2026 Nags Head Sailing Tours Guide

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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...

5553 - Tradewinds 6

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: New floors in the bottom floor and 2 bathrooms. New decorations and bedding added this year along with...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

The Dream

Upgrades for 2026 include an upgraded theater room and a new beach walkway!Located in Corolla / 17 Bedrooms / 12 Full Bathrooms / 2 Half BathroomsAccessible by 4x4 car only! Come live "The Dream" in this 17-bedroom home with vistas of both the...

  • Corolla
  • 17 Bedrooms
  • 12 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

BEYOND SIMPLICITY

Located one mile from the Village of Duck. Guests are just a few steps from the community tennis courts and pool. Enjoy crabbing/sunset on the (gated) sound side, or take a short walk to the ocean. After a day of fun in the sun, take a short walk on...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
9/20 - 9/27
$1,859  $2,251
$392 off
9/27 - 10/4
$1,875  $2,251
$376 off
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...

Irish Tides

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Relaxed Corolla Living at Its BestWelcome to Irish Tides, a thoughtfully maintained coastal retreat tucked into the heart of Corolla Light Resort—one...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
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...

7568 - Pink Flamingo

BEACH GEAR RENTAL INCLUDED IN 2027! Always Included, complimentary linens and made beds! Welcome to Pink Flamingo, a pet friendly 4 bedroom, 3.5-bathroom Outer Banks vacation rental in Avon on...

  • Avon
  • 4 Bedrooms
  • 4 Bathrooms
Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

Moonrise Kingdom 395

No detail has been overlooked at Moonrise Kingdom, a custom-crafted oasis just steps from the beach in Kill Devil Hills. This property offers captivating ocean views, a peek of the Wright Brothers’ Memorial, 4 oversized king suites, an elevator...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

CARIBBEAN PARADISE

A wall of accordion-style retractable doors opens the great room to the horizon at CARIBBEAN PARADISE, a 16-bedroom oceanfront retreat from Carolina Designs in Kill Devil Hills. A private pool, two poolside hot tubs, and a dune top gazebo keep...

  • Kill Devil Hills
  • 16 Bedrooms
  • 17 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.