2026 Nags Head Sailing Guide

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Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

Legasea

SEMI-OCEANFRONT Waves – Island Pines Dr. — LEGASEA is the gift that keeps on giving, a seven-bedroom/five-full and two-half bath getaway that brings family and friends together to reconnect, relax, and revel in each other’s company. Wake up...

  • Waves
  • 7 Bedrooms
  • 6 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...

Semper Sun

OCEANSIDE Hatteras — Sutton Pl. — Formerly Mahalo — Settle into SEMPER SUN, a four-bedroom/three-bathroom newly-constructed home that sits just four tons from the beach, close to Hatteras Village’s many eateries, shopping, and marinas, and...

  • Hatteras
  • 4 Bedrooms
  • 3 Bathrooms
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...

Luckie Tides 235

Aptly named Luckie Tides, guests can listen to the sound of the waves crashing and enjoy incredible ocean views just steps from the sand at this charming 3 bedroom oceanfront cottage at Milepost 4 in Kitty Hawk. Enjoy modern touches throughout this...

  • Kitty Hawk
  • 3 Bedrooms
  • 1.5 Bathrooms
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

Summer Place

This is your ‘Summer Place’ for fun in the sun on the Outer Banks. Highlights include a 60” LCD TV in the Great Room, a screened porch for meals or relaxing, and the option of having one or two family suites on the mid-level. Great location...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Back Beach Wild Horse Tours

Welcome to Back Beach Wild Horse Tours in Corolla NC. Our tours embark from Corolla NC, the last Outer Banks outpost before the road ends into nothing but stretches of wide beach. We provide safe family fun to see the Corolla Wild Horses...

318 | Dunes South - Unit O

This lovely Oceanfront home is bright, cheerful and simply fantastic! The décor is upscale throughout w/vinyl plank flooring, extra deep chair and love seat, pub table w/padded over-sized stools; and refinished dining table. Bedding is top of the...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
6/14 - 6/20
$2,995  $3,895
$900 off
6/21 - 6/27
$2,995  $3,995
$1,000 off
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

Beach Begins KIN-12

Looking for an oceanfront vacation rental with panoramic views? Look no further than Beach Begins, a gorgeous, newly-remodeled home with sweeping ocean views from every level! The beautifully decorated living area provides plenty of comfortable...

  • Avon
  • 5 Bedrooms
  • 3.5 Bathrooms
5/31 - 6/7
$7,655  $8,155
$500 off
6/7 - 6/14
$9,673  $10,173
$500 off
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...

ANCHOR AWEIGH

Let your Vacation begin at “Anchor Aweigh” located in the beautiful Chicahauk neighborhood, including private beach access parking, bike and walking paths and Trinite Park featuring tennis courts, a playground and bocce ball court. This property...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
8/8 - 8/15
$3,226  $3,368
$142 off
8/15 - 8/22
$2,758  $2,875
$117 off
8/22 - 8/29
$2,508  $2,651
$143 off
8/29 - 9/5
$2,222  $2,325
$103 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.