2026 Nags Head Sailing Tours Guide

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Events
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Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Serenity HOB-06

Serenity! This is what you will experience staying at this lovely and very spacious cottage. Enjoy the views and calming sounds of the ocean from the top deck while rocking in the rockers or stroll down your private walkway and relax on the dune top...

  • Nags Head
  • 5 Bedrooms
  • 4 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...

Paradise Cove

SOUNDFRONT Hatteras - NC Hwy. 12 - Bring your family to Hatteras for a memorable vacation at PARADISE COVE. This private hideaway is located on the soundfront of northern Hatteras Village with a boardwalk to the sound for launching your...

  • Hatteras
  • 6 Bedrooms
  • 5.5 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...

Siren's Treasure

SEMI-OCEANFRONT Avon — Greenwood Pl. — Gather the family together this summer at SIREN'S TREASURE. This gorgeous home located across the street from the beach is just one lot away from the community boardwalk crossing the dune. The ground...

  • Avon
  • 4 Bedrooms
  • 3.5 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

440 | Mostaccioli Nights

Recent Updates include: 2026: All new flooring in bedrooms along with new furnsihings. 2025: All new dining room furniture, new artwork throughout and 5 of the six baths have been renovated. This is a wonderful home with great location, inviting...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
6/14 - 6/20
$4,495  $5,595
$1,100 off
6/21 - 6/27
$4,995  $5,995
$1,000 off
7/5 - 7/11
$5,495  $6,595
$1,100 off
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...

HI Life

SOUNDSIDE Avon - Kinnakeet Shores - Appreciate simple living at HI LIFE and gaze at the handsome lake vistas and Pamlico Sound. Don't let the soundside location fool you - the boardwalk across the street provides an painless path to the ocean, just...

  • Avon
  • 5 Bedrooms
  • 5.5 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

BEACH TREASURE

Overview Experience high-end oceanfront living at Beach Treasure, a nine-bedroom Nags Head oceanfront showcasing iconic water views and boasting a memorable list of amenities, indoors and out. Highlights of this home include...

  • Nags Head
  • 9 Bedrooms
  • 10 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...

GREAT EXPECTATIONS

Overview Situated in a gated ocean-to-sound community, elevate your Outer Banks vacation to the next level by reserving Great Expectations. This sensational oceanfront estate features iconic ocean views, eight beautifully appointed...

  • Duck
  • 8 Bedrooms
  • 10 Bathrooms

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...