2026 Nags Head Sailing Tours Guide

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Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Sandy Lane VOH-15

Located in the prestigious community of Villages at Ocean Hill, Sandy Lane is situated in a quiet cul-de-sac with a direct easement to the beach access just 750' away. You'll love the gorgeous ocean view from this spacious (approximately 3700 sq.ft...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Casa Lala SS-159

There are beach houses, and then there is Casa Lala. A custom-built, professionally designed oceanfront estate in the heart of Southern Shores, one of the Outer Banks' most prestigious and family-beloved communities, Casa Lala is the rare vacation...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
10/23 - 10/30
$4,805  $5,105
$300 off
11/13 - 11/20
$4,194  $4,494
$300 off
11/27 - 12/4
$4,194  $4,494
$300 off
12/4 - 12/11
$4,194  $4,494
$300 off
12/11 - 12/18
$4,194  $4,494
$300 off
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...

AAH-de-DAH 463

Come and enjoy AHH-de-DAH! This 3 bedroom, 3 bathroom cottage in Nags Head will steal your heart! With its classic Outer Banks vacation home feel, this will be a place your family can make memories that will last a lifetime. You will be ecstatic...

  • Nags Head
  • 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...

HANKS HIDEAWAY

“Hank’s Hideaway” is a classic, coastal cottage, located just 341 yards to a community beach access. This oceanside home offers something for everyone, including an open great room, a recreation room, private pool, hot tub and expansive...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
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...

SOLMATE 568

Magnificent ocean views are yours in this oceanfront paradise! SOLMATE is a fully equipped property with beautiful decor, a large recreation room with a pool table and a kitchenette with a full-size refrigerator, a private pool, and hot tub. The...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

Jockey's Ridge Haven

Welcome to Jockey’s Ridge Haven, a spacious semi-oceanfront retreat designed for memorable Outer Banks vacations with family and friends. Perfectly located in the heart of Nags Head near Mile Post 13, this home offers sweeping ocean views, sunset...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

DAISY DUCK

Welcome to "Daisy Duck" – Your Ideal Beach Retreat in Schooner RidgeThis semi-oceanfront home is nestled in the heart of the charming Schooner Ridge community, and offers everything you need for a relaxing and memorable Outer Banks vacation. Just...

  • Duck
  • 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
10/17 - 10/24
$2,067  $2,563
$496 off
10/24 - 10/31
$2,067  $2,563
$496 off
10/31 - 11/7
$2,067  $2,412
$345 off
11/7 - 11/14
$1,917  $2,412
$495 off
12/5 - 12/12
$1,917  $2,412
$495 off
12/12 - 12/19
$2,039  $2,412
$373 off
12/26 - 1/2
$2,287  $2,412
$125 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.