2026 Nags Head Sailing Guide

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ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

Sea Glass

OCEANFRONT Waves - Island Pines Drive - Your own private 5,340 sq. ft. compound right in front of the glimmering Atlantic, you're sure to treasure SEA GLASS. Savor gorgeous broad ocean to sound vistas and a feeling of openness with an ample...

  • Waves
  • 8 Bedrooms
  • 9.5 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...

6270 - Southward

Always Included, complimentary linens and made beds! Experience the beauty and charm of South Nags Head at Southward! With 3 bedrooms and 2 bathrooms, Southward is the perfect beach box for your...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

609 | Blue Fin

Fantastic Ocean Views & a tranquil location make this lovely Oceanfront home a great choice for your family. There are two living areas w/ TV's so everyone can relax while on vacation. Enjoy your days on the Beach, its right at the bottom of...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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...

Guilford 302

Step back into the classic charm of the Outer Banks at Guilford, a beloved oceanfront retreat in the heart of Kill Devil Hills. This welcoming 5-bedroom, 2-bath cottage captures the nostalgic spirit of traditional beach vacations, where days revolve...

  • Kill Devil Hills
  • 5 Bedrooms
  • 2 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Crown Palace

Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomThis vacation home is cavernous and very close to the beach offering tremendous ocean and sunset vistas. Spend the day at the beach, lounge on the deck with a book, or soak in the...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
9/28 - 10/5
$2,278  $2,566
$288 off
Corolla Wild Horse Fund

We are The Corolla Wild Horse Fund the non-profit 501 (c) (3) charity responsible for the care and protection of the wild Banker horses roaming the northernmost beaches of the Outer Banks. Join us in the summer season, every Wednesday morning from...

Duck Sea Sun

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here."Duck Sea Sun” is all about quality, comfort and amazing ocean views! This beautiful oceanfront home will welcome you with generous living and...

  • Duck
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



097 | Helios Cottage

Helios Cottage is a terrific family beach home offering warm and inviting décor that will make you feel right at home. Nicely decorated and lovingly cared for, this one-level home provides all livings spaces on the first level with no steps to...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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.