2026 Nags Head Sailing Guide

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Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

Lighthouse Way 357-A

This family-friendly 4 bedroom 4 bathroom home at milepost 6.5 in Kill Devil Hills is located right in the heart of shopping, restaurants, and entertainment for the whole family. Decks abound on every level of this immaculate home, complimented by...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Flip Flop Shops

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



5319 - Day Dreamz

Always Included, complimentary linens and made beds! NEW FOR 2025: New siding, decks, and pool fencing! Day Dreamz will be part of the most perfect Outer Banks vacation yet! This spacious 6 bedroom...

  • Kill Devil Hills
  • 6 Bedrooms
  • 6 Bathrooms
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...

1840 - Anchors Aweigh

Always Included, complimentary linens and made beds! Set sail at Anchors Aweigh! This 3-bedroom, 3 bath oceanside vacation home is a true Outer Banks gem! Located in the Sealoft Village community...

  • Corolla
  • 3 Bedrooms
  • 3 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

2502 - Water's Edge

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Looking for a Duck oceanfront escape? Look no further than Water's Edge! This 4 bedroom, 2.5 bathroom Outer Banks...

  • Duck
  • 4 Bedrooms
  • 4.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Happy Dog Days

Happy Dog Days with a Paw Shaped Pool is a one-of-a-kind home. This spacious and beautifully decorated home was designed to accommodate your family as well as your canine companions. The custom-built paw print pool comes with FREE POOL HEAT FOR FALL...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

5312 - Sanity Dunes

Always Included, complimentary linens and made beds! Pet-friendly, centrally located, and well-appointed? Welcome to Sanity Dunes, your next OBX home away from home. Located in the heart of Kill...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 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...

SEA SPRAY

Classic historic “flat top” beach cottage, recently on historic flat top tour and directly across the street from the ocean! Two separate living areas - one for adults, one for children. Relax on the screened/glassed in porch or rooftop deck...

  • Southern Shores
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
8/9 - 8/16
$1,892  $2,044
$152 off
8/16 - 8/23
$1,768  $1,892
$124 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.