2026 Nags Head Sailing Tours Guide

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Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Sun Trippin'

Wake up to the sound of the waves and step directly onto the sand at Sun Trippin’, your oceanfront retreat in the sought-after community of South Nags Head. Tucked along a quiet, private gravel road, this Outer Banks vacation rental offers the...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
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...

SNOW GOOSE

At this semi-oceanfront gem, just one lot from the ocean, enjoy coffee or cocktails on the upper deck while watching dolphins splashing and pelicans diving into the ocean or relax on the lower deck rope swing for two to the sound of crashing...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Sandy Drawers

Located on a quiet cul-de-sac 775 feet to beach access, this house has a remodeled kitchen and a large 17’ X 30’ pool. When you are not lounging by the pool, you can shoot some hoops at the basketball goal or pack your beach cart and take a...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

Tucs Beachin OBX House CV-16

Tucs Beachin OBX House is the ultimate home on the beautiful 4x4 beaches of Carova! Stunning ocean views will overwhelm you when you enter this beautifully appointed estate. Located just over the dune from the Atlantic Ocean, this home offers easy...

  • Carova
  • 8 Bedrooms
  • 8.5 Bathrooms
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...

Blew Bayou

Located in Duck / 6 Bedrooms / 6 Full Bathrooms / 1 Half BathroomPerfectly located between the ocean and the town of Duck, Blew Bayou is a gorgeously maintained vacation getaway in the fashionable Sea Pines community. Featuring gorgeous ocean vistas...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

2910 - Dolphin's Den

Always Included, complimentary linens and made beds! An oceanfront condo perfect for a Duck escape! Dolphin's Den is a 2 bedroom, 2 bathroom Outer Banks condo rental ready for you and your family to...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



THE DEEP END

A contemporary version of the Old Nags Head style cottages. 3,200 square feet of living area with beautiful wood trim and 1,800 square feet of covered/screened/sun porches with built in benches and hot tub. 165 yards to beach access.Level 1:Covered...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 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.