2026 Nags Head Sailing Tours Guide

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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...

SH-2 | Solitude

The Summer House Cottages are a grouping of four identical homes situated on the shores of the Atlantic and are the perfect destination for your family, both immediate and extended. Located in serene South Nags Head these homes offer Ocean Views...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

6287 - Salt and Light

Always Included, complimentary linens and made beds! Salt and Light is a cozy 4 bedroom home in South Nags Head sure to feel like your home away from home with its ocean views and wrap around sun...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

School Daze WHL-62

Escape to this magnificent Corolla beach house located in the popular community of Whalehead Beach! Enjoy abundant amenities including a natural grass volleyball net and play area, a relaxing and inviting private 11x20 pool, and a hot tub. School...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
5/11 - 5/18
$2,465  $2,765
$300 off
5/17 - 5/24
$3,620  $3,920
$300 off
5/26 - 6/2
$3,620  $3,920
$300 off
6/1 - 6/8
$4,320  $4,620
$300 off
6/8 - 6/15
$5,461  $5,761
$300 off
6/22 - 6/29
$6,329  $6,629
$300 off
6/30 - 7/7
$6,329  $6,629
$300 off
7/12 - 7/19
$6,329  $6,629
$300 off
7/19 - 7/26
$6,329  $6,629
$300 off
7/28 - 8/4
$6,329  $6,629
$300 off
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...

7561 - Windfall

Always Included, complimentary linens and made beds! Windfall is a charming soundfront vacation rental located in Avon on Hatteras Island. This Hatteras Island rental features 4 bedrooms and 3...

  • Avon
  • 4 Bedrooms
  • 4 Bathrooms
Cosmo's Pizzeria in Corolla

Best Pizza in in Corolla since 1995! Cosmo’s Pizzeria has continued to be a family favorite on the northern Outer Banks for over 15 years. Outdoor dining, full bar, and specialty menu (including gluten-free pizza) are a few of our many...

Eagle's Landing

Located in Corolla/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomInspired by historic Charleston, South Carolina's timeless and sophisticated architecture, this luxury vacation getaway is located in Buck Island, one of the most esteemed private...

  • Corolla
  • 4 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...

5587 - The Sea's Embrace

Always Included, complimentary linens and made beds! Shhh! Do you hear that?! That is the sound of The Sea's Embrace! Located on the oceanfront just off the Beach Road and tucked in the heart of Nags...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

The Shark Shack 170

This home in Poteskeet Village is in the heart of Duck only 320 feet (approximately) to the beach access. Another wonderful feature about this home is that you can easily ride your bike to all of your favorite shops and restaurants in the Village of...

  • Duck
  • 4 Bedrooms
  • 2.5 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.