2026 Nags Head Sailing Tours Guide

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Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

Sea Senorita

Exciting updates are coming in 2025 to make your stay even more comfortable! The home will feature brand-new floor throughout all levels, fresh paint to brighten every room, and a completely refreshed kitchen with all new kitchenware and silverware...

  • Corolla
  • 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...

Happy Ours SWB-35

Happy Ours is a lovely, oceanside home in the off-road area of Carova, with 6 bedrooms (3 of which are en suites with private baths). Enjoy unobstructed ocean views from just about everywhere in this beautifully designed vacation rental. Take an...

  • Carova
  • 6 Bedrooms
  • 6 Bathrooms
5/31 - 6/7
$3,901  $4,401
$500 off
6/7 - 6/14
$4,540  $5,040
$500 off
6/14 - 6/21
$4,817  $5,517
$700 off
6/28 - 7/5
$5,420  $6,120
$700 off
7/5 - 7/12
$5,420  $6,120
$700 off
7/19 - 7/26
$5,420  $6,120
$700 off
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...

345 | Beach Peach

Beach Peach Oceanfront Luxury in South Nags Head | Cottage 345 - Welcome to Beach PeachYour Perfect Outer Banks Getaway! Step into your dream vacation at Beach Peach, a premier oceanfront retreat in South Nags Head that guests return to year after...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

K0429 Colin's Cabin at Devonshire Place

Welcome to Colin's Cabin at Devonshire Place by KEES Vacations! Come stay with us at Colin's Cabin, a beautifully decorated three-bedroom home located in the Devonshire Place neighborhood part of the Bermuda Bay community. While driving through the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 5 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Celestial Haven

Located in Corolla/ 6 Bedrooms, 7 Full Bathrooms, 1 Half BathroomLocated on a peaceful cul-de-sac, "Celestial Haven" really is a haven! Launch your windsurfer from the end of your private walkway! The Corolla Light amenities will make your beach...

  • Corolla
  • 6 Bedrooms
  • 7 Bathrooms
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

357 | First Flight

First Flight is an outstanding, Custom-Built vacation home ideally situated in Nags Head that offers an Elevator and every feature necessary for a terrific Outer Banks Vacation! Located within close proximity of the Beach (100 ft. to Curlew Street...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
6/6 - 6/12
$5,495  $6,895
$1,400 off
6/13 - 6/19
$5,995  $7,595
$1,600 off
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...

Sunnyside II

Located in Corolla/ 7 Bedrooms/ 6 Full Bathrooms/ 1 Half BathroomLooking for an escape from the day to day, a place to reunite with adored ones spread far and wide or just a treat for your family and friends? Sunny Side II has it all! Close to the...

  • Corolla
  • 7 Bedrooms
  • 6 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.