2026 Nags Head Sailing Tours Guide

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Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

Longview

SEMI-OCEANFRONT Waves - Sea Vista Dr. - LONGVIEW, located just across a peaceful side street from the beach offers roomy rooms, private swimming pool and plenty of deck space to stretch out and breathe in the sea air. Enter the home through a dry...

  • Waves
  • 5 Bedrooms
  • 5 Bathrooms
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...

Milo's Waves

Perched atop the highest dune in Ocean Sands Section D, MILO’S WAVES welcomes you with sweeping, unforgettable views of the Atlantic. Though tucked along the third row, the home provides remarkable 160 degrees of unobstructed coastline—views...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
8/31 - 9/7
$3,968  $4,182
$214 off
9/2 - 9/9
$3,724  $3,924
$200 off
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...

7158 - A Wave From It All

Always Included, complimentary linens and made beds! Welcome to A Wave From It All,  an enchanting oceanfront retreat nestled in the heart of Waves on Hatteras Island. This well-appointed oceanfront...

  • Waves
  • 6 Bedrooms
  • 6 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

BO DUCK

Bo Duck is a three bedroom Outer Banks rental located in the Ocean Dunes community of the town of Duck. This home is perfect for a small family vacation and is just 85 yards from the beach access. Enjoy the sunrise from the decks or walk down to the...

  • Duck
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
8/23 - 8/30
$1,969  $2,341
$372 off
8/30 - 9/6
$1,822  $2,058
$236 off
9/6 - 9/13
$1,698  $1,914
$216 off
9/20 - 9/27
$1,539  $1,678
$139 off
11/1 - 11/8
$1,325  $1,382
$57 off
11/8 - 11/15
$1,341  $1,382
$41 off
12/27 - 1/3
$1,366  $1,382
$16 off
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Dolphin Sunrise 324-A

Enjoy stunning ocean views and the ultimate beachside convenience at Dolphin Sunrise. Perfectly situated on the Beach Road at Milepost 5 ¾, this charming coastal retreat is just 50 feet from direct beach access with a lifeguard on duty—ideal for...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

053 | Sea Haven

Sea Haven is a comfortable, well equipped Kitty Hawk cottage, has a Private Swimming Pool, Ocean Views, and a great location that is within easy walking distance of the Beach (approximately 250 Ft. to White Street beach access). Nicely decorated...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 9
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Ocean Dream 190-B

Ocean Dream is a beautiful and well-maintained Georgetown Sands condo that has everything you and your family will need for your vacation. The kitchen was recently remodeled with stainless steel appliances, new cabinets and countertops. Everyone...

  • Duck
  • 2 Bedrooms
  • 2.5 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.