2026 Nags Head Sailing Tours Guide

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Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

DUCK RETREAT

Overview A richly appointed vacation estate, Duck Retreat is an elegant home that offers ocean views from the highest elevation lot in the private, gated community of Four Seasons. This gracious home design boasts extravagant amenities...

  • Duck
  • 6 Bedrooms
  • 8 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Sea Sharp

Located in South Nags Head/ 4 Bedrooms/ 3 Full BathroomsThe “Sea Sharp” is located at milepost 22 in South Nags Head. This is a peaceful relaxing area. The home offers a reverse floor plan with bedrooms  on the lower level, living areas on the...

  • Nags Head
  • 4 Bedrooms
  • 3 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...

Surf's Up

OCEANFRONT Frisco - Sandpiper Dr. - SURF'S UP at this statuesque oceanfront beach escape with unique floorplan. A line-up of oceanfront bedrooms await most members of your event along with multiple gathering and entertainment options. Begin on the...

  • Frisco
  • 7 Bedrooms
  • 7.5 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

Marlin's Rest

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Enjoy this amazing semi-oceanfront property with a private pool and incredible ocean views! Just steps from the beach, and beside the beach access, this...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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...

Nautilus TGS-D2

This comfortable oceanfront unit conveniently located in the heart of Kill Devil Hills offers stunning panoramic ocean views and plenty of family-friendly amenities to make your Outer Banks vacation one you'll never forget!Wake up to the sounds of...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...

SOUL SURFER

Overview Don't just vacation - experience the ultimate unique beach experience at Soul Surfer! Thoughtfully laid out, this oceanfront vacation home is truly unique. Spend lazy days in the pool area, which connects to a private beach...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

Banzai Landing R-214

This six-bedroom, Hatteras Island vacation rental is uniquely situated on its own peninsula, ideal for water sports, thrill-seekers, and those looking for a picturesque backdrop. Banzai Landing offers an attractive, spacious, and comfortable...

  • Rodanthe
  • 6 Bedrooms
  • 5.5 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.