2026 Nags Head Sailing Tours Guide

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Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Turtle-ly Beachin'

Turtle-ly Beachin' – Walk to the Beach & Sound in the Heart of Kill Devil Hills Escape to Turtle-ly Beachin', a comfortable 3-bedroom, 3-bath vacation home perfectly located at Mile Post 6 in Kill Devil Hills. Just 150 yards (less than a...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Turquoise Tides

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.A great beach hide-a-way in quiet Ocean Crest of Duck Village will melt away your stress and bring your family together for an outstanding beach...

  • Duck
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

ANCHOR AWEIGH

Let your Vacation begin at “Anchor Aweigh” located in the beautiful Chicahauk neighborhood, including private beach access parking, bike and walking paths and Trinite Park featuring tennis courts, a playground and bocce ball court. This property...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

Spoiled Spouse 517

Nestled in the peaceful setting of South Nags Head, Spoiled Spouse is an oceanfront retreat made for easy coastal living, with beautiful views, direct beach access, and plenty of space to unwind.Exciting updates are underway for 2027, including a...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
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...

AQUADUCK

Aquaduck is a well-maintained, Oceanside home in Duck with an easy walk to the ocean and sound. Enjoy sound views from the large, western-facing decks or relax in the lovely pool and picnic area in the backyard. Take a short stroll to the beach and...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Jockey's Ridge State Park

Jockey's Ridge State Park is an unmistakable landmark for Nags Head vacationers and virtually everyone passing through along the main beach bypass, US 158. This park is marked by its towering sand dunes, which reach 80' - 100' feet tall and look...

Stuck In The Sand 90-J

Located in the Ocean Sands community, Stuck in the Sand is the perfect cottage for your getaway at the beach. Swim in the pool (12'x29'), soak in the hot tub, walk to the beach or play pool in the game room. Stuck in the Sand is conveniently located...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

456 | Peaceful Easy Feeling

Peaceful Easy Feeling is a beautifully maintained family retreat located in a quiet, sound side neighborhood in Kitty Hawk, less than a mile from the beach and ideal for both relaxation and adventure. Welcoming up to Two Mature Dogs(pet fees...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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.