2026 Sailing Tours Guide

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Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

Ariel

Located in Duck / 6 Bedrooms / 4 Full Bathrooms / 2 Half BathroomsSet on the narrowest strip of the Outer Banks in Palmers Island, a very private enclave of thirteen oceanfront estate homes, Ariel offers unobstructed vistas of the ocean or Currituck...

  • Duck
  • 6 Bedrooms
  • 4 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Just For Fun

Welcome to Just For Fun, a charming oceanside Corolla vacation rental just a short walk (100–150 yards) to the beach. Perfect for families and groups, this 5-bedroom Outer Banks home offers the ideal mix of relaxation and fun. Enjoy your own...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

5725 - A Dream Vacation

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: Newly constructed to an 8 bedroom home with a nice game room, expanded kitchen, and new dining room...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Pierside Retreat 486

An unforgettable oceanfront experience awaits! Just north of the iconic Nags Head Pier, this spacious 6-bedroom, 5.5-bathroom home offers breathtaking ocean views and an unbeatable location. Pierside Retreat blends comfort and style for the perfect...

  • Nags Head
  • 6 Bedrooms
  • 5.5 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...

SEA SPRAY

Classic historic “flat top” beach cottage, recently on historic flat top tour and directly across the street from the ocean! Two separate living areas - one for adults, one for children. Relax on the screened/glassed in porch or rooftop deck...

  • Southern Shores
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
8/9 - 8/16
$1,892  $2,044
$152 off
8/16 - 8/23
$1,768  $1,892
$124 off
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Sound Secret

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomAppreciate gorgeous sunset and sound vistas while calming on the decks or in the hot tub at this Semi-Soundfront home. Located close to the Corolla Light Soundfront community pool...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
8/10 - 8/17
$3,799  $4,152
$353 off
8/28 - 9/4
$3,396  $3,704
$308 off
9/5 - 9/12
$3,125  $3,403
$278 off
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...

1422 - Captain's Quarters

Always Included, complimentary linens and made beds! Drop your anchor and settle into a fun family vacation at Captain’s Quarters! This quaint and comfortable beach box is just the right place for...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
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...

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.