2026 Corolla Sailing Tours Guide

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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...

492 | Windishores

Windishores is nicely decorated in the traditional Outer Banks Style. This home is perfect for a romantic getaway or small families. Watch the waves roll in from the covered deck or bask in the sun from the Oceanfront sun deck. The ocean views from...

  • Kitty Hawk
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 4
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...

K3002 Shell Yeah at Sand Castle Village

Welcome to Shell Yeah at Sand Castle Village by KEES Vacations! A tranquil setting overlooking the 12th green at the Nags Head Golf Links. Luxurious amenities like private pools and dedicated recreation rooms. Over 2300 square feet over three floors...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

Catch A Break WHL-939

Catch A Break in this one-of-a-kind luxury oceanfront home! All six bedrooms oceanfront! All bedrooms have ocean views! Enjoy a private walkway to the private beach as only Whalehead can provide! Need a break from the surf? Then retreat to your own...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
5/2 - 5/9
$4,383  $4,583
$200 off
5/23 - 5/30
$7,196  $10,196
$3,000 off
8/1 - 8/8
$12,133  $14,133
$2,000 off
9/19 - 9/26
$6,593  $6,893
$300 off
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...

14 PALMS

Overview 14 Palms boasts over 9,000 square feet of vacation living space and abundant outdoor amenities. Brilliantly designed to accommodate those traveling in large groups, this oceanfront estate is ideal for Outer Banks multi-family...

  • Kill Devil Hills
  • 14 Bedrooms
  • 15 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...

Endless Sunsets

SEMI-SOUNDFRONT Salvo - Sunset Drive - Feel the meditative quality of ENDLESS SUNSETS from this gorgeous home, perched near the end of a peaceful cul-de-sac with direct sound access for kiteboarding and kayaking, within walking distance of Hatteras...

  • Salvo
  • 6 Bedrooms
  • 6 Bathrooms
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

Ricky's Retreat Too 60-C

Secure your stay at Ricky’s Retreat Too early—this sought-after vacation home books fast, with families returning year after year! Nestled in the Ocean Sands community, this stunning oceanside retreat is designed for unforgettable getaways. With...

  • Corolla
  • 9 Bedrooms
  • 8.5 Bathrooms
5/2 - 5/9
$3,864  $4,164
$300 off
5/9 - 5/16
$4,283  $4,583
$300 off
5/23 - 5/30
$7,424  $7,724
$300 off
5/30 - 6/6
$8,383  $8,683
$300 off
9/19 - 9/26
$3,971  $4,271
$300 off
9/26 - 10/3
$3,516  $3,816
$300 off
10/3 - 10/10
$3,161  $3,461
$300 off
10/10 - 10/17
$2,806  $3,106
$300 off
10/17 - 10/24
$2,806  $3,106
$300 off
10/24 - 10/31
$2,806  $3,106
$300 off
10/31 - 11/7
$2,806  $3,106
$300 off
11/7 - 11/14
$2,522  $2,822
$300 off
11/14 - 11/21
$2,522  $2,822
$300 off
11/21 - 11/28
$3,410  $3,710
$300 off
11/28 - 12/5
$2,522  $2,822
$300 off
12/5 - 12/12
$2,522  $2,822
$300 off
12/12 - 12/19
$2,522  $2,822
$300 off
12/19 - 12/26
$3,410  $3,710
$300 off
12/26 - 1/2
$3,410  $3,710
$300 off
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...

1606 - Shades of Sand

Always Included, complimentary linens and made beds! NEW FOR 2025: Patio furniture in courtyard to be installed mid-June 2025. Located in the popular Buck Island subdivision, Shades of Sand is...

  • Corolla
  • 4 Bedrooms
  • 4.5 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.