2026 Nags Head Sailing Tours Guide

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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...

R-6 | The Regency Condominium

04/24/2026 - New Stainless Steel Kitchen Appliances for 2026.Nicely decorated, bright and cheerful, second floor unit that features great Ocean Views, Covered Porch, and a Community Swimming Pool for your vacation enjoyment. Relax, take in the cool...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

CANT TAKE IT WITH YOU

Overview As the old saying goes, You Can't Take It With You, so you might as well enjoy it now! If you've been dreaming of an Outer Banks vacation, this is your sign to book the beach house and start your countdown. This home is...

  • Duck
  • 8 Bedrooms
  • 7.5 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

SOUTHERN COMFORT IN DUCK

This home is located in the heart of the Village of Duck, 500 yards from private beach access (with parking). Each of the six bedrooms is uniquely decorated and offers a private bath and deck. The private pool, keeps the whole family entertained...

  • Duck
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 13
8/22 - 8/29
$4,820  $5,569
$749 off
9/12 - 9/19
$3,596  $3,942
$346 off
9/19 - 9/26
$3,527  $3,942
$415 off
9/26 - 10/3
$3,527  $3,942
$415 off
10/3 - 10/10
$3,577  $3,942
$365 off
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...

184 | Sangria Splash

Great Views of the Ocean & Sunset Views over Roanoke Sound await you from this Awesome South Nags Head Estate. This Very Spacious, Luxuriously Decorated home has Many Special Features including a Private Swimming Pool, Hot Tub, & Huge Rec...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 16
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

803 | Aye Sea You

Private Swimming Pool, Hot Tub and Dog Friendly! New, larger TV's, shuffleboard table, foosball table, Virtual Pinball machine w/80 games, wall-mounted chess and checker game. This is an outstanding home with so much to offer! Situated in the...

  • Southern Shores
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
8/22 - 8/28
$2,995  $3,195
$200 off
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...

Let's Do Sunset

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.“Let’s Do Sunset” is the perfect name for this adorable cottage! Boasting a great pool area with Tiki Bar and sparkling pool, the sunset views...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

Eighty-Sea

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Enjoy the Quiet in South Nags HeadTake some time off at Eighty-Sea! This comfortable and convenient vacation rental is 1.5 miles south of the famous...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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.