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...

THE SNAIL SHELL

Enjoy the privacy and convenience of Southern Shores! Enjoy beautiful ocean views and only 100 yards to a beach access! Spacious, updated kitchen and living area. Beautiful hardwood and tile floors throughout. 800 plus square feet rec room and pool...

  • Southern Shores
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
9/12 - 9/19
$3,597  $4,140
$543 off
9/19 - 9/26
$3,597  $4,140
$543 off
9/26 - 10/3
$3,597  $4,140
$543 off
10/3 - 10/10
$3,597  $4,140
$543 off
10/10 - 10/17
$3,597  $4,140
$543 off
10/24 - 10/31
$3,159  $3,626
$467 off
10/31 - 11/7
$3,159  $3,475
$316 off
11/7 - 11/14
$3,009  $3,475
$466 off
11/14 - 11/21
$3,187  $3,475
$288 off
11/28 - 12/5
$3,187  $3,475
$288 off
12/5 - 12/12
$3,231  $3,475
$244 off
12/12 - 12/19
$3,364  $3,475
$111 off
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

404 | Obxcited

At almost 5,000 square feet this spacious and thoughtfully designed home takes full advantage of the sweeping vistas of the surrounding coastal environment and has ocean views from every room. Enjoy the dunes covered w/sea oats, swaying in the...

  • Southern Shores
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
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...

PLAY ALL DAY

Just five lots back from the beach this home is an easy 175 yard walk to the beach access with no streets to cross. Smart (Streaming) TVs in all rooms to provide all with private space. Located between the Harris Teeter shopping center and the...

  • Corolla
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
9/20 - 9/27
$2,218  $2,706
$488 off
9/27 - 10/4
$2,265  $2,706
$441 off
10/4 - 10/11
$2,265  $2,706
$441 off
10/11 - 10/18
$2,265  $2,706
$441 off
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

Chez Shea

Located in Southern Shores / 5 Bedrooms / 4 Full Bathrooms / 2 Half BathroomLocation, Location, Location! Charming, warm, cozy and comfortable semi- oceanfront home with handsome ocean vistas and beach access directly across the dead-end street...

  • Southern Shores
  • 5 Bedrooms
  • 4 Bathrooms
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...

Knot A Care

The family will enjoy relaxing in the five person hot tub or taking a dip in the pool (14'x30') after a long day at the beach. On those rare rainy days, the kids will love hanging out in the game room and playing a few games of pool.  While staying...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
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...

7678 - Drumstick

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  Located just steps away from the spacious beaches of Hatteras Island lies Drumstick! This 6-bedroom, 5.5-bathroom...

  • Avon
  • 6 Bedrooms
  • 6 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Sandpiper 365

This charming, three-bedroom home sits close to the heart of Kill Devil Hills at milepost 8. With its great location, this home is close to the Wright Brothers National Memorial, Jockey's Ridge State Park, local fishing piers, and many local...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 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.