2026 Nags Head Sailing Tours Guide

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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...

5410 - Ocean Star

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Ocean Star brings you oceanfront bliss and comfort! This luxury Outer Banks vacation home has 9 bedrooms, 9 bathrooms...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
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...

THE KITE SURFER

Claim a private bath with every bedroom: all eight bedrooms at THE KITE SURFER come with their own baths, nine full baths and a half bath in all, in this oceanfront Nags Head escape from Carolina Designs. An elevator serves every level, six...

  • Nags Head
  • 8 Bedrooms
  • 9.5 Bathrooms
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...

Happy Ours SWB-35

Happy Ours is a lovely, oceanside home in the off-road area of Carova, with 6 bedrooms (3 of which are en suites with private baths). Enjoy unobstructed ocean views from just about everywhere in this beautifully designed vacation rental. Take an...

  • Carova
  • 6 Bedrooms
  • 6 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Corolla Clipper SLV-26

Corolla Clipper, located in the Sea Loft Village Condos in Section F of Ocean Sands, is in an ideal location for smaller families, with close proximity to the beach! Enjoy the tranquility of this nicely appointed condo, featuring an excellent...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
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...

170 | Beach Ya To It!

This Terrific Vacation Home is Very Comfortable, Fully Equipped, and Perfect for Families w/Children. Your group will enjoy the Private Swimming Pool surrounded by a large deck area and the Kiddie Pool is sure to be a hit w/the little ones. There...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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...

Mariner's Light KIN-18

Set a course for Mariner's Light! This lovely seven-bedroom home with 100' of oceanfront to enjoy on the sandy shores of Hatteras Island is perfect for your family’s next Outer Banks escape. Everyone is sure to love the panoramic ocean views, the...

  • Avon
  • 7 Bedrooms
  • 4 Bathrooms
Corolla Wild Horse Fund

We are The Corolla Wild Horse Fund the non-profit 501 (c) (3) charity responsible for the care and protection of the wild Banker horses roaming the northernmost beaches of the Outer Banks. Join us in the summer season, every Wednesday morning from...

ATLANTIC OVERLOOK

Atlantic Overlook is a 12-bedroom oceanfront home in Corolla, one of the standouts among Carolina Designs oceanfront rentals. This home offers a private pool, a hot tub, a rec room, a media room, and an oceanfront location just steps from the...

  • Corolla
  • 12 Bedrooms
  • 12 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.