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...

170 | Beach Ya To It!

This Terrific Vacation Home is Very Comfortable, Fully Equipped, & Perfect for Families w/Children. Your group will enjoy the Private Swimming Pool surrounded by a large deck area & the Kiddie Pool is sure to be a hit w/the little ones...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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...

THE SUN ALSO RISES

This beautifully built, designer-decorated oceanside home offers all the amenities you need for a relaxing and enjoyable vacation. This home features an elevator, six bedrooms, five bathrooms and two half baths, private pool, hot tub (new for the...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
6/6 - 6/13
$5,378  $6,974
$1,596 off
6/27 - 7/4
$7,782  $8,981
$1,199 off
8/1 - 8/8
$7,782  $8,981
$1,199 off
8/29 - 9/5
$4,448  $5,206
$758 off
9/19 - 9/26
$3,715  $4,282
$567 off
10/10 - 10/17
$3,904  $4,282
$378 off
10/17 - 10/24
$2,769  $3,021
$252 off
10/24 - 10/31
$2,769  $3,021
$252 off
10/31 - 11/7
$2,769  $2,871
$102 off
11/7 - 11/14
$2,619  $2,871
$252 off
11/14 - 11/21
$2,619  $2,871
$252 off
11/28 - 12/5
$2,835  $2,871
$36 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...

5513 - Shell Cottage

Always Included, complimentary linens and made beds! This classic Outer Banks Oceanfront vacation home in Nags Head, with its wonderful combination of historic charm and modern conveniences, is a...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

Keystone Kottage

2026 Updates:  Upper Level En-Suite Bathroom will be completely redesigned with luxurious modern finishes! A perfect getaway, the recently upgraded Keystone Kottage is a 6-bedroom, and 4 full-bathroom home tucked away on a cul-de-sac lot backing...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
Roanoke Marshes Lighthouse

The Roanoke Marshes lighthouse is often one of the most overlooked of the Outer Banks lighthouses, simply because of its small stature, limited visibility and remote location tucked away at the quiet east end of the Manteo waterfront.

Sun Trippin'

Wake up to the sound of the waves and step directly onto the sand at Sun Trippin’, your oceanfront retreat in the sought-after community of South Nags Head. Tucked along a quiet, private gravel road, this Outer Banks vacation rental offers the...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

K4108 Shoes on the Beach at Beacon Villa...

Welcome to Shoes on the Beach at Beacon Villas by KEES Vacations! The first level of this gracious 4-bedroom vacation property is all about fun! Enter through the two-car carport and you're right in the den. This area boasts a seating group with a...

  • Corolla
  • 4 Bedrooms
  • 5 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

Dream of Jeanne

**Disclaimer: Home does not accommodate  Early Check In**  Dream of Jeanne is a beautifully decorated, spacious vacation home in Nags Head. Great location, just 60 yards to the beach access. When you're not at the beach, the 20x10 private pool and...

  • Nags Head
  • 5 Bedrooms
  • 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.