2026 Nags Head Sailing Tours Guide

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SUZIES SAND BOX

This charming oceanside beach cottage is the perfect house to spend some quality, family time together. Enjoy a private, wooded setting and a short walk to beach access with no main streets to cross. Build sand castles and lasting memories year...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
5/9 - 5/16
$1,106  $1,181
$75 off
5/16 - 5/23
$1,052  $1,181
$129 off
5/23 - 5/30
$1,143  $1,272
$129 off
5/30 - 6/6
$1,226  $1,410
$184 off
6/13 - 6/20
$1,510  $1,765
$255 off
6/20 - 6/27
$1,564  $1,765
$201 off
7/4 - 7/11
$1,690  $1,902
$212 off
7/11 - 7/18
$1,640  $1,902
$262 off
8/1 - 8/8
$1,721  $1,902
$181 off
8/8 - 8/15
$1,533  $1,649
$116 off
8/22 - 8/29
$1,291  $1,410
$119 off
8/29 - 9/5
$1,194  $1,272
$78 off
9/5 - 9/12
$1,194  $1,272
$78 off
9/12 - 9/19
$1,103  $1,181
$78 off
9/19 - 9/26
$1,103  $1,181
$78 off
9/26 - 10/3
$1,103  $1,181
$78 off
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...

5595 - Serendipity

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Discover Serendipity, a beautiful pet-friendly Nags Head home just a short stroll from the beach. This spacious...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

083 | Blissful Breeze

Your family will love the fantastic Semi-Oceanfront location, Outstanding Ocean Views, and Direct Private Access to the Beach! This Great Kitty Hawk vacation home offers Endless Ocean Views that are as good as most Oceanfront homes and is located...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 9
5/16 - 5/22
$1,695  $1,995
$300 off
6/13 - 6/19
$3,895  $4,295
$400 off
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...

Duck Chill Inn

Upgrades for 2025 included upgraded outdoor pool furnishings and TVs in all bedrooms. Located in Duck/ 7 Bedrooms | 7 Full Bathrooms | 2 Half BathroomsThis home will not disappoint with striking outdoor spaces, wide sun and shade decks and a...

  • Duck
  • 7 Bedrooms
  • 7 Bathrooms
Coastal Smoothie Cafe

At Coastal Smoothie Cafe, we have created a menu and atmosphere that is designed to be as unique as the northern shores of the Outer Banks. Our creations utilize fresh local produce when possible. There is nothing better than local NC strawberries...

This Is It

This is the perfect home to make lasting memories. Guests of all ages will appreciate the added convenience of the elevator, making every level easy to reach. The accessible bedroom with a roll-in shower offers thoughtful comfort for those with...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

493 | Just to Sea You

Oceanfront-Kitty Hawk. One bedroom plus Loft!Enjoy spectacular ocean and beach views from this upscale oceanfront home. Cozy and comfortable, "Just to Sea You" was recently renovated to like new condition, inside and out. No detail has been...

  • Kitty Hawk
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
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...

FUNNY DUCK

Kick back and relax in this charming beach cottage. Located a short walk to the beach and to the village of Duck with its wonderful shops and restaurants, you won’t have to drive again until it’s time to go home. While here, you will enjoy...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/31 - 6/7
$3,051  $3,443
$392 off
7/26 - 8/2
$4,446  $4,682
$236 off
8/2 - 8/9
$4,328  $4,682
$354 off
8/9 - 8/16
$4,164  $4,189
$25 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 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.