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

The Sandlot 437

Welcome to The Sandlot, located at Milepost 11.5 in Nags Head. This spacious home has everything you need for a perfect getaway! Guests will enjoy the ocean views from the decks, as well as the short 150 foot walk to the beach access, just across...

  • Nags Head
  • 4 Bedrooms
  • 4.5 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...

5260 - Shenanigan's

Always Included, complimentary linens and made beds! Located in the charming town of Kill Devil Hills, this soundfront Outer Banks rental home offers you and your family a delightful coastal retreat...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

1541 - Birdie Beach Bungalow

Always Included, complimentary linens and made beds! New for 2026: Private Pool! Located on the soundside of Corolla lies Birdie Beach Bungalow. This beautifully appointed Corolla retreat is found...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

493 | Just to Sea You

Oceanfront-Kitty Hawk. One bedroom plus Loft!Enjoy spectacular ocean and beach views from this upscale oceanfront home. Cozy and comfortable, "Just to Sea You" was recently renovated to like new condition, inside and out. No detail has been...

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

Villa Corolla

Oceanside in the private community of Crown Point. Villa Corolla is situated only 115 yards from the beach. After a day at the beach you can sit, relax, enjoy the sound of the ocean and take in the great views on the spacious top deck. Not a good...

  • Corolla
  • 7 Bedrooms
  • 4 Bathrooms
Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

Pierside Retreat 486

An unforgettable oceanfront experience awaits! Just north of the iconic Nags Head Pier, this spacious 6-bedroom, 5.5-bathroom home offers breathtaking ocean views and an unbeatable location. Pierside Retreat blends comfort and style for the perfect...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
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...

Eighty-Sea

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Enjoy the Quiet in South Nags HeadTake some time off at Eighty-Sea! This comfortable and convenient vacation rental is 1.5 miles south of the famous...

  • Nags Head
  • 4 Bedrooms
  • 4 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.