2026 Nags Head Sailing Tours Guide

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Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

Bali Dreams

Bali Dreams is now Pet Friendly!Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 1 Half BathroomBali Dreams is the ideal place to savor your beach vacation offering island flair and ocean breezes. Only 650 feet to the beach access, this home is...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Mullen Sandpiper

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Mullen Sandpiper is a classic Outer Banks beach cottage that keeps things simple, clean, and easy—just the way an OBX getaway should be. Located just...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

Raven's Nest 425-A

Welcome to Raven’s Nest, centrally located just a short walk from the beautiful beaches of Nags Head, as well as many restaurants, activities, and more! This 3-bedroom oceanside home offers plenty of space, with a large top level living area with...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
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...

Mystic Memories

Magnificent first class semi-oceanfront resort home in desirable South Nags Head! Professionally upgraded to include gorgeous decor, new electronics and additional amenities for your pleasure. Enjoy spectacular ocean views and stunning sunsets from...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Simple Gifts by the Sea

This award-winning, custom-designed home sits high atop a natural dune in Duck, offering sweeping ocean and sound views that captivate from sunrise to sunset. Guests have raved about their stays, sharing memories of morning coffee on the deck...

  • Duck
  • 5 Bedrooms
  • 4 Bathrooms
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...

Sentimental Journey

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Making Outer Banks MemoriesOnce you’ve stayed in Sentimental Journey, it will be your return journey for years to come! With panoramic views from the...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

FIVE O CLOCK SOMEWHERE

Relax and enjoy every special moment that you and your family spend in this 3,600 square foot, five bedroom, upscale home. A beautifully appointed home with wonderful views, Five O’Clock Somewhere sits on a spacious lot (2/3 acre) in one of the...

  • Southern Shores
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
8/2 - 8/9
$5,264  $5,511
$247 off
9/6 - 9/13
$2,924  $3,048
$124 off
9/13 - 9/20
$2,527  $2,754
$227 off
9/20 - 9/27
$2,624  $2,754
$130 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.