2026 Nags Head Sailing Tours Guide

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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...

NIRVANA

Overview Achieve a state of Nirvana during your next Outer Banks vacation when you reserve this serene oceanfront sanctuary in Nags Head. Guests enjoy a welcoming great room with a gourmet kitchen, inspiring ocean views, eight memorable...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

DRIFTWOOD DREAM

Overview "Driftwood, a coveted element of nature smoothed to perfection by sea, sand, sun and wind, evokes memories of dreamy days spent aside a shell-speckled shoreline where waves crash, breezes swirl, and seabirds soar below a...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
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...

Cape Myers 234

Set sail to Cape Myers! Bring the whole family to this beautiful and quiet location at MP 4.5 in Kitty Hawk. This outstanding home has everything you need for a great Outer Banks vacation. Cape Myers offers bright natural light and a large amount of...

  • Kitty Hawk
  • 5 Bedrooms
  • 3.5 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...

5002 - Bohannon

Always Included, complimentary linens and made beds! NEW FOR 2025: New East Side Deck! Welcome to Bohannon! This Kill Devil Hills sound front oasis is ready for you and your family to enjoy. Located...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Skipper's Haven 519-A

Enjoy morning sunrises over the Atlantic and evening sunsets backdropped by Cape Hatteras National Seashore at Skipper’s Haven, a 6-bedroom, 3.5 bath, pet-friendly oceanfront home just past milepost 17 in South Nags Head. As the popularity of our...

  • Nags Head
  • 6 Bedrooms
  • 3.5 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

The Minor Manor (formerly The Way We Wer...

Step back in time while enjoying all the modern conveniences in this lovingly cared-for historic cottage. Nestled in the heart of Nags Head, our vacation rental, "The Minor Manor," is the epitome of comfort and nostalgia, offering a unique and...

  • Nags Head
  • 4 Bedrooms
  • 2 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...

775 | The Bluewater Cottage

Your family is sure to be thrilled with the lovely décor, comfortable furnishings, and terrific location this vacation retreat has to offer. Ideally situated in close proximity to the Beach, this home has Direct Ocean Access located directly...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
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.