2026 Sailing Tours Guide

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MACALLISTER

The MacAllister is a fun, friendly “beach bungalow” with a colorful, island vibe! You’ll melt into that laid back vacation mode as soon as you pull into the drive. The Mac’s electric turquoise blue says “it’s playtime"!MacAllister is a...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
5/16 - 5/23
$1,217  $1,358
$141 off
5/30 - 6/6
$1,934  $2,144
$210 off
6/27 - 7/4
$2,476  $2,644
$168 off
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

754 | Barefoot Trader

Barefoot Trader is an exceptional Kitty Hawk semi-ocean front home that features Fantastic Ocean Views, direct beach access, and beautiful décor throughout. A wonderful vacation choice for your family, all are sure to enjoy the Private Swimming...

  • Kitty Hawk
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

HEADS CAROLINA

Carolina Designs presents HEADS CAROLINA, a spectacular oceanfront retreat in Corolla's exclusive Whalehead community. This luxurious 8-bedroom estate features panoramic ocean views, an elevator, home theater, and recreation room. Each of the...

  • Corolla
  • 8 Bedrooms
  • 9.5 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

A TRIPLE DELIGHT

Carolina Designs presents A TRIPLE DELIGHT, your premier six-bedroom Corolla retreat just 125 yards from beach access. This exceptional Ocean Sands home features an elevator, private heated pool, hot tub, recreation room with pool table and...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Atlantis

Located in Corolla/ 7 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomThis home brings the myth of Atlantis into the 21st Century. Atlantis is the ideal oceanfront home in an elegant Pine Island location. Your family and friends will feel like royalty in...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

618 | Sea Breeze II

This home will be your own Private Beach Castle and boasts lovely décor, a layout that provides spectacular Ocean Views. Located just 1.5 miles from the Wright Memorial Bridge, enjoy the cool breezes from one of the two large sun decks. It is also...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

Down By The Dunes

SOUNDSIDE – Rodanthe – With its central location between sound and seashore, DOWN BY THE DUNES accomplishes exactly that. Pack your fishing gear, your kiteboard and your sandcastle building tools as every day can comfortably be filled with a...

  • Rodanthe
  • 3 Bedrooms
  • 2 Bathrooms
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.