2026 Sailing Tours Guide

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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...

829 | The Todd House

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Ideally situated in the heart of Nags Head, this terrific vacation home offers the perfect mix of amenities, location, style and comfort. Located in Old...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

1507 - Voyage

Always Included, complimentary linens and made beds! Enjoy ocean views from Voyage, a stunning oceanside Corolla home! Situated conveniently near must see historical attractions, amazing dining, and...

  • Corolla
  • 7 Bedrooms
  • 7.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

K7502 Paws N Relax 4 Bedroom Home

Welcome to Paws n Relax by KEES Vacations! Spend your visit on the Outer Banks in serenity at Paws n Relax. When you're not enjoying the short walk to the sandy beach, this spacious and pet-friendly home will provide you and your family a...

  • Kitty Hawk
  • 4 Bedrooms
  • 4 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



WRITTEN IN SAND

Forget your troubles, consider them written in sand, when you come to relax and live the beach life at this awesome vacation rental in Duck! The reverse floor plan lets you enjoy the idyllic sunset views from the spacious decks and upper and middle...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
7/5 - 7/12
$4,401  $5,580
$1,179 off
7/26 - 8/2
$4,830  $5,580
$750 off
8/16 - 8/23
$3,641  $4,181
$540 off
8/23 - 8/30
$3,485  $3,834
$349 off
8/30 - 9/6
$3,003  $3,334
$331 off
9/6 - 9/13
$2,830  $3,080
$250 off
9/13 - 9/20
$2,472  $2,743
$271 off
9/20 - 9/27
$2,492  $2,743
$251 off
9/27 - 10/4
$2,517  $2,743
$226 off
10/4 - 10/11
$2,517  $2,743
$226 off
10/11 - 10/18
$2,517  $2,743
$226 off
10/18 - 10/25
$1,635  $1,743
$108 off
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...

SEAGLASS

Overview From the moment you arrive at Seaglass, you and your entire family will feel welcome and cozy at this special oceanside vacation retreat, with decor that offers easy breezy beach living at its finest. Seaglass features...

  • Duck
  • 6 Bedrooms
  • 5.5 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Star Kissed

OCEANFRONT Avon – Ocean View Dr. – New for 2027! – Prepare to be enchanted by STAR KISSED, a five-bedroom/three-and-one-half bath sanctuary where the constellations twinkling above seem close enough to touch. This relaxing oceanfront escape...

  • Avon
  • 5 Bedrooms
  • 3.5 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

Paradise Point

SOUNDFRONT Frisco - Bayside Ct. - Appreciate serene, beautiful beauty at PARADISE POINT. This calming getaway offers nearly 50,000 sq. ft. of calming landscape, extending into the Pamlico Sound for privacy and solitude. The home is conveniently...

  • Frisco
  • 4 Bedrooms
  • 2.5 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.

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...