2025 Nags Head Sailing Tours 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...

443 | Whippoorwill

Come relax and enjoy the peaceful luxury of “Whippoorwill”. This elegant home offers many special touches including hardwood floors, granite counters, stainless steel appliances, & tiled baths. This home is bright & open with cathedral...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

144 | The Sea Section

This terrific home provides a Great Oceanside location that is within easy walking distance of the beach (approx. 500 Ft. to community access) in tranquil South Nags Heads. Ideal for your family get-a-way, this 4 bedroom home is bright...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

428 | Betsy B

The Private Oceanfront Swimming Pool is a Saltwater Pool for more refreshing experience & fewer chemicals!This exquisite Nags Head Oceanfront home is beautifully furnished & decorated & provides endless views of the Ocean & Beach...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...