2026 Nags Head Sailing Guide

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Events
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Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Ipanema Waves

SEMI-OCEANFRONT – Sea Vista Dr. – It’s a tall order to experience a 360-degree view of Hatteras Island, but IPANEMA WAVES pulls it off with three levels of elevated design and perspective, revealing ocean to sound vistas that will take your...

  • Waves
  • 6 Bedrooms
  • 6.5 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



1327 - Seaglass Retreat

Always Included, complimentary linens and made beds! Nestled in the heart of Corolla, Seaglass Retreat offers the perfect blend of coastal comfort and relaxed beachside living. Thoughtfully designed...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
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...

5799 - Tambor by the Sea

Always Included, complimentary linens and made beds! Picturesque ocean sights and comfortable seaside living are up ahead at Tambor by the Sea. This charming 4 bedroom home is located on the dreamy...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

HARTS DESIRE II

Secluded, Oceanside home located on Circle Drive pond front. Fish, feed the turtles, or just enjoy the view from the rear deck. A short 280 foot walk to two beach accesses with no major roads to cross. Easy access to dining and shopping in Duck...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
9/18 - 9/25
$1,237  $1,498
$261 off
9/25 - 10/2
$1,237  $1,498
$261 off
10/2 - 10/9
$1,237  $1,498
$261 off
10/16 - 10/23
$1,179  $1,251
$72 off
11/6 - 11/13
$1,029  $1,101
$72 off
11/13 - 11/20
$1,041  $1,101
$60 off
11/27 - 12/4
$1,066  $1,101
$35 off
12/4 - 12/11
$1,029  $1,101
$72 off
12/11 - 12/18
$1,029  $1,101
$72 off
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

186 | Rum Cove

This is an outstanding, beautifully decorated home offers wonderful Ocean to Sound Views and is located just steps from the Beach (Only 60 ft. to Beach Access directly across Beach Road). Loaded with a wide variety of amenities, this modern beach...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

The Flying Tiger Inn

Watch the dolphins play as the sun rises each morning over the "Flying Tiger Inn." Enjoy the panoramic oceanfront views from inside the beach house or from the spacious oceanfront decks, the highest in the vicinity. Over the dune and down the stairs...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

K5303 Westside Inn on Roanoke Island

Welcome to Westside Inn on Roanoke Island by KEES Vacations! Beautiful landscaping, quiet atmosphere, and remarkable wide-open views of Croatan Sound. Westside Inn provides the perfect intimate waterfront setting for your wedding or other special...

  • Manteo
  • 5 Bedrooms
  • 4 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.