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...

Pierside Retreat 486

An unforgettable oceanfront experience awaits! Just north of the iconic Nags Head Pier, this spacious 6-bedroom, 5.5-bathroom home offers breathtaking ocean views and an unbeatable location. Pierside Retreat blends comfort and style for the perfect...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

Lighthouse 494-A

Aptly named Lighthouse, this 7 bedroom, 6 1/2 bath semi-oceanfront home at milepost 15 in the heart of Nags Head is signaling to your family that you have found the perfect spot for your next Outer Banks vacation. Lounge beside the private pool...

  • Nags Head
  • 7 Bedrooms
  • 6.5 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...

Gracious Tides 163-B

Welcome to Gracious Tides, a gorgeous oceanfront home in Duck offering unsurpassed ocean and sunrise views! Don't be surprised if you feel an instant connection with this beautiful cottage, with gorgeous hardwood floors and a sweet personality all...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Villa Corolla

Oceanside in the private community of Crown Point. Villa Corolla is situated only 115 yards from the beach. After a day at the beach you can sit, relax, enjoy the sound of the ocean and take in the great views on the spacious top deck. Not a good...

  • Corolla
  • 7 Bedrooms
  • 4 Bathrooms
Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

Jekyll's Hydeout

OCEANFRONT Hatteras — With a calming palette of cool blues and simple touches that impart both purpose and panache in the details, JEKYLL’S HYDEOUT is the ideal home to cast away your daily routine for a splendidly calming one. Perched just a...

  • Hatteras
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

Angel's Nest

Experience the serenity of South Nags Head in this spacious and beautifully decorated home just steps from the beach.  This cottage offers a covered porch and sun decks for your leisure.  After some time on the beach, rinse off the sand...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

OCEAN ODYSSEY

Overview This delightful vacation retreat is designed around guest's comfort and oceanfront enjoyment, the perfect combination to create lasting family memories. Once you reserve Ocean Odyssey, you are treated to uplifting ocean views...

  • Nags Head
  • 8 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.