2025 Sailing Tours Guide

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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...

5705 - Edgewater View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oceanfront luxury is found right here at Edgewater View. Located directly on the oceanfront in Nags Head, this luxurious OBX...

  • Nags Head
  • 9 Bedrooms
  • 9.5 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

SURROUND SOUND

Overview Surround Sound is a truly unique home for the ultimate vacation experience! Located on the sound, this lovely rental features water views from every level, and is located just across the street from the clubhouse in beautiful...

  • Corolla
  • 5 Bedrooms
  • 6 Bathrooms
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...

BIRDSEYE

Overview No detail has been overlooked at Birdseye, a custom crafted semi-oceanfront steps from the beach in Southern Shores. This 4-bedroom home offers a modern twist on classic Southern Shores flat-top architecture, and was designed...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Sunny Side Up

Rise and shine at Sunny Side Up (formerly Hokies@OBX), a cheerful vacation home in Corolla tucked away on a quiet cul-de-sac in the Ocean Lakes community. With peaceful lake views and a peek of the ocean in the distance, this oceanside retreat...

  • Corolla
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
Historic Corolla Park

Most all visitors to Corolla will spend at least a sunny afternoon or two at the Historic Corolla Park. This 39 acre site is home to three of the Northern Outer Banks' biggest attractions, the Whalehead in Historic Corolla, the Currituck Beach...

ROBIN'S ROOST

“Robin’s Roost” will provide you with gorgeous sunrises and sunsets daily, from the home’s expansive, top-level deck. Located within the Carolina Dunes Community, you will be within close proximity to the beach access, the communities sound...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Wright Brothers National Memorial

The Wright Brothers National Memorial is a "Must See" attraction for any Outer Banks aviation enthusiast, history lover, and virtually any Kill Devil Hills vacationer who wants an up-close look at the towering granite structure that towers over the...

Off Duty 633-A

Enjoy a week Off Duty in South Nags Head at this semi-oceanfront home with deeded beach access! The entire family will savor the great ocean views from the crow's nest.This family-friendly vacation home is located at milepost 17.5, only 45 yards to...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

5373 - Wench's Pad 4

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oceanfront luxury living is found right here at Wench's Pad 4! This exquisite Outer Banks rental has everything you need and...

  • Kill Devil Hills
  • 20 Bedrooms
  • 18.5 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.

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...