2026 Nags Head Sailing Guide

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Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

5708 - Seafari

Always Included, complimentary linens and made beds! Pets no longer allowed in 2025! Seafari is the perfect family destination! Semi-oceanfront and located in the heart of Nags Head, this 6-bedroom...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

K6311 Kiteboarding Paradise 7 Bedroom Ho...

Welcome to Kiteboarding Paradise by KEES Vacations! New for 2026: Heated pool option is now available. Enjoy a brand new volleyball net! This immaculate 7-Bedroom home nestled in the Village of Salvo on Hatteras Island; this home is sure to give you...

  • Salvo
  • 7 Bedrooms
  • 8 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

Margaritavilla

OCEANFRONT Hatteras – Durant Station Condo, Unit 209 – Stay in luxury at this second level, two bedroom, dog friendly oceanfront condo at Durant Station. You’ll be dreaming of drinks at the beach in MARGARITAVILLA. Watch the sunrise every...

  • Hatteras
  • 2 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...

RAYS HIGH

This Oceanside Duck Outer Banks home has all you need for a memorable vacation, and more! RAYS HIGH is a 5 bedroom, 4.5 bath pet friendly vacation rental that is well equipped for a perfect beach getaway and just a quick 2 minute walk to the ocean...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
8/28 - 9/4
$3,970  $4,150
$180 off
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Fish & Ships

Are you looking to chase those picturesque sunsets that the Outer Banks is known for? Book your next vacation at "Fish & Ships," where you and your family will have a front row seat to the witness sunburst skies into the calm of night. This home...

  • Kitty Hawk
  • 4 Bedrooms
  • 4 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

DUCK PEACH

Overview Welcome to Duck Peach, a charming beach home located just two homes from the Currituck Sound in the peaceful seaside community of Olde Duck Beach. The sunset views over the water from the second floor deck are gorgeous! Trips...

  • Duck
  • 7 Bedrooms
  • 6.5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

1389 - Ohanakai

Always Included, complimentary linens and made beds! Ohanakai welcomes you to enjoy the best that Corolla has to offer. This charming condo is nestled in the Beacon Quarters community on the...

  • Corolla
  • 2 Bedrooms
  • 2 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.