2026 Sailing Tours Guide

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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...

Calypso Hatteras

SOUNDFRONT Hatteras — Shoal Dr. — Calypso, the Greek goddess of the sea, was acclaimed for her beauty, which makes CALYPSO HATTERAS fittingly named, as the sunset and sound vistas from this uniquely round home are indescribably pretty. With a...

  • Hatteras
  • 3 Bedrooms
  • 2 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Baby's Dream 315

Baby’s Dream is a place to vacation with all the comforts of home. This intimate beach home has 4 bedrooms, 3 of which are en suites, and is perfect for a family vacation or a couples’ getaway. Views of the Atlantic are sure to help you unwind...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 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...

Sandy Ridge

Note: NH107-Breakers is located directly next to this property, making it a great option for larger groups looking for their own space. Washer and dryer and beach walkway are shared with unit NH107.Sandy Ridge is a classic Nags Head rental in the...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

Beach Memories 557-A

Put a little Old Nags Head style into your next Outer Banks vacation with Beach Memories. This oceanfront home provides unobstructed ocean views and is conveniently just steps away from beach enjoyment! Relax on the spacious oceanfront decks and...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
11/8 - 11/15
$1,316  $1,416
$100 off
11/22 - 11/29
$2,325  $2,425
$100 off
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...

Bikini Bottom

Located in Corolla/ 8 Bedrooms/ 7 Full Bathrooms/ 3 Half BathroomsConveniently located one lot from the corner, this handsomely furnished, colorful and light filled beach home is just a short walk to the beach walkway on a handsomely landscaped lot...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
9/8 - 9/15
$6,465  $7,102
$637 off
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Doris's Day

Doris's Day is a charming coastal rental that beautifully combines traditional design with modern amenities, offering a warm and relaxing getaway experience. Guests can enjoy both indoor and outdoor activities, including a hot tub, a den with...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
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...

1834 - Carolina Grace

Always Included, complimentary linens and made beds!  Welcome to Carolina Grace, your perfect vacation retreat in Corolla. Located in the Indian Summer Condos in the Ocean Sands community, this...

  • Corolla
  • 2 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...