2026 Nags Head Sailing Tours Guide

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Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

FAIRWINDS

Overview Just a short stroll to the beach on a dedicated walkway, Fairwinds offers a lovely and convenient setting for guests to create vacation memories. This traditional beach cottage features fun-filled gathering spaces on all...

  • Corolla
  • 6 Bedrooms
  • 4.5 Bathrooms
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

Sunset Royale

Boasting unparalleled sound and sunset views, this house nestled in the trees is the perfect sound front retreat. Views of the sound in every direction from the open great-room on the top level make this the perfect spot to watch Sanderling's famous...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

671 | Sundance

For 2026: Newly expanded, fenced rear yard that is nicely landscaped and ideal for your family and pets. This lovely Beach home offers terrific Outer Banks vacationing for your family, friends, & canine companions. Beautifully decorated &...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

Hatteras Moon

OCEANFRONT Avon - Jollie Rd. - A week in this cavernous home will have you singing by the light of the HATTERAS MOON. The ideal size for your group, this thoughtfully designed home offers multiple entertainment areas including the great room with...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Sound Delight MS-847

This family-friendly four-bedroom, three and a half bathroom home in the luxurious Corolla community of Monteray Shores is just 1,069 yards from the beach! The whole family will be entertained with the private pool, hot tub, and games, as well as...

  • Corolla
  • 4 Bedrooms
  • 3.5 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Beachwinds S-63

Set sail with Beachwinds to guide your next vacation! This well-maintained, unique property is located on the oceanside in Hatteras Colony in Salvo. Enter through the screened porch to the great room with hardwood floors. The well-equipped kitchen...

  • Salvo
  • 2 Bedrooms
  • 2 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...

Latitude Adjustment

Welcome to Latitude Adjustment, your perfect Corolla beach escape in the Ocean Sands community. This inviting coastal home offers a bright, open layout designed for easy gatherings after a day by the ocean. Enjoy your own private pool, relax in the...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
6/30 - 7/7
$3,721  $3,931
$210 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.