2026 Sailing Tours Guide

Outer Banks Map
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The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

QUALITY TIME

Quality Time hides a real home theater beneath its decks: tiered, movie-house seating for ten, an 85-inch Smart TV, and a DVD player, all just steps from the rec room. This 6-bedroom semi-oceanfront home from Carolina Designs sits in Corolla's...

  • Corolla
  • 6 Bedrooms
  • 5.5 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...

A Salty Piece of Land

A salty piece of the Outer Banks will be yours to enjoy at this beautifully decorated coastal cottage. Start your mornings spotting dolphins from the ship’s watch, or take a short stroll to the beach, just 100 yards away, for a full day of sun...

  • Corolla
  • 4 Bedrooms
  • 3 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...

684 | Moon Song

Moon Song is a lovely Nags Head Semi-Oceanfront home that is close to the beach, offers a Private Swimming Pool, Hot Tub, Rec. Room w/Pool Table, Ocean Views, and Direct Beach Access. A Wonderful Outer Banks experience awaits when you choose this...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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...

Beagle by the Sea

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.The Adventure of a Lifetime Awaits You at Beagle by the SeaEnjoy this Nags Head vacation rental located in a quiet cul-de-sac, with the ocean across the...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

078 | Fort Myers

This vacation home provides your family with spacious, comfortable living areas, lovely decor, and a wide range of amenities that are sure to please. Ideally situated in the Sea Crest Village community of Southern Shores, this home has direct...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 11
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

Kapadia 556-A

Located on a quiet and private road, this large, comfortable home is perfect for family vacations! With unbelievable ocean views from the decks, living, dining and kitchen areas, you will be glad you chose Kapadia as your vacation rental on the OBX...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
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...

SOUND BARRIER

This soundfront home has 3,000 square feet of living space and an all season Bermuda room overlooking the sound. Spectacular sunsets await your arrival with views from the large upper deck, great room and King bedroom. Waterfront lower deck is the...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
11/8 - 11/15
$1,506  $1,717
$211 off
11/15 - 11/22
$1,586  $1,717
$131 off
12/6 - 12/13
$1,506  $1,717
$211 off
12/13 - 12/20
$1,586  $1,717
$131 off
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...

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.