2026 Nags Head Sailing Tours Guide

Outer Banks Map
Carova Corolla Duck Southern Shores Kitty Hawk Kill Devil Hills Manteo Nags Head Wanchese Rodanthe Waves Salvo Avon Buxton Frisco Hatteras Ocracoke
Events
(More Events)
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Cloud Nine

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Cloud Nine is a semi-oceanfront retreat in the heart of Nags Head, designed to provide the ultimate Outer Banks getaway. This spacious 8-bedroom home...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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...

SUNNY DAZE

Many renovations in 2024 including new LVP flooring on Level 1, updated bedrooms and baths, and new decor touches throughout. New LVP and carpet on L2 and L3 in 2023. Sunny Daze is a fabulous seven bedroom oceanside home with an open floor plan and...

  • Nags Head
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
8/22 - 8/29
$4,983  $5,211
$228 off
8/29 - 9/5
$4,494  $4,697
$203 off
9/19 - 9/26
$3,701  $3,867
$166 off
9/26 - 10/3
$3,350  $3,497
$147 off
10/3 - 10/10
$3,350  $3,497
$147 off
10/10 - 10/17
$3,350  $3,497
$147 off
10/17 - 10/24
$3,006  $3,135
$129 off
10/24 - 10/31
$3,006  $3,135
$129 off
11/7 - 11/14
$2,893  $2,985
$92 off
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

5813 - Crowe's Nest

Always Included, complimentary linens and made beds!  THIS IS A PET FREE HOME. Escape to the ultimate beachside retreat at this spacious 6-bedroom, 5.5-bathroom home nestled in South Nags Head...

  • Nags Head
  • 6 Bedrooms
  • 6.5 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...

Memory Maker

If you’re searching for the Outer Banks vacation rental home with everything that you could possibly need to make the vacation of a lifetime, Memory Maker is the ideal place for a barrier island escape. This oceanfront estate located in the...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

SEA FOREVER

Overview You can Sea Forever from this delightful seven bedroom oceanside beach home in section F of Ocean Sands. Popular amenities, comfortable furnishings, and sweeping coastal views of rolling dunes and sunrises over the Atlantic...

  • Corolla
  • 7 Bedrooms
  • 6.5 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Hard-A-Lee

OCEANFRONT Avon - Moore Way The ocean is calling and HARD-A-LEE is waiting for you! Take a swim in the shining oceanfront pool and soak up the Hatteras sun. Refresh with a stop at the tiki bar before taking your drink to the hot tub and watch your...

  • Avon
  • 6 Bedrooms
  • 5.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Just Add Water

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Need the recipe for an awesome OBX vacation? Just Add Water! All necessary ingredients are found at this lovingly cared for semi-oceanfront vacation...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
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.