2026 Nags Head Sailing Tours Guide

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Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

294 | Dolphin Dreams

This nicely decorated family vacation home offers a quiet location, panoramic Ocean Views, and direct access to the Beach. Very comfortable and well equipped you'll love the convenience of being able to walk to the Ocean (375 yards from Ocean...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
6/7 - 6/13
$2,995  $3,195
$200 off
6/28 - 7/4
$4,195  $4,395
$200 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...

7675 - Sweet Caroline

Always Included, complimentary linens and made beds! Good times never seemed so good at Sweet Caroline! This Avon oceanfront home features easy beach access, community pool and tennis access, private...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

Emerald Point

SEMI-OCEANFRONT Rodanthe — Blue Sea Rd. — Finding that jewel of a vacation hideaway takes patience, but when you come upon EMERALD POINT, the effort is well worth it. With the Mirlo Beach boardwalk access next to the home, you are steps away...

  • Rodanthe
  • 7 Bedrooms
  • 6 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

All Hands On Deck

Now Boarding: An Awesome OBX VacationSet sail for a great family vacation rental with All Hands On Deck! Perfectly named for the crew you bring to make memories and unwind in the natural setting of Pine Island, Corolla. Located at Myrtle Pond and...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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...

MARIAH

Looking for a private escape? You will find it in Mariah, an exceptional, light-filled home in Chicahauk on one of Southern Shores most sought after streets. Lovely, live oaks offer privacy and seclusion, less than a ten-minute walk from the beach...

  • Southern Shores
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
5/31 - 6/7
$1,547  $1,727
$180 off
6/7 - 6/14
$1,695  $1,901
$206 off
6/14 - 6/21
$1,829  $2,046
$217 off
9/6 - 9/13
$1,417  $1,430
$13 off
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Sea Song II

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Enjoy partial ocean views, convenient beach access, and the quiet serenity of gazing over the preserved wetlands and distant shores. . .that is just a...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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...

K7106 Summer Nights 4 Bedroom Oceanside ...

Welcome to Summer Nights by KEES Vacations! New for 2026: Enjoy access to the exclusive Village Beach Club included with your stay! Are you ready to experience an amazing vacation on the Outer Banks? Summer Nights is sure to make that happen. With...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 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.