2026 Nags Head Sailing Tours Guide

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Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Wildwind

SOUNDFRONT Avon - South Albacore Ln. - One of Avon's most trendy windsports homes. The first level has 3 bedrooms, a full bath with walk in shower, and soundfront game room with foosball table, seating area with 55" Intelligent TV and pretty sound...

  • Avon
  • 3 Bedrooms
  • 2 Bathrooms
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...

Summerwinds

SOUNDFRONT Rodanthe - Cross of Honor Way - Wind and watersport enthusiasts take note! This alluring home has a private boardwalk that leads you to your own private sandy soundfront beach and launch. Choose from four comfortable and warmly decorated...

  • Rodanthe
  • 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...

Owens

Owens is a stunning oceanfront retreat featuring 12 luxurious bedrooms within the Exclusive Pine Island Limited Community in Corolla. This home combines sophisticated elegance with peaceful surroundings, as it is thoughtfully nestled next to the...

  • Corolla
  • 12 Bedrooms
  • 13 Bathrooms
Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

Sun Byrne

This charming classic Nags Head beach cottage captures the essence of a true Outer Banks getaway. Ideally situated just three houses from the shore, you’ll enjoy effortless access to the wide, sandy beaches of South Nags Head—no streets to...

  • Nags Head
  • 3 Bedrooms
  • 1 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

Knot 4 Sail

Located in Corolla / Oceanside 6 Bedroom / 5.5 Bathroom luxury home in Corolla Light Resort – elevator, heated pool (fee), tiki bar, vistas, intelligent home. This Oceanside 6 bedroom, 5.5 bath luxury intelligent-home is located in the Corolla...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

SHIPSHAPE

Rising new above the Nags Head oceanfront for summer 2027, ShipShape from Carolina Designs pairs nine bedrooms with nine private baths, an elevator serving all three levels, a private in-home theater, and a recreation room. Outside, a 26 x 14...

  • Nags Head
  • 9 Bedrooms
  • 10 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...

A SHORE DELIGHT

“A Shore Delight” is the ideal vacation spot - lots of space, sits on a high corner lot providing gorgeous ocean views on every level, lovely décor, less than 500 feet to beach access.Level 1:Recreation room with pool table, flat screen TV...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
10/10 - 10/17
$2,983  $3,600
$617 off
10/17 - 10/24
$2,432  $2,912
$480 off
10/24 - 10/31
$2,432  $2,912
$480 off
10/31 - 11/7
$2,432  $2,762
$330 off
11/7 - 11/14
$2,282  $2,762
$480 off
11/14 - 11/21
$2,385  $2,762
$377 off
11/28 - 12/5
$2,573  $2,762
$189 off
12/5 - 12/12
$2,470  $2,762
$292 off
12/12 - 12/19
$2,590  $2,762
$172 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.