2026 Sailing Tours Guide

Outer Banks Map
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Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

025 | South Wind Delight

You will love this OCEANFRONT home - the outdoor living areas are enhanced w/fenced area around the pool, volleyball court, corn toss court, Bluetooth speakers by pool, and 2 Private Rainfall Showers w/Sinks. Outstanding Ocean Views and...

  • Nags Head
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 18
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...

Jessea

Located in the desirable Ocean Sands Section B, this beautiful coastal retreat offers outstanding ocean views and all the comforts you need for a truly memorable beach vacation. Enjoy your own private oasis featuring an 18’ x 28’ private pool...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Higher Ground 234-A

Welcome to Higher Ground, a gorgeous, one-of-a-kind custom home centrally located just steps from the sound in Kitty Hawk. This vibrant and unique coastal home offers classic character and fine details at every turn, including a reclaimed shipwreck...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
9/12 - 9/19
$3,245  $3,545
$300 off
9/19 - 9/26
$3,210  $3,510
$300 off
9/26 - 10/3
$2,805  $3,105
$300 off
10/3 - 10/10
$2,400  $2,700
$300 off
10/10 - 10/17
$2,251  $2,551
$300 off
10/17 - 10/24
$2,094  $2,394
$300 off
10/24 - 10/31
$1,689  $1,989
$300 off
10/31 - 11/7
$1,625  $1,925
$300 off
11/7 - 11/14
$1,625  $1,925
$300 off
11/14 - 11/21
$1,625  $1,925
$300 off
11/21 - 11/28
$2,251  $2,551
$300 off
11/28 - 12/5
$1,625  $1,925
$300 off
12/5 - 12/12
$1,625  $1,925
$300 off
12/12 - 12/19
$1,625  $1,925
$300 off
12/19 - 12/26
$1,895  $2,195
$300 off
12/26 - 1/2
$2,052  $2,352
$300 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...

Camelot

OCEANFRONT Salvo – Ocean St. – King Arthur’s utopia may have been fictional, but a setting of idyllic happiness and peacefulness is very real at this CAMELOT, a striking six-bedroom/five-full and two-half-bath home that turns your vacation...

  • Salvo
  • 6 Bedrooms
  • 6 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...

The Gettawave 505

Semi-oceanfront and just 50 feet to the beach, this lovely 3 bedroom/2 bathroom vacation home at Milepost 17.5 offers panoramic ocean views from the rooftop deck! Wash away salt and sand in the enclosed outside shower after a long day at the beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
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...

SEA CASTLE

Settle into the tiered seating of the private home theater, then slide open the accordion wall to join the pool table and wet bar next door. Sea Castle, a Carolina Designs oceanfront home at Milepost 10 in Nags Head, pairs eight king bedrooms...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

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
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...