2026 Nags Head Sailing Tours Guide

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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...

Sunset Bay CHA-05

Come to the quiet, relaxing beaches of South Nags Head and you will find that Sunset Bay is aptly named. Located on a safe, child-friendly cul-de-sac overlooking the Cape Hatteras National Seashore which offers miles of nature, outrageous sunsets...

  • Nags Head
  • 4 Bedrooms
  • 3.5 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...

AMES

Do you like ocean views? Then you’ll love this Outer Banks vacation rental! Ames offers beautiful ocean views from its many windows. This charming beachfront home is open and bright with its cathedral ceilings and open floor plan. There is plenty...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
10/10 - 10/17
$2,624  $2,845
$221 off
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...

Cara Lina

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Make a point to see why “Cara Lina” is on our mind! This captivating beach property with easy access to the beach will melt away your stress and...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

A Dune Deal

Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomCheck out "A Dune Deal", an beautiful, well maintained and refreshed oceanside, 5 bedroom, 4.5 bath, vacation home close to the Sturgeon beach access! This property features a...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

Oh Behave!

SEMI-OCEANFRONT Avon — Greenwood Pl. — What’s better than a million dollars? A priceless family vacation at OH BEHAVE!, a pristine five-bedroom/four-full and two-half-bath home. Oh Behave! is located just steps away from the beach boardwalk...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

The Right Bite

Located in Corolla/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomAppreciate Corolla Light in this cozy villa located within walking distance to shopping, community amenities and the ocean!Ground Level: Outside amenities include an outside shower...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
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...

THE CROWN JEWEL

Overview Relax, rejuvenate, and receive the royal treatment during your next vacation. The Crown Jewel estate tells the story of coastal elegance, combining its prime Kill Devil Hills oceanfront location with a dreamlike list of...

  • Kill Devil Hills
  • 12 Bedrooms
  • 13 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.