2026 Nags Head Sailing Tours Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Casablanca

OCEANFRONT Avon - NC Highway 12 - Of all the gin joints, in all the towns, in all the world, CASABLANCA is the oceanfront property you want to walk into. A pet-friendly vacation home with a private boardwalk to the beach, this 5-bedroom/5-bath...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Driftwood

OCEANFRONT Avon - Beachcomber Drive - Consider this beach treasure a while and your mind will start its journey. Watch the colors of sunrise or a graceful formation of pelicans from this striking setting. Lots of decking, well appointed...

  • Avon
  • 4 Bedrooms
  • 3 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...

K6104 Feeling Tip Sea at Carolina Shores

Welcome to Feeling Tip Sea by KEES Vacations! LIMITED TIME ONLY: Feeling Tip Sea is offering FREE pet stays! Full of modern style, amenities, and amazing proximity to the ocean, you will fall in love with Feeling Tip Sea! Here is where you can...

  • Nags Head
  • 6 Bedrooms
  • 8 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...

The Salty Piper

The Salty Piper is a coastal haven nestled in Section F of Ocean Sands, Corolla's vibrant community. With its bright and inviting interior, comfortable furnishings, and modern kitchen, it promises a delightful retreat. Step onto the spacious top...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

Raven's Nest 425-A

Welcome to Raven’s Nest, centrally located just a short walk from the beautiful beaches of Nags Head, as well as many restaurants, activities, and more! This 3-bedroom oceanside home offers plenty of space, with a large top level living area with...

  • Nags Head
  • 3 Bedrooms
  • 3 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...

Gracious Tides 163-B

Welcome to Gracious Tides, a gorgeous oceanfront home in Duck offering unsurpassed ocean and sunrise views! Don't be surprised if you feel an instant connection with this beautiful cottage, with gorgeous hardwood floors and a sweet personality all...

  • Duck
  • 4 Bedrooms
  • 4 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 HARRISS COTTAGE NAGS HEAD

Come and experience “Old Nags Head” style and charm in this classic, oceanfront home. “The Harriss Cottage Nags Head” has nice furnishings and kitchen with stainless steel appliances. Located in the heart of Nags Head next to the “Old...

  • Nags Head
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 15
9/26 - 10/3
$4,765  $5,824
$1,059 off
10/3 - 10/10
$4,765  $5,824
$1,059 off
10/10 - 10/17
$4,765  $5,824
$1,059 off
10/17 - 10/24
$3,944  $4,650
$706 off
10/24 - 10/31
$4,032  $4,650
$618 off
10/31 - 11/7
$4,032  $4,500
$468 off
11/7 - 11/14
$3,882  $4,500
$618 off
11/14 - 11/21
$4,094  $4,500
$406 off
11/28 - 12/5
$4,152  $4,500
$348 off
12/5 - 12/12
$4,294  $4,500
$206 off
12/12 - 12/19
$4,341  $4,500
$159 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.