2026 Nags Head Sailing Tours Guide

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Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Prevailing Wind

SEMI-SOUNDFRONT Salvo - Otter Way - Prevailing Wind Drive up to this cavernous beauty, park under the home, enter through the all-weather entrance, and get ready to appreciate. The first level features a game room with pool table and wet bar with...

  • Salvo
  • 7 Bedrooms
  • 6.5 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...

Sea Watch 380-A

Located just 50 feet from the beach, this unique property is offered for only a limited number of weeks. It's quick and easy to go back and forth between Sea Watch and the beach throughout the day. The reverse floor plan with double porches and...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Flamingo

Escape to Flamingo, a bright and cheerful beach cottage where relaxation meets fun. Just minutes from the sand, this pet-friendly retreat invites you to unwind by your private pool, savor breezy evenings on the deck, and create unforgettable...

  • Nags Head
  • 3 Bedrooms
  • 3 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...

K7028 Island Enchantment

Welcome to Island Enchantment by KEES Vacations! New for 2026: Village Beach Club family pass included with your stay! Prepare for an extraordinary escape to the beautiful Outer Banks with Island Enchantment, a brand-new 24-bedroom pet-friendly...

  • Kill Devil Hills
  • 24 Bedrooms
  • 25 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Krazy 4 Shore

Located in Avon | 4 Bedrooms | 2 Full BathroomsTiki bar with constructed-in swings, firepit, horseshoes, and yard connect four!Krazy 4 Shore is your ideal oceanside beach home! Centrally located in the heart of Avon, on a peaceful cul-de-sac, you...

  • Avon
  • 4 Bedrooms
  • 2 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...

Just Napping

Located in Corolla / 8 Bedrooms/ 8 Full BathroomsThis oceanside vacation home offers something for everybody in the family!  You toughest decision of the week may be whether to splash around in the pool, relax in the hot tub, take a fast walk to...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

A Beach Ball

This Semi-oceanfront home has plenty of room to gather and enjoy the company of family and friends, featuring 8 bedrooms, including four master suites, 7 full and 1 half baths, 2 living areas and a rec. room. Enjoy ocean views, multiple furnished...

  • Corolla
  • 8 Bedrooms
  • 7 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.