2026 Nags Head Sailing Tours Guide

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Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

777 | Beached Whale

Oceanside-South Nags Head. Comfortably furnished throughout with a well equipped kitchen, Ocean Views & a short walk to the beach make "Beached Whale" an excellent vacation choice. Your family is sure to enjoy the peaceful setting & quiet...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

Seagate Station

OCEANFRONT Avon- Pamlico Court - SEAGATE STATION in private North Avon, was constructed with your every vacation need in mind. The ground level has a carport and dry entry via the four-stop elevator. The first floor features 1 bedroom with twin...

  • Avon
  • 7 Bedrooms
  • 6 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

5446 - Miss Grace

Always Included, complimentary linens and made beds! Imagine your cares slipping away while you sway in a rocking chair enjoying the ocean's breeze on the ocean facing wraparound porch! Built in 1933...

  • Nags Head
  • 7 Bedrooms
  • 8.5 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...

Lost At Sea

“Lost at Sea” is the perfect oceanside escape. Your family can enjoy relaxing by the pool or soaking in the hot tub with a cabana bathroom and kitchenette just steps inside for a convenient vacation experience. Bask in the summer air on one of...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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...

TURTLE K

Come, slow down..... Relax at Turtle 'K'. This wonderful vacation home is on a quiet, dead-end street in family-oriented Seacrest Village of Southern Shores. Only 240 yards to the beach, it offers an easy stroll to the beach access with no roads to...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/22 - 5/29
$2,349  $2,669
$320 off
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

K9021 Fun For Shore

Welcome to the Fun for Shore by KEES Vacations! The ocean in the distance, tranquil, private surroundings, and relaxing amenities at every turn - welcome to Fun for Shore in Whalehead! When you're not on Corolla's beaches, enjoy this home's...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

Ohana Sunrise

Located in Corolla / 6 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomYour family will adore making memories in this vacation home, located on a peaceful street and packed with amenities. Savor tons of hang out places to relax, your own private pool...

  • Corolla
  • 6 Bedrooms
  • 4 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.