2026 Nags Head Sailing Tours Guide

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Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

078 | Fort Myers

This vacation home provides your family with spacious, comfortable living areas, lovely decor, and a wide range of amenities that are sure to please. Ideally situated in the Sea Crest Village community of Southern Shores, this home has direct...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 11
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

247 | Ahhh...Notta Worry

"Ahhh…Notta Worry" is a terrific family vacation destination that is nicely decorated & very comfortable, this home is situated directly across the beach road from the ocean & only 150 Ft. from Second Street Beach Access. Very close to...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Kaerolla Dawn

Located in Corolla / 4 Bedrooms / 2 Full Bathrooms / 1 Half BathroomYour family will adore this Outer Banks Vacation home, located on a peaceful and secluded cul-de-sac near the Harris Teeter grocery store. This is the ideal spot for the whole...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

BELLA PLAYA

An elevator serving all three floors and an onsite EV charger set BELLA PLAYA apart from the typical Corolla beach house, and Carolina Designs pairs those conveniences with a saltwater private pool, wet deck, and hot tub just 80 yards from the...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Shore Beats Workin'

OCEANVIEW Frisco — Tides Edge Lane — It's simple to see why a vacation at this towering rental home with ocean and sound vistas SHORE BEATS WORKIN'. Jump-start your vacation with a dip in the private pool or soak in the 6-person hot tub. Inside...

  • Frisco
  • 7 Bedrooms
  • 5.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

Shore Beats Work

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomAppreciate your vacation in this splendid east-end villa that accepts ocean vistas from the mid and top levels. This villa is well-appointed with painless access to the oceanfront...

  • Corolla
  • 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...

CAMILLE'S LANDING

Soak in two separate hot tubs, one tucked poolside and one on the ground level deck, at Camille's Landing, an 8 bedroom oceanfront escape in Duck from Carolina Designs. Six king beds, a convertible pool/ping-pong/tabletop table, an elevator and...

  • Duck
  • 8 Bedrooms
  • 8.5 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.