2026 Sailing Tours Guide

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Events
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Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

5446 - Miss Grace

Always Included, complimentary linens and made beds! Imagine your cares slipping away while you sway in a rocking chair enjoying the ocean's breeze on the ocean facing wraparound porch! Built in 1933...

  • Nags Head
  • 7 Bedrooms
  • 8.5 Bathrooms
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...

DUNES CREST

Awesome ocean and sound views. Located in the heart of Duck on a high dune – it is a short walk to the beach, excellent restaurants, shopping and Duck Park. Find a well-appointed kitchen; sheets, towels, and bath mats provided. Well-maintained...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
9/20 - 9/27
$2,448  $3,105
$657 off
10/4 - 10/11
$2,579  $3,105
$526 off
10/11 - 10/18
$2,579  $3,105
$526 off
10/18 - 10/25
$2,110  $2,519
$409 off
10/25 - 11/1
$2,168  $2,519
$351 off
11/1 - 11/8
$2,062  $2,368
$306 off
11/8 - 11/15
$2,088  $2,368
$280 off
11/15 - 11/22
$2,222  $2,368
$146 off
11/29 - 12/6
$2,173  $2,368
$195 off
12/6 - 12/13
$2,143  $2,368
$225 off
12/13 - 12/20
$2,324  $2,368
$44 off
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...

Grammie's Place

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Enjoy an Indian Summer in Corolla!An Outer Banks vacation at a great value is waiting for you at Grammie’s Place, a completely remodeled and updated...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

Twisted Fish

Treat your family to a memorable vacation at ‘Twisted Fish’ and enjoy all the special touches that have made this spectacular vacation property a favorite destination in South Nags Head. Ten bedrooms, multiple King En Suites, an elevator and...

  • Nags Head
  • 10 Bedrooms
  • 7 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Vitamin Sea

Welcome to your dream vacation rental in Nags Head! "Vitamin Sea" is an exquisite 5 bedroom retreat, offering a perfect blend of luxury, comfort and breathtaking ocean views. With a private pool to cool off after a long day at the beach and hot tub...

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

SALTY PAWS

Located in the heart of Duck “Salty Paws” will be your vacation getaway year after year…but don’t forget to include your four legged, furry family members in this dog friendly, oceanside Outer Banks Vacation Rental! With a private  pool for...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

Wellington by the Sea

OCEANFRONT GETAWAY | NEWLY UPDATED FOR 2026 | FLEXIBLE STAYS Escape to Wellington by the Sea for an unforgettable Outer Banks getaway. This spacious 3-bedroom, 2-bath oceanfront condo offers 2,300 square feet of comfortable living space...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 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...