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...

049 | Second Flight

Second Flight is an exceptional Nags Head Beach cottage. It will make you feel at home with all of its outstanding amenities and special touches that you can expect from a top-quality, custom-built home. Second flight offers an elevator and great...

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

7651 - Sandrose

Always Included, complimentary linens and made beds! A perfect vacation awaits you at Sandrose! This Avon home features 3 bedrooms, 2 bathrooms, and plenty of space and amenities to make your Outer...

  • Avon
  • 3 Bedrooms
  • 3 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...

K8001 Sundancer at The Village at Nags H...

Welcome to Sundancer by KEES Vacations! Sundancer is a stunning oceanfront retreat in the sought-after Sound-to-Sea community of the Village at Nags Head. This classic Carolina-style, eight-bedroom home offers the perfect blend of comfort and...

  • Nags Head
  • 8 Bedrooms
  • 7 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...

Laughing Gull Landing

OCEANFRONT Waves - Thalassa Ave There is no reason to draw a line in the sand when choosing a resort home for your family’s next beach vacation. That is because LAUGHING GULL LANDING requires no compromise — everything you want in a restorative...

  • Waves
  • 5 Bedrooms
  • 3.5 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...

077 | So Low Flight

This vacation home offers Excellent Ocean Views from both levels & Great Beach Access (Only 100 Ft. Across Beach Road)! Captivating in both design & decor, So Low Flight is spacious & well-appointed w/hardwood floors & lovely...

  • Kitty Hawk
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 9
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...

5582 - Sea Pointe Paradise

Always Included, complimentary linens and made beds! Sea Pointe Paradise offers a comfortable oceanfront getaway in Nags Head, providing guests with direct beach access and a convenient location...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

K0104 Sea Therapy 3 bedroom at Cambridge...

Welcome to Sea Therapy in Cambridge Cove by KEES Vacations! New for 2026: Village Beach Club included with your stay! Details below. This exceptionally decorated and centrally located paradise in Kill Devil Hills is sure to be your next family...

  • Kill Devil Hills
  • 3 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.