2026 Nags Head Sailing Guide

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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...

Glistening Sands

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.An Oceanfront OasisBring your family to this outstanding oceanfront vacation rental in South Nags Head! Panoramic ocean views and breathtaking sunrises...

  • Nags Head
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Searenity

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Escape to "Searenity" in Corolla and enjoy a relaxing retreat at this delightful beach cottage! Nestled in a serene family-friendly destination, this...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

301 | Wright By The Pier

Wright By The Pier is an outstanding Oceanfront Home loaded with amenities designed to ensure your family will want to come back year after year. A memorable Outer Banks Vacation for your entire family. The ocean views are second to none. Located...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



1541 - Birdie Beach Bungalow

Always Included, complimentary linens and made beds! New for 2026: Private Pool! Located on the soundside of Corolla lies Birdie Beach Bungalow. This beautifully appointed Corolla retreat is found...

  • Corolla
  • 4 Bedrooms
  • 4.5 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 34-passenger catarmaran and the area’s newest...

Lucky Oyster

SEMI-OCEANFRONT Salvo - S. Sunrise Ct. - UNIQUE LOCATION: The Lucky Oyster is 1 of only 2 rental properties in Salvo bordering the Cape Hatteras National Seashore featuring unobstructed vistas of this 13-mile Federal Park. The Lucky Oyster’s...

  • Salvo
  • 5 Bedrooms
  • 5.5 Bathrooms
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

2509 - Oh Buoy

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Only five lots to the beach with the best amenity package! You will be spoiled with all the special attention that has...

  • Duck
  • 7 Bedrooms
  • 7.5 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...

Westside Story CHA-11

Escape to Westside Story, a beautifully maintained family vacation home located in the quiet South Nags Head community at Milepost 19.5. Perfect for Outer Banks getaways, this inviting beach retreat offers the ideal combination of privacy, comfort...

  • Nags Head
  • 4 Bedrooms
  • 3.5 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.