2026 Nags Head Sailing Tours Guide

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ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

Paradise VI

Now available to book for 2026! Advance Reservations in this property for a future year more than 51 weeks in advance are allowed. Current year guests are not offered first right of refusal. Reserve any available 2026 week and pay 25% within 3...

  • Kill Devil Hills
  • 10 Bedrooms
  • 9 Bathrooms
4/28 - 5/5
$4,095  $5,000
$905 off
5/24 - 5/31
$5,995  $8,000
$2,005 off
5/30 - 6/6
$7,995  $9,997
$2,002 off
6/6 - 6/13
$9,995  $14,000
$4,005 off
6/11 - 6/18
$12,995  $16,997
$4,002 off
10/25 - 11/1
$4,599  $4,996
$397 off
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

K7300 Lighthouse Loft 4 Bedroom Home at ...

Welcome to Lighthouse Loft at The Tides Oceanfront Community by KEES Vacations! New for 2026: Village Beach Club and Westside Athletic Club included with your stay! At The Tides, you can indulge in a unique vacation experience like no other...

  • Kill Devil Hills
  • 4 Bedrooms
  • 5 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Beach Blessings Too

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Located in the popular Whalehead neighborhood, Beach Blessings Too is a guest-favorite for good reason. The beach is just a short stroll away, and...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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...

7940 - Yano's Sea Escape

Always Included, complimentary linens and made beds! Yano's Sea Escape is a classic Hatteras beach box that is comfortably furnished and situated on a quiet street, giving you the rest and relaxation...

  • Hatteras
  • 4 Bedrooms
  • 4 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...

DEJA VU

Deja Vu is a four bedroom OBX vacation rental located Oceanside in the Ocean Sands South community of Corolla. This vacation home features a screened porch and is positioned on a quiet cul-de-sac. Deja Vu is perfect for a single family looking for...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
9/13 - 9/20
$1,302  $1,317
$15 off
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...

SUMMER BREEZE

 “Summer Breeze” is a five bedroom Oceanside home located in the Town of Southern Shores. A quiet family oriented neighborhood with only a short walk to the beach. The private pool and hot tub make this home perfect for a great Outer Banks...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
5/2 - 5/9
$2,268  $2,718
$450 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...

Sunrise Dream

Come enjoy the new upgraded look of Sunrise Dream with the same breathtaking morning sunrises that have always adorned the panoramic views of the Atlantic Ocean and sandy beaches of OBX. It’s now a Saturday turnover. Consider Sunrise Dream for a...

  • Nags Head
  • 7 Bedrooms
  • 5 Bathrooms
5/16 - 5/23
$4,863  $5,633
$770 off
6/11 - 6/18
$9,017  $9,957
$940 off
6/17 - 6/24
$13,477  $14,477
$1,000 off
7/4 - 7/11
$15,731  $16,731
$1,000 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.