2026 Nags Head Sailing Guide

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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...

A SENSE OF PORPOISE

Major Renovations for 2026 include: brand new kitchen, remodeled baths and new LVP flooring in main living areas! Discover your ultimate Outer Banks escape at “A Sense of Porpoise,” a beautifully appointed oceanfront retreat tucked away in the...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
10/3 - 10/10
$2,662  $3,408
$746 off
10/10 - 10/17
$2,726  $3,408
$682 off
10/17 - 10/24
$2,544  $3,075
$531 off
10/24 - 10/31
$2,544  $3,075
$531 off
11/28 - 12/5
$2,773  $2,924
$151 off
12/5 - 12/12
$2,659  $2,924
$265 off
12/12 - 12/19
$2,716  $2,924
$208 off
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

JUST DUCK INN

Colony By The Sea - There’s something for everyone here, with access to extensive community amenities. A relaxing vacation awaits you at this well-appointed, semi-oceanfront condo with beautiful ocean views. The cheerful decor of this unit makes...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

CASUAL ELEGANCE

A private home theater, a rec room, a 29 x 13 private pool, and a hot tub deck make Casual Elegance, a 7-bedroom Southern Shores retreat from Carolina Designs, a home where the fun never pauses, all just 322 yards from the beach access on a...

  • Southern Shores
  • 7 Bedrooms
  • 6.5 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

NO WORRIES

Seven tiered theater seats face a projection screen with surround sound in the dedicated home cinema at NO WORRIES, a 7-bedroom Corolla retreat from Carolina Designs. Add a recreation room with wet bar, an elevator, a 24 x 12 private pool and...

  • Corolla
  • 7 Bedrooms
  • 6.5 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



604 | Time Out

Bright, modern décor and an excellent Oceanside location make this recently updated home in Duck home a great vacation choice. "Time Out" offers many features including hardwood floors, tiled baths, gourmet kitchen w/island bar, covered porch, sun...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

5391 - A Change in Attitude

Always Included, complimentary linens and made beds! Welcome to A Change In Attitude, your perfect vacation home nestled in the heart of Kill Devil Hills! This charming coastal retreat offers the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
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...

THE TIPSY TURTLE

Eight king beds, nine full baths, and an exercise room hint at the scale of THE TIPSY TURTLE, a brand new oceanfront Carolina Designs vacation rental in Nags Head. Over 4,900 square feet of interior space holds nine bedrooms, a home theater...

  • Nags Head
  • 9 Bedrooms
  • 10 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.