2026 Nags Head Sailing Guide

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Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Sand Crab

ABSOLUTELY NO FAMILY PETS DUE TO EXTREME FAMILY ALLERGIES!Located in Corolla/ 5 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomThis striking home is oceanfront living at its best, offering every convenience imaginable! You won't believe the ocean vistas...

  • Corolla
  • 5 Bedrooms
  • 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...

Angels' Abode 19

Conveniently located in the heart of Corolla with direct beach access approximately 900 feet away, your vacation experience awaits you in this beautiful 14-bedroom vacation home! Just a short walk to the Corolla Lighthouse, climb to the top for an...

  • Corolla
  • 14 Bedrooms
  • 16 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 40-passenger catarmaran and the area’s newest...

Sea Skeet

OCEANFRONT Avon – Sailfish Lane – Vacation never looked as good as it does at SEA SKEET. This five bedroom home has everything from an elevator to oceanfront vistas. The first level of the home opens to a enormous game room with a pool table...

  • Avon
  • 5 Bedrooms
  • 5.5 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

Aeolus

SOUNDFRONT Rodanthe - NC Hwy. 12 - The seafarers of the old world looked to AEOLUS, the Greek divine keeper of the winds to safely guide them home. Avid kite and windsurfers will certainly share the same reverence when they discover this Outer Banks...

  • Rodanthe
  • 5 Bedrooms
  • 4.5 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Moon Shadow 447

Discover the epitome of an unforgettable Outer Banks getaway at Moon Shadow, nestled conveniently at Milepost 9.5 in Kill Devil Hills. This centrally located haven is your ticket to the perfect OBX vacation, complete with a private pool for your...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

K0221 Sea Glass Castle at Cambridge Cove

Welcome to Sea Glass Castle! Your colorful vacation accommodations will brighten both your day and your spirits! Your three-story townhome boasts several covered porches, perfect for al fresco meals or beverages. The first level features a dry entry...

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

Tropical Dreams A

Located in Corolla/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomMake your Tropical Dreams come true in this generously decorated Outer Banks vacation home. Located just a short walk to the beach, community pool, tennis and playground. Just across...

  • Corolla
  • 4 Bedrooms
  • 3 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.