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...

BAREFEET RETREAT

Overview Memorable ocean views, popular amenities, and a spectacular location sets the stage for your next Outer Banks vacation when you reserve Barefeet Retreat! This beachfront estate has a soothing color palette, comfortable...

  • Nags Head
  • 9 Bedrooms
  • 6.5 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

1879 - Beau's Sandcastle

Always Included, complimentary linens and made beds!  Relax and enjoy! Beau's Sandcastle offers rare unobstructed ocean views and borders a nature preserve and is convenient to the beach. After you...

  • Corolla
  • 5 Bedrooms
  • 5.5 Bathrooms
Flip Flop Shops

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



389 | Big Red

This great Kitty Hawk vacation home has an Elevator, Private Swimming Pool, Hot Tub, and a wide range of features that will ensure an outstanding Outer Banks Vacation! Fantastic Ocean Views and just steps to the Beach. Three Luxurious Levels...

  • Kitty Hawk
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

Ocean Island

Located in Duck/ 5 Bedrooms/ 3 Full Bathrooms/ 2 Half BathroomsSavor your own private Ocean Island at this well-appointed Oceanfront home! Your search for seclusion, tranquility and relaxation is over with this home. From the striking ocean and...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
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...

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
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

Sound Therapy

SOUNDSIDE Avon — Kinnakeet Shores — Let nature take its course at SOUND THERAPY and wrap you in the peaceful beauty of Pamlico Sound, home to one of the best kiteboarding and windsurfing spots on the East Coast. With seven decks offering...

  • Avon
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

Oceans 22

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Oceans 22 welcomes you with a coastal traditional flair, amazing spaces for cooking, relaxing, and playing, your own private pool, hot tub, and...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
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.