2026 Sailing Tours Guide

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Events
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Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

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
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

7834 - Royal - T

Always Included, complimentary linens and made beds! New for 2024: New Dishwasher, New Mini-Fridge, and Updated Outdoor Furniture! Royal-T has everything you need for the best Hatteras Island...

  • Frisco
  • 4 Bedrooms
  • 4 Bathrooms
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...

775 | The Bluewater Cottage

Your family is sure to be thrilled with the lovely décor, comfortable furnishings, and terrific location this vacation retreat has to offer. Ideally situated in close proximity to the Beach, this home has Direct Ocean Access located directly...

  • Nags Head
  • 5 Bedrooms
  • 4.5 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...

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
8/21 - 8/28
$2,310  $2,626
$316 off
9/25 - 10/2
$1,530  $1,723
$193 off
10/23 - 10/30
$1,394  $1,564
$170 off
10/30 - 11/6
$1,394  $1,413
$19 off
11/6 - 11/13
$1,244  $1,413
$169 off
11/13 - 11/20
$1,268  $1,413
$145 off
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

K4221 Sail Boat Cottage at Beacon Quarte...

Welcome to the Sail Boat Cottage at Beacon Quarters of Corolla by KEES Vacations! Enjoy understated elegance in this luxury condo within the soothing and brand new Corolla community. The whole group will enjoy private community access to the sandy...

  • Corolla
  • 2 Bedrooms
  • 2 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

The Pine Island Lodge

The Pine Island Lodge is a stunning 28-bedroom oceanfront event home in Corolla, perfect for weddings, reunions, and seaside retreats. With over 19,000 square feet of interior space, including a 1200 square foot ball room and chef's kitchen. As...

  • Corolla
  • 28 Bedrooms
  • 31 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

886 | Ferebee Cottage

OCEANFRONT-BRAND NEW PRIVATE SWIMMING POOL on the OCEANFRONT!This beautiful beach home combines Outer Banks history and modern amenities into one package that your family is sure to love. Located in the heart of Kill Devil Hills on the Oceanfront...

  • Kill Devil Hills
  • 5 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.

Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...