and take in the blue and starlit...

  • Corolla
  • 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.