2026 Sailing Guide

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Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

Whisper of the Waves WHL-30

Just 340 feet from the sand and surf, Whisper of the Waves is the perfect semi-oceanfront escape for your next Outer Banks vacation. With 7 bedrooms, a private pool, hot tub, and plenty of space for the whole family - including your dog - this...

  • Corolla
  • 7 Bedrooms
  • 3.5 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...

5414 - Sunbreak

Always Included, complimentary linens and made beds! NEW FOR 2025: Fortified roof and front decking in September 2025. Welcome to Sunbreak, a Nags Head oceanside retreat. This charming Outer Banks...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

Paradise Found S-21

Searching for that perfect Outer Banks oasis for your family vacation? Well, look no further. Welcome to Paradise Found. This newly renovated jewel is in the tranquil village of Salvo. Just 4 lots from the beautiful beach, it’s easy to get some...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

SEASIDE HEIGHTS

Overview Upgrade your beach vacation experience when you reserve Seaside Heights, a semi-oceanfront estate featuring 6,000 square feet of fine finishes, fashionable luxury furnishings, and resort-style outdoor amenities. The home is...

  • Corolla
  • 11 Bedrooms
  • 12 Bathrooms
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...

K3001 Pier Pressure at Sand Castle Villa...

Welcome to Pier Pressure 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 and multiple...

  • 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...

030 | Sea La Vie

Vacation memories that will last a lifetime begin here at this lovely oceanfront home that features a spacious floor plan and exceptional views that stretch from the Ocean to the East and Jockey’s Ridge Sand Dune to the West. Your family is sure...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
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 SUMMER

Summer never has to end in this OBX vacation rental. Take a dip in the private pool, unwind in the hot tub, or soak up some sun on the deck. The great room is lighted by warm sunlight streaming through the windows and has tons of seating to gather...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
5/3 - 5/10
$1,578  $1,958
$380 off
5/10 - 5/17
$1,578  $1,958
$380 off
5/17 - 5/24
$1,578  $1,958
$380 off
5/31 - 6/7
$2,519  $2,890
$371 off
6/7 - 6/14
$3,011  $3,223
$212 off
6/28 - 7/5
$3,647  $3,897
$250 off
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...

The Pavilion at Pirate’s Cove Marina is a beautiful event venue with waterfront views from every seat. When planning a wedding on the Outer Banks of North Carolina, there is no other location that can compare to Pirate’s Cove. Our...