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...

182 | Blue Point

Blue Point is a beautiful vacation home that provides the luxury of having your own Private Swimming Pool, Hot Tub, Rec. w/Pool Table & a fantastic location that affords easy access to the Beach. Your family is sure to be thrilled with the...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 16
Jockey's Ridge State Park

Jockey's Ridge State Park is an unmistakable landmark for Nags Head vacationers and virtually everyone passing through along the main beach bypass, US 158. This park is marked by its towering sand dunes, which reach 80' - 100' feet tall and look...

Out of the Blue

Enjoy your morning and evenings out on the covered porch overlooking the amazing views of the ocean. Just a few steps away is the beach with a private beach path across the street. Our home is conveniently situated so you can enjoy lots of great...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 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...

Caroline's Cottage COL-100

Hidden for a reason, tucked back in a secluded, private neighborhood in the heart of Kill Devil Hills lies Caroline’s Cottage, a six-bedroom, soundfront stunner representing the perfect blend of classic Outer Banks character fused with style and...

  • Kill Devil Hills
  • 6 Bedrooms
  • 4 Bathrooms
Cape Hatteras Lighthouse

The Cape Hatteras Lighthouse, with its black and white candy-cane stripes, is one of the most famous and recognizable lighthouses in the world. Protecting one of the most treacherous stretches of the Outer Banks, with a beam of light that spans 20...

Diggin the View 275-B

Perched on a hilltop with sweeping views of Kitty Hawk Bay and the Albemarle Sound, Diggin the View is a stunning soundfront retreat designed for effortless coastal living.Professionally landscaped and meticulously maintained, this home radiates...

  • Kitty Hawk
  • 5 Bedrooms
  • 5.5 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

615 | Sol Y Mar

Updates for the 2026 Season inlcude an additonal refrigerator in the kitchen (3 total in the home), new electric fireplace in living room, additional washer/dryer set (two sets in home now), new furnishings in top level private suite and mid-level...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
  • Sleeps 16
5/9 - 5/15
$2,995  $3,795
$800 off
5/16 - 5/22
$3,995  $4,595
$600 off
5/30 - 6/5
$6,595  $7,395
$800 off
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...

807 | Sand In My Shoes

A New Observation Deck and expanded parking area are in place for the 2026 Season. Enjoy sweeping Ocean Views!There's nothing better than vacationing just steps from the beach and the beach awaits when you choose "Sand In My Shoes" for your Outer...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Flip Flop Shops

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



180 | Peters' Cottage

This fantastic Nags Head Oceanfront home is spacious (4,800 sq. ft.) and very well equipped to ensure a great time on the Outer Banks. Situated in the Nags Head Historic District, this home provides a peaceful location, a wide, uncrowded Beach that...

  • Nags Head
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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.