2026 Nags Head Sailing Tours Guide

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Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Ocean Pointe 189

It's not called Ocean Pointe for nothing! When only the best will do, bring the family to enjoy the sun, sea and sand in this beautiful, totally renovated beach-front home with breathtaking views of the Atlantic. Ten steps down from the lower deck...

  • Duck
  • 5 Bedrooms
  • 3.5 Bathrooms
Flip Flop Shops

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



6039 - Sun Kissed

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! This spacious semi-oceanfront home located in South Nags Head provides all of the amenities that are sure to appeal to...

  • Nags Head
  • 6 Bedrooms
  • 6.5 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...

Sea Site Heights

SEMI-OCEANFRONT – Resort Rodanthe, Unit 9B – Set your sights on a glorious beach hideaway at SEA SITE HEIGHTS, a two-bedroom/two-bathroom condo with painless access to the sandy shore of the Atlantic Ocean. Ideal for a modest family, this...

  • Rodanthe
  • 2 Bedrooms
  • 2 Bathrooms
Outer Banks Mall

Outer Banks Mall is a large outdoor shopping center featuring everything you need for sun, fun and shopping. Located at MP 14 in Nags Head, the large shopping center features a wide variety of food & beverage providers; everything from breakfast...

WJ-3AV | Windjammer - V

All new flooring, premium vynil plank on first level and carpet upstairs, for the 2026 season. Elevated Two Story Oceanfront Condo protected by large dune, views of ocean and Community Swimming Pool from upper level. Sturdy walkway to gazebo...

  • Nags Head
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 6
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

637 | The Jolly Way

The Jolly Way is a terrific Kitty Hawk Semi-Oceanfront home that features Outstanding Ocean Views, Private Swimming Pool, Hot Tub and a short walk to the Beach (only 50 Ft. to Beach Access at Byrd Street). This home is exceptional in every way from...

  • Kitty Hawk
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

HD-307 High Dunes 2 Bedroom Condo 307

Welcome to High Dunes Resort by KEES Vacations! Your oceanfront condo awaits. Located in the heart of Kill Devil Hills, High Dunes Resort condos feature 2-Bedrooms and 2-Bathrooms, living room, expansive full kitchen with two bar stools, a dining...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

1878 - Dolphin's Den

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Wake up to beautiful sunrises and go to sleep to the sound of crashing waves at Dolphin’s Den! Located in scenic...

  • Corolla
  • 3 Bedrooms
  • 3 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.