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 40-passenger catarmaran and the area’s newest...

Clear Skies

Clear Skies is located on a private cul-de-sac nestled between the ocean and the sound. The beautifully landscaped yard is adjacent to a fenced nature pond for guests' enjoyment. Use the beach cart to carry all your toys to the ocean which is just...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

1350 - Panache

Always Included, complimentary linens and made beds! NEW FOR 2025: New roof, interior paint. Webster's dictionary defines Panache as "distinctive and stylish elegance," and this special Outer Banks...

  • Corolla
  • 8 Bedrooms
  • 8 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...

Stella Marina WHL-991

This clean, well-equipped, sun-filled oceanside retreat is located in the prestigious Whalehead Beach section of Corolla. Nestled adjacent to Corolla’s Northern beaches on a large, private lot, Stella Marina hosts four bedrooms, delightful views...

  • Corolla
  • 4 Bedrooms
  • 3.5 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Perfect Peace

OCEANFRONT Rodanthe - South Shore Dr. - This roomy, gorgeously appointed home on the Atlantic shore is the ideal place to relax and rejuvenate in uncompromising comfort. The paved carport at the entry level leads to a game room complete with air...

  • Rodanthe
  • 7 Bedrooms
  • 7 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...

Makin' Waves

SEMI-OCEANFRONT Waves – Mac Oca Ct. - Making memorable vacation memories is painless to do at MAKIN’ WAVES. This four-bedroom/two- and two-half-bath home provides a calming counterpoint to the active endeavors of a Hatteras Island vacation...

  • Waves
  • 4 Bedrooms
  • 3 Bathrooms
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...

A Corolla Corral

Beautifully furnished and decorated, this dynamic property will delight your family for a fun-filled time of leisure at the beach! Soak up the sun by the private pool or star gaze by night in the hot tub. This property is located in Monteray Shores...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

Resting Hearts

**A 4x4 Vehicle is required to access this home; there are no paved roads in Carova. This home is located 7.4 miles from the 4-wheel drive access on-ramp. ** New for 2026: 10ft solid wood table New tile throughout the 3rd-floor master bathroom and...

  • Carova
  • 7 Bedrooms
  • 5 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.