2026 Duck 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...

319 | Sand Dollar

Sand Dollar has terrific ocean views, a wide beach, private oceanfront swimming pool, hot tub, and rec. room w/pool table. Spacious (4,000 square feet), beautifully decorated, well-equipped house makes it easy and comfortable to entertain your...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
5/30 - 6/5
$6,995  $9,095
$2,100 off
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

Sand Palace OBX CD-103

Enjoying Sand Palace OBX is easy to do. You, your family, and guests will thoroughly appreciate all the amenities this beautiful home has to offer, including a private pool, hot tub, gas fireplace (off-season only), rec room with wet bar and...

  • Duck
  • 7 Bedrooms
  • 4.5 Bathrooms
7/5 - 7/12
$6,146  $6,796
$650 off
7/12 - 7/19
$6,146  $6,796
$650 off
8/2 - 8/9
$5,870  $6,470
$600 off
8/16 - 8/23
$4,414  $4,864
$450 off
8/23 - 8/30
$3,938  $4,338
$400 off
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...

1621 - Sweet Caroline

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oh how sweet it is at Sweet Caroline! This Corolla home is located in the Crown Point community which gives you access...

  • Corolla
  • 5 Bedrooms
  • 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...

Boss's Playhouse

Bypass check-in at the office and proceed directly to the home at designated check-in time with the convenience of keyless entry!  This spacious home offers the perfect floor plan for families. Keyless entry on the ground level provides easy access...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Without a Porpoise

Located in Corolla/ 5 Bedrooms/ 5 Bathrooms/ 1 Half BathroomCome spend your vacation located in handsome Pine Island where you are close to the beach and just a short distance away from a grocery store, the Currituck Club golf course and shopping...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

Sea Notes 110-A

Sea Notes is an oceanfront home which boasts fabulous ocean views and direct beach access for the whole family and the dog to enjoy. This wonderful oceanfront beach retreat is located in the quieter, northern part of Duck Village, at the end of Sea...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

684 | Moon Song

Moon Song is a lovely Nags Head Semi-Oceanfront home that is close to the beach, offers a Private Swimming Pool, Hot Tub, Rec. Room w/Pool Table, Ocean Views, and Direct Beach Access. A Wonderful Outer Banks experience awaits when you choose this...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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...