2026 Nags Head Sailing Tours Guide

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Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

Breach Party

Bring your family to a quality family destination with beautiful interiors, a private pool, a hot tub, and just one house from the beach access. Cozy and charming, the coastal ambiance welcomes you upon arrival to enjoy a relaxing week at the...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

357 | First Flight

First Flight is an outstanding, Custom-Built vacation home ideally situated in Nags Head that offers an Elevator and every feature necessary for a terrific Outer Banks Vacation! Located within close proximity of the Beach (100 ft. to Curlew Street...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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...

WONDEROUS STORIES

Overview With a name inspired by the progressive rock band Yes's song, Wonderous Stories, this dreamy oceanfront retreat will transform your vacation getaway into a revolutionary experience. Carefully designed to accommodate the needs...

  • Kill Devil Hills
  • 15 Bedrooms
  • 17.5 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...

Stealin Time

The Ideal LocationAt just 2 miles from the Wright Memorial Bridge, you'll be pulling into the driveway mins. after landing on the Outer Banks. At Stealin Time, it's all about making the most of every moment - from the short walk to the beach to the...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 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...

Sea-Esta

Located in Southern Shores/ 5 Bedrooms, 5 Full Bathrooms, 2 Half BathroomsSea-Esta is an exceptional, semi-oceanfront home in Southern Shores that offers everything your family will need for a really memorable Outer Banks vacation. This charmingly...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

K0652 Ocean Vistas at Sand Castle Villag...

Welcome to Ocean Vistas at Sand Castle Village by KEES Vacations! Imagine starting your day by gazing at ocean views, watching the dolphins jump out of the blue Atlantic water, or being able to walk out onto the deck and see mesmerizing views of...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...

Too Close

This bright and airy cottage offers an open living area that holds wonderful views of the ocean. Enjoy the 42" LCD flat screen TV in the great room w/DVD and a Theater Sofa. This cottage offers a short walk to the direct beach access at the end of...

  • Kill Devil Hills
  • 5 Bedrooms
  • 3 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.