2026 Nags Head Sailing Tours Guide

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Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Desi's Delight

Desi’s Delight – A Serene Coastal Escape Just two lots from the ocean, Desi’s Delight offers the perfect setting for your Outer Banks getaway. Nestled on a spacious corner lot with beautiful ocean views and effortless beach access, this...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

You, Me And The Sea 82-K

You, Me And The Sea is a bright, well-maintained beach house surrounded by trees offering a peaceful location in the popular Corolla community of Ocean Sands! Enjoy the ocean breezes from the comfortably furnished wraparound deck and screened-in...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Perfect Score

Note: Mid Level bedroom with a Bunk Set and DuoBunk (Single over Queen) will be changing to 1 King and 2 Singles for the 2027 rental season.Located in Corolla / 4 Bedrooms / 4 Full Bathrooms / 2 Half BathroomsThis enchanting home is located in...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

THE SWELL

Two 4-burner stoves, two ovens, and two dishwashers anchor the granite kitchen at The Swell, a ten-bedroom oceanfront home in South Nags Head from Carolina Designs, where cooking for a big group never means waiting in line. Out back sit a 30x15...

  • Nags Head
  • 10 Bedrooms
  • 8 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Sugar Magnolia

Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 1 Half BathroomLocated Oceanside in Corolla Light, this handsome home has everything you'll need for a great Corolla vacation! Your family will appreciate being able to walk to the Ocean, the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
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...

Walkin' on Sunshine - Hatteras

OCEANFRONT Hatteras — Lighthouse Ct. — It’s time to feel good when you live out your vacation dreams at WALKIN’ ON SUNSHINE – HATTERAS, a elegant seven-bedroom/seven-full and three-half-bath home perched on the ocean’s edge. Only...

  • Hatteras
  • 7 Bedrooms
  • 8.5 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...

1265 - Sea Pappy's

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Quaint, cozy, and perfect for your next OBX vacation is Sea Pappy's! Located in The Beach Club at Whalehead, this 2...

  • 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.