2026 Nags Head Sailing Guide

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Events
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Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

18S-B | Eighteen South B- South Ocean Br...

This Outstanding Oceanside Townhouse offers Great Ocean Views and is just steps to the Beach; Closer than most Oceanfront homes w/No Roads to Cross. Located in the Eighteen South Townhouse Complex this unit is spacious, well appointed, and nicely...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
8/1 - 8/7
$3,995  $4,595
$600 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...

126 | Kegs

Keg’s is an Oceanfront Retreat and the perfect destination for your Outer Banks getaway! Just steps from the beach, this beautiful home offers everything your family needs for a memorable vacation. Spend your days swimming in the ocean or...

  • Nags Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
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...

Beach Box

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Fresh, Fun, and Well-KeptBeach Box offers a fresh, comfortable retreat with a modern coastal flair, perfect for families or friends looking to relax...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Pierside Retreat 486

An unforgettable oceanfront experience awaits! Just north of the iconic Nags Head Pier, this spacious 6-bedroom, 5.5-bathroom home offers breathtaking ocean views and an unbeatable location. Pierside Retreat blends comfort and style for the perfect...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

SALTY PAUSE IN SOUTHERN SHORES

Vacation paradise on the sound side in Southern Shores, NC awaits! Easy walk to Ocean or Sound from this well-appointed, updated gorgeous beach home! Electric Vehicle Charger in the carport. 24 rooftop solar panels and geothermal heating and...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
8/9 - 8/16
$3,453  $4,065
$612 off
8/23 - 8/30
$2,963  $3,398
$435 off
8/30 - 9/6
$2,588  $2,956
$368 off
9/13 - 9/20
$2,215  $2,416
$201 off
9/20 - 9/27
$2,201  $2,416
$215 off
9/27 - 10/4
$2,115  $2,416
$301 off
10/4 - 10/11
$2,115  $2,416
$301 off
10/11 - 10/18
$2,316  $2,416
$100 off
10/18 - 10/25
$1,896  $1,974
$78 off
10/25 - 11/1
$1,896  $1,974
$78 off
11/1 - 11/8
$1,745  $1,823
$78 off
11/8 - 11/15
$1,801  $1,823
$22 off
12/27 - 1/3
$1,807  $1,823
$16 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...

1618 - Dune Buggy

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: Poolside propane grill station and new mattresses in select bedrooms. Recent renovations include a new...

  • Corolla
  • 6 Bedrooms
  • 6.5 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...

It's About Time 107-C

It’s About Time you found your new favorite vacation home in the charming, family-friendly town of Duck!The top level of It’s About Time boasts a great room with vaulted ceilings and a comfortable living area with a sectional sofa, a TV, and a...

  • Duck
  • 5 Bedrooms
  • 5.5 Bathrooms
8/30 - 9/6
$3,323  $4,597
$1,274 off
9/13 - 9/20
$3,318  $4,291
$973 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.