2026 Nags Head Sailing Tours Guide

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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...

Fair Winds

Fair Winds is located at a prime junction between South Nags Head and the Manteo causeway. Visitors can head west to Roanoke Island, north to the central Outer Banks, or south to Hatteras Island. World-class marinas are nearby as well as the Cape...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

601 | Pier Pleasure

A wonderful Vacation Experience awaits in this luxuriously appointed home that is located within easy walking distance of the Beach (approx. 300 ft to beach access at Islington Street). With the Atlantic Ocean to the East and the Cape Hatteras...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 16
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

A WAVE FROM IT ALL

Overview Rest assured, a vacation at A Wave From It All will have you feeling relaxed and refreshed from the moment you step inside. Situated on a large lot in South Nags Head, this nine bedroom, ten bath (+ an additional den with king...

  • Nags Head
  • 9 Bedrooms
  • 11 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.