2026 Nags Head Sailing Tours 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...

ABSOLUTE RELAXATION

Location! Location! Location! Just 175 yards to beach access. Beautiful horizon ocean views! Conveniently located in the heart of Duck. This ideal getaway is perfectly situated: you’re just steps away from a relaxing and refreshing day at the...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
10/11 - 10/18
$2,147  $2,585
$438 off
10/18 - 10/25
$1,770  $2,114
$344 off
10/25 - 11/1
$1,770  $2,114
$344 off
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...

Beach Music EE-100

Escape to Beach Music, your perfect coastal retreat in the heart of Nags Head! This charming vacation home offers beautiful horizon views of the ocean and is conveniently located just 1,000 feet from the sandy shores. Enjoy easy access to the beach...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

433 | Beach Treasure

Located in South Nags Head, Beach Treasure is a beautiful Semi-Oceanfront house with Wonderful Ocean and Sound Views. Wake up in the morning to see the sun rise over the Atlantic, play all day, then go back home to unwind on the back decks while...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
  • Sleeps 16
10/24 - 10/30
$1,995  $2,195
$200 off
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Sand Dollars

OCEANVIEW Frisco - Both the ocean and sound vistas are priceless with a vacation at gorgeous and accommodating SAND DOLLARS. Set the suitcases in the dry entry, as you start your vacation off right with a fast walk to the beach, or even better...

  • Frisco
  • 5 Bedrooms
  • 5.5 Bathrooms
Flip Flop Shops

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



099 | Santa Cruzin

This Dramatic Oceanfront Home brings the Beauty of the Ocean Right into your Spacious Great Room! Conveniently located in Nags Head near the Gallery Row district at 10.6 Milepost this home boasts a Hot Tub, 2,000 Sq. Ft. of Decks, Porches, and...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Sound Waves

Welcome to Sound Waves, a beautifully decorated canal-front retreat tucked inside the gated community of Colington Harbor. Ideal for boaters and guests craving a quieter side of the Outer Banks, this home offers peaceful waterfront living just a...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Whale Kept Secret

Located in Rodanthe | 6 Bedrooms | 6 Full Bathrooms | 2 Half BathroomsWelcome to Whale Kept Secret, your hidden sanctuary on Hatteras Island, where ocean breezes, countless horizons, and the art of true escape come together. Unwind and relax with...

  • Rodanthe
  • 6 Bedrooms
  • 6 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.