2026 Nags Head Sailing Guide

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Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

FOR-C-SONS

This beautifully designed home offers everything you and your family could ask for in a vacation getaway. It is a short walk to the beach on a quiet, dead-end street. It has several spacious sundecks where you can enjoy ocean views and a rooftop...

  • Southern Shores
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
9/18 - 9/25
$2,713  $3,465
$752 off
9/25 - 10/2
$2,713  $3,465
$752 off
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

DUNE MY THING

Dim the lights in your own home theater, then head next door to the recreation room: Dune My Thing, a Carolina Designs oceanfront estate in Corolla's Whalehead community, gives ten bedrooms and eight king beds room to spread out, with an...

  • Corolla
  • 10 Bedrooms
  • 11 Bathrooms
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...

Rejuvenation

OCEANFRONT Hatteras - Lighthouse Rd. - REJUVENATION, a nine-bedroom/ nine-full and one-half bath home in the esteemed Hatteras by the Sea oceanfront community, is alluring and comfortable. The top floor is open with wet bar, half bath, living and...

  • Hatteras
  • 9 Bedrooms
  • 9.5 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...

5814 - 1 Perfect Vacation

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! 1 Perfect Vacation is going to be just that! This Outer Banks vacation rental is located in the middle of it all...

  • Nags Head
  • 9 Bedrooms
  • 9.5 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

Windhaven

OCEANFRONT Avon — Greenwood Pl. — As one family’s vacation home for nearly 40 years, the smartly refreshed WINDHAVEN is the ideal choice for other families and friend groups who want to start their own family vacation tradition. Perched...

  • Avon
  • 6 Bedrooms
  • 4.5 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

3165 - Chapman

Always Included, complimentary linens and made beds! NEW FOR 2026: Couch. Colony by the Sea, Unit A-205. You'll celebrate your luck at finding this wonderfully located condo with its ocean breeze and...

  • Duck
  • 1 Bedrooms
  • 1 Bathrooms
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...

Port Trinitie #1 PT-715B

Relax and enjoy the truly panoramic views of the ocean and the magnificent sunsets that burn with color at Port Trinitie #1, a family-friendly vacation home located in the popular Duck Port Trinitie community. Enjoy the private sound front area...

  • Duck
  • 4 Bedrooms
  • 3 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.