2026 Nags Head Sailing Guide

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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...

THE MISTY SEA

“The Misty Sea” is a four bedroom, three bathroom Outer Banks rental home, located in a wooded setting with 2,600 square feet of living area and 1,100 square feet of decks. Enjoy your morning coffee in the breezy screen porch or a relaxing early...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
6/7 - 6/14
$3,603  $3,863
$260 off
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...

SONG OF THE SEA

Carolina Designs presents SONG OF THE SEA, a stunning oceanfront retreat in Duck where rolling surf and soft sand create the perfect backdrop for your OBX vacation. This welcoming 5-bedroom home offers traditional charm with modern updates...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

WHITECAPS

Carolina Designs presents WHITECAPS, a stunning oceanfront retreat in Nags Head offering 3,100 square feet of luxury living with seven bedrooms, private pool, hot tub, and recreation room. This exceptional vacation home features uninterrupted...

  • Nags Head
  • 7 Bedrooms
  • 6 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...

Premium Tripp

Premium Tripp is your launchpad for an unforgettable Outer Banks vacation! Start your day with coffee on the breezy decks, then take a short walk to enjoy breakfast at local favorites. Spend afternoons chasing waves at the nearby beach and end the...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

HD-101 High Dunes 2 Bedroom Condo 101

Welcome to High Dunes Resort by KEES Vacations! Your oceanfront condo awaits. Located in the heart of Kill Devil Hills, High Dunes Resort condos feature 2-Bedrooms and 2-Bathrooms, living room, expansive full kitchen with two bar stools, a dining...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

Leave of Absence

OCEANFRONT Frisco - Sandpiper Dr. - LEAVE OF ABSENCE leaves nothing to be desired. Starting with the private swimming pool, beach access, and calming 6-person hot tub, your vacation will be filled with fun and relaxation! When you enter the home...

  • Frisco
  • 7 Bedrooms
  • 7.5 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...

SURF AND SOUND

Carolina Designs presents SURF AND SOUND, a stunning 5-bedroom soundfront retreat in Corolla's exclusive Monteray Shores community. This tranquil haven sits on a large lot in a quiet cul-de-sac, offering the perfect escape with its private dock...

  • Corolla
  • 5 Bedrooms
  • 4.5 Bathrooms
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.