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...

Dolphin View

'Dolphin View' is a 2 bedroom (loft can be used as 3rd bedroom), 2 bath condo located in Duck, NC. The condo has the biggest loft in Barrier Island. Incredible direct ocean views! First Level: Great Room w/Flat Screen TV, Sliding Door to Outdoor...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
Wright Brothers National Memorial

The Wright Brothers National Memorial is a "Must See" attraction for any Outer Banks aviation enthusiast, history lover, and virtually any Kill Devil Hills vacationer who wants an up-close look at the towering granite structure that towers over the...

Wildest Dream

Wildest Dream – Oceanfront Escape Steps from Jennette’s Pier Wake up to breathtaking Atlantic sunrises and fall asleep to the soothing sound of the waves at Wildest Dream, a bright and inviting oceanfront retreat in South Nags Head. Located just...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Out of Office OBX

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Automatic Replies: OnSet your status to "out of office" at Out of Office OBX, a brand new construction in the Monteray Shores community of Corolla...

  • Corolla
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

7016 - Caribbean Queen

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: Family room couch, and kitchen dishwasher. Please note, this home has been recently moved back from the...

  • Rodanthe
  • 6 Bedrooms
  • 6 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...

CASA SONADA II

This bright, airy, well-equipped home is located in a quiet, peaceful, low-traffic neighborhood, with paved bike paths and community tennis courts nearby; short walk to beach; easy access to nearby shopping without going on the highways. Separate...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
10/4 - 10/11
$1,267  $1,477
$210 off
10/11 - 10/18
$1,267  $1,477
$210 off
10/18 - 10/25
$1,267  $1,477
$210 off
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Odyssey II

OCEANVIEW Avon - Between Pamlico Court and NC 12 - Make an epic journey of your own this year by reserving ODYSSEY II. This home is only 2 tons back from the ocean, only 1 lot south of 12 miles of pristine National Seashore and near to a...

  • Avon
  • 5 Bedrooms
  • 5.5 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

Silver Lining

Conveniently located on a large beach road parcel, this home is minutes from the Wright Brothers National Memorial, Shopping, Restaurants and a Variety of Outdoor Pursuits. Built for family vacation retreats, guests will enjoy ten master suites...

  • Kill Devil Hills
  • 10 Bedrooms
  • 11 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.