2026 Nags Head Sailing Tours Guide

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Family Water Adventures

Shelling, Snorkeling, Paddle Boarding, Eco Tours & Light Fishing. Guided family adventure trips on Hatteras Island, NC. We take your group to multiple tidal islands along the Cape Hatteras seaside. These islands are constantly changing and...

EXTA SEA

Overview Located on the oceanfront, in the quintessential beach town of Nags Head, Exta Sea is an amazing option for your next Outer Banks vacation. Offering two rec rooms and a theater, nine bedrooms, all with a connected bathroom...

  • Nags Head
  • 9 Bedrooms
  • 10 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...

ATLANTIC SHANTY

Welcome to your Outer Banks vacation home away from home! This quaint and inviting home is wallet friendly and perfect for your family vacation. The juniper walls and ceilings create a cozy atmosphere and give this home a classic feel. The large...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2/13 - 2/20
$871  $1,018
$147 off
2/20 - 2/27
$871  $1,018
$147 off
2/27 - 3/6
$871  $1,018
$147 off
3/6 - 3/13
$871  $1,018
$147 off
3/13 - 3/20
$871  $1,018
$147 off
3/20 - 3/27
$871  $1,018
$147 off
3/27 - 4/3
$1,053  $1,169
$116 off
4/3 - 4/10
$1,132  $1,169
$37 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...

Roanoke WHL-821

Discover the ideal Corolla retreat at Roanoke, a charming vacation rental home tailored for your small family. Boasting splendid views and convenient beach access, this cozy abode offers all the amenities of larger homes. Immerse yourself in...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Dot's Dream

A truly charming, historic (built in 1947), oceanfront beach house -the perfect backdrop for family memories year after year! Come stay and experience your worries soothed by the salt air and cozy comforts of home! Centrally located just steps from...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

Don't Be Shellfish 161-A

Relax in luxury at Don't Be Shellfish, a stunning oceanfront vacation home! Be the lucky one to experience all of the endless amenities in this custom-built home, conveniently located in the quaint Village of Duck, near shopping, restaurants, local...

  • Duck
  • 6 Bedrooms
  • 6.5 Bathrooms
4/28 - 5/5
$7,728  $8,728
$1,000 off
5/6 - 5/13
$6,890  $7,890
$1,000 off
5/14 - 5/21
$7,078  $8,078
$1,000 off
5/17 - 5/24
$7,137  $8,137
$1,000 off
5/29 - 6/5
$10,147  $11,147
$1,000 off
5/30 - 6/6
$6,947  $7,947
$1,000 off
6/7 - 6/14
$7,868  $8,868
$1,000 off
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

489 | Carolyn's Cottage

"Carolyn's Cottage" is a comfortably furnished beach home located in the heart of Nags Head & is a great choice for your family get-a-away to the OBX. Constructed w/ the traditional H-floor plan w/ two bedrooms & each side that share a hall...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

THE BU

Located just 60 feet to the beach with no roads to cross!  Get an ocean view from almost any room in the house for a semi-oceanfront price! The ground level of the home features a huge rec room with pool table and table tennis conversion top...

  • Nags Head
  • 4 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.