2026 Nags Head Sailing Guide

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Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

K5303 Westside Inn on Roanoke Island

Welcome to Westside Inn on Roanoke Island by KEES Vacations! Beautiful landscaping, quiet atmosphere, and remarkable wide-open views of Croatan Sound. Westside Inn provides the perfect intimate waterfront setting for your wedding or other special...

  • Manteo
  • 5 Bedrooms
  • 4 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

491 | A Place Where I Belong

Semi-Oceanfront in Kitty Hawk with Private Oceanfront Beach Access w/Dune Deck located directly across from this terrific home! In 2027, this dune cross-over will also serve as an access for house #499 located next door. Welcome to A Place Where I...

  • Kitty Hawk
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

On the Beach

On The Beach – Your OBX Oceanfront Escape Wake up to the magic of the Outer Banks at On The Beach, a stunning semi-oceanfront retreat where every morning begins with the sun rising over the sparkling Atlantic. Sip your coffee on one of the two...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

Surf N Sound

The home includes updates for 2026, like A new kitchen, updated bathrooms, and flooring! Surf N Sound is a dog-friendly retreat boasting amazing views of both the ocean and the sound, situated just 800 feet from the beach with direct access. This...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Keene ll

Located in Duck/ 4 Bedrooms/ 3 Full BathroomsYour family will adore this Soundfront homes offering extraordinary sunset vistas!  Just steps from the community pool and pier! Ground Level: Exterior amenities include an outside shower, hammock and...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

Turtle Cove (formerly Reichert) 347

Located in the heart of Kill Devil Hills, Turtle Cove is the perfect location for a comfortable getaway. You can soak up the sun and coastal breezes anytime with beach access only 230' away across Route 12 (the beach road). Sit and sip your morning...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2.5 Bathrooms
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...

YES ABSOLUTELY

Yes, Absolutely, with its family-friendly design and delightful décor, is where you want to be every summer. This great house has panoramic ocean views, private pool, hot tub, wireless internet access, is close to the Duck Village shops and...

  • Duck
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
8/29 - 9/5
$2,610  $2,972
$362 off
9/19 - 9/26
$2,332  $2,555
$223 off
9/26 - 10/3
$2,242  $2,555
$313 off
10/3 - 10/10
$2,272  $2,555
$283 off
10/10 - 10/17
$2,451  $2,555
$104 off
10/17 - 10/24
$2,010  $2,091
$81 off
10/24 - 10/31
$2,010  $2,091
$81 off
11/7 - 11/14
$1,929  $1,941
$12 off
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.