2026 Nags Head Sailing Tours Guide

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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...

5705 - Edgewater View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oceanfront luxury is found right here at Edgewater View. Located directly on the oceanfront in Nags Head, this...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
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...

824 | Lighthouse Cottage

Offering you Great Ocean Views, this Semi-Oceanfront home has all the comforts necessary for an enjoyable Family Vacation including a Private Swimming Pool and Hot Tub. The beach is only a short 4 minute walk away via the bike path to the Small...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
5/24 - 5/30
$2,195  $2,495
$300 off
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



Carolina Coastin'

SEMI-OCEANFRONT Waves - Sea Isle Hills Dr. - Go CAROLINA COASTIN' this year in this enchanting home just one lot back from the ocean and a short walk to shopping, eateries and world-class watersports. The ideal size for a modest group, this home...

  • Waves
  • 4 Bedrooms
  • 5 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 40-passenger catarmaran and the area’s newest...

MOONLIGHT RIDGE

Overview Opulence, elegance, magnificence - all words that describe the essence of Moonlight Ridge. Located on the soundfront, this 7-bedroom, 7,000+ square feet vacation home is one that is sure to impress. No detail was overlooked in...

  • Duck
  • 7 Bedrooms
  • 8 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

452 | Beach Runner

Nicely decorated, comfortable, and well-maintained, Beach Runner cottage is a short walk to the Beach Access (direct access to Admiral Street Beach Access) and a short walk to the local grocery store. The home is well equipped w/TV's in each...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

5696 - Conroy

Always Included, complimentary linens and made beds! Welcome to Conroy! This Nags Head oceanfront condo has everything you need and more to make the most of your Outer Banks vacation! Conroy is a 2...

  • Nags Head
  • 2 Bedrooms
  • 2 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...

296 | East Of Eden

Semi-Oceanfront-Nags Head-Private Swimming Pool-Excellent Beach Access!"East Of Eden" is a terrific family Beach Cottage located in Historic Old Nags Head. Very well equipped and comfortably furnsihed, all will be thrilled with peaceful atmosphere...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/31 - 6/6
$2,195  $2,995
$800 off

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...