2026 Nags Head Sailing Tours Guide

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Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Bay Breeze

Located in Corolla/ 5 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomElegant Soundfront home located on a peaceful cul-de-sac very close to the Soundside and Oceanfront amenities of Corolla Light. Nature trails outside the home lead you to the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

4665 - South Bound

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  THIS IS A PET FREE HOME. Welcome to your dream vacation getaway at South Bound! This stunning semi-oceanfront Outer...

  • Southern Shores
  • 6 Bedrooms
  • 6.5 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

5422 - Raynors Rest

Always Included, complimentary linens and made beds! Beautifully built Nags Head home is less than 500 feet to the lifeguarded beach with handicap access that includes a bathhouse. The open spacious...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

DOWN BY THE SEA

Carolina Designs invites you to DOWN BY THE SEA, a Nags Head oceanfront retreat with 8 bedrooms, elevator access, and commanding Atlantic views at Milepost 15.5. This deluxe beachfront home treats your vacation group to exceptional indoor and...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Turtle Whispers

Upgrades for 2026 include: New HVAC on Top Level, New Fortified Roof, New Dishwasher, New Microwave, New Carpet in Top Level Master Bedroom, Converted Pool to a Saltwater Pool Located in Corolla/ 5 Bedrooms/ 4 Full Bathrooms/ 1 Half...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

1725 - Sunshine and Whiskey
  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

FAIR WINDS

Fair Winds and its cozy five bedroom, three bathroom ambience awaits you in Southern Shores for your next Outer Banks vacation. Carefully planned and designed to offer the charm of days past but meticulously stocked full of today's modern...

  • Southern Shores
  • 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
8/22 - 8/29
$2,791  $3,186
$395 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.