2026 Kill Devil Hills Sailing Tours Guide

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Events
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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...

FLYING SOUTH

Overview Offering a thoughtful floor plan that is filled with popular amenities, Flying South features eight bedrooms (four with private baths) with plenty of privacy, gathering areas, and expansive, wraparound decks. Guests have access...

  • Duck
  • 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...

Catch A Break WHL-939

Catch A Break in this one-of-a-kind luxury oceanfront home! All six bedrooms oceanfront! All bedrooms have ocean views! Enjoy a private walkway to the private beach as only Whalehead can provide! Need a break from the surf? Then retreat to your own...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

826 | Coastal Retreat

The “Coastal Retreat” has a perfect location in the heart of Nags Head that boasts Ocean Views and a short walk to the beach (approx. 50 yards to Curlew St.). Nicely decorated and loaded w/Amenities, your family will really enjoy relaxing in...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Sea Bright

Upgrades for 2026 will include landscaping and pool restoration.Located in Corolla/ 6 Bedrooms/ 6 Full Bathrooms/ 2 Half BathroomsSea Bright is nearly Oceanfront! With oceanfront vistas, this unique “flag” property offers private, direct beach...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

2971 - Seabbatical

Always Included, complimentary linens and made beds! Take A Seabbatical in Duck for your next Outer Banks vacation! Located on the oceanfront in the Colony by the Sea Condo community, Seabbatical is...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
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...

Up-front 523-A

This oceanfront home at milepost 18.5 offers an amazing vacation experience on the oceanfront in South Nags Head! Up-front's sought-after location, along with its great amenities, make this home perfect for your next family vacation. With beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

815 | Hill Ocean 1

Come Stay and Play in one of the most Beautiful areas of the OBX in central Nags Head. This Oceanfront home is set up nicely for your family vacation and allows two mature dogs (w/fees)! Private enough to be rented separately or perfect together...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8

Sail the Outer Banks (formerly Outer Banks Sailing Academy) offers professional sailing instruction operating under the standards of the American Sailing Association. They offer lessons in Kill Devil Hills. The Academy presents an array of classes...