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...

Mystic OCS-12

Come and relax in this oceanside house in South Nags Head at milepost 20.5. You only have to stroll about 400 feet to be able to mark your spot on beach to catch some rays. The house is set up perfectly for your family vacation with a wonderful yard...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

AFTER DUNE DELIGHT

"After Dune Delight" is a bright and open home with cathedral ceilings on the upper level to create plenty of open space!  Enjoy the sunshine and warmth from the top level sun deck as you watch the family splash around in the large private pool...

  • Southern Shores
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
9/27 - 10/4
$2,084  $2,375
$291 off
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...

A Key To Paradise

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Your OBX UtopiaLooking for A Key to Paradise? Consider it found at this lovely family home located by the lake in Ocean Lakes, Corolla. You will find a...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
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...

Family Farm VNH-11

This beautiful home has something for everyone, guaranteed to keep the gang entertained all week long. With its awesome amenities, great location and proximity to local attractions, this home offers everything you could ask for in a vacation home...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
9/26 - 10/3
$1,852  $2,052
$200 off
10/3 - 10/10
$1,769  $1,969
$200 off
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...

Island Time Paradise

SOUND FRONT Buxton — NC HWY 12 — That dream of gathering your extended family or closest friends for a hideaway that forges forever memories? It’s time. In fact, it’s ISLAND TIME PARADISE, an eight-bedroom/eight- and three-half-bath home...

  • Buxton
  • 8 Bedrooms
  • 9.5 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

7677 - Weathering Heights

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW LOOK IN 2025: The entire house has been painted blue. New deck, windows, and siding on the North and West sides...

  • Avon
  • 6 Bedrooms
  • 6 Bathrooms
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...

PIRATES COVE

Minutes away from Duck, charming, family-oriented vacation home located on a quiet cul-de-sac with walkway to the beach. House is tastefully decorated, and well-maintained.Level 1:4 bedrooms: King bedroom with private bathroom and TV; 2 with Queens...

  • Southern Shores
  • 5 Bedrooms
  • 3.5 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.