2026 Nags Head Sailing Tours Guide

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Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

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
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...

Barefoot Crab

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.An Action Packed LocationBarefoot Crab is a well-appointed seven-bedroom vacation home located on the north end of Corolla’s Whalehead Beach. Just a...

  • Corolla
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

Ocean Hideaway

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Escape Your Day to Day WorriesGather the family and getaway for an oceanfront Outer Banks vacation! Ocean Hideaway is the perfect destination to relax...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Tide Together

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Close to the Beach and Corolla’s Best AttractionsTide Together is a four-bedroom, three-bath home located in the heart of Whalehead Beach, just two...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

Las Olas

OCEANFRONT Waves- Sea Isle Hills Drive - On a peaceful street in the heart of Waves, LAS OLAS makes for the ideal peaceful hideaway. At this oceanfront location you can sit on the two levels of decks and watch the sea oats sway in the wind as you...

  • Waves
  • 4 Bedrooms
  • 2 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

PITTS ROGERS

You will enjoy the expansive ocean views and spaciousness of this 3,400 square foot old “Nags Header” style home with wrap-around porch. Accented with juniper from former cottage on site.Level 1Great room (living/dining) with cathedral ceiling...

  • Southern Shores
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
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...

SmileAway

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Take your family on an unforgettable Outer Banks Vacation at “SmileAway” this summer! Oceanside, private pool with outside speakers, hot tub, plenty...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
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.