2026 Nags Head Sailing Guide

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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...

Sandy Keeks

SOUNDSIDE Avon — Tarpon Dr. — Conjure up the magic of your own childhood beach vacation memories at SANDY KEEKS, a three-bedroom/three-full and one-half bath home offering up a unique layout that can adeptly host two families with plenty of...

  • Avon
  • 3 Bedrooms
  • 3.5 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

Glistening Sands

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.An Oceanfront OasisBring your family to this outstanding oceanfront vacation rental in South Nags Head! Panoramic ocean views and breathtaking sunrises...

  • Nags Head
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

ROAR by the Shore

NEW TO BRINDLEY BEACH FOR 2027!Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 2 Half BathroomsWelcome to your ultimate beach hideaway at ROAR by the Shore, an exceptional oceanfront getaway thoughtfully equipped for effortless group gatherings...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

648 | Sunny Side Up

Experience the best of the Outer Banks at this beautiful home located in Old Nags Head Place. This home has been designed for comfort, fun, and has all the extras to make your vacation special including outstanding design, lovely decor, and nothing...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
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...

083 | Blissful Breeze

2026: All new kitchen w/ new appliances, cabinets, quartz counters, tiled backsplash and island bar. Also, selected new furnishings and new large screen TV in den. Your family will love the fantastic Semi-Oceanfront location, Outstanding Ocean...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 9
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

023 | Serenity Now

This Beachfront Estate provides outstanding Ocean Views and promises a truly memorable family vacation. Designed in the traditional Nags Head cedar shake style, this modern home is beautifully decorated and furnished w/every Amenity to ensure your...

  • Nags Head
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 18
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...

Duck Haven TUK-35

Conveniently located just a short 750 ft walk to the finest beaches and nestled in the trees for privacy is Duck Haven, the perfect destination for your Outer Banks vacation! When not spending your days at the beach, the Tuckahoe community pool and...

  • Duck
  • 4 Bedrooms
  • 2.5 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 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.