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

18S-E | All Decked Out

"All Decked Out" is a terrific Oceanfront home located just steps from the beach in the popular Eighteen South development and provides endless Ocean and Beach Views. This is a lovely home with comfortable furnishings, a spacious floor plan...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Dolphina

Located in Corolla/ 6 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomUnwind and appreciate making family memories at Dolphina in Corolla! Located directly on the oceanfront, this pet friendly home is appealingly located in Pine Island where there is...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Sound Waves

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms"Sound Waves" is ready for your visit! The owners have adopted a musical theme including a charming grandiose piano in the great room and unique musical wall decorations throughout the home...

  • Corolla
  • 5 Bedrooms
  • 3 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...

Summerwind

Located in Corolla / 7 Bedrooms / 6 Full Bathrooms / 2 Half BathroomsThis opulent oceanfront home sits on a high elevation offering gorgeous ocean vistas. Of particular note, the design of Summerwind provides wide-span Ocean and beach vistas from...

  • Corolla
  • 7 Bedrooms
  • 6 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...

Osprey

Located in Avon | 6 Bedrooms | 4 Full BathroomsNEW in 2025: Complete Kitchen Remodel and New Hot TubOsprey is a unique oceanfront home centrally located in Avon Village with the beach as its backyard! Your options don't end at the beach....

  • Avon
  • 6 Bedrooms
  • 4 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

Fancy Free

A beautiful house nestled deep in South Nags Head, “Fancy Free” is perfect for a family that enjoys cozy living right on the ocean. With ocean views from every level, you’ll never get tired of looking out over the deep blue sea. After a trip...

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

Over The Dune QUAY-C2

Only 150 feet from the beach, Over the Dune is ready to become your new OBX oceanfront oasis. Located in The Quay condominium complex in Nags Head, this three-bedroom and three-bathroom condo boasts tasteful decor and numerous amenities that will...

  • Nags Head
  • 3 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.