2026 Nags Head Sailing Tours Guide

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Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

309 | Sound Garden

Peacefully situated on the Soundside in Kitty Hawk, Sound Garden is a terrific home that is nicely decorated, comfortably furnished, and offers the luxury of your own Private Swimming Pool. Tucked away on a quiet cul-de-sac and surrounded by trees...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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...

The Purple Whale 493

The Purple Whale is a semi-oceanfront coastal retreat offering a charming interior, inviting outdoor deck space, and a prime location near the beach, shopping, and some of the best dining Nags Head has to offer! Also, don't forget your furry family...

  • Nags Head
  • 3 Bedrooms
  • 2 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...

BY JOVE

“By Jove” you’ve found the perfect Outer Banks beach destination! If you wish to be close to the beach, you’ll enjoy being semi-oceanfront and only about 15 yards to the beach access. This five bedroom, four bath rental cottage is complete...

  • Southern Shores
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
9/26 - 10/3
$2,976  $3,412
$436 off
10/3 - 10/10
$2,976  $3,412
$436 off
10/10 - 10/17
$3,026  $3,412
$386 off
10/17 - 10/24
$2,401  $2,659
$258 off
10/24 - 10/31
$2,401  $2,659
$258 off
10/31 - 11/7
$2,401  $2,508
$107 off
11/7 - 11/14
$2,293  $2,508
$215 off
11/14 - 11/21
$2,401  $2,508
$107 off
11/21 - 11/28
$2,401  $2,508
$107 off
11/28 - 12/5
$2,401  $2,508
$107 off
12/5 - 12/12
$2,401  $2,508
$107 off
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...

Better Together 190-G

Welcome to Better Together, a bright and inviting coastal retreat tucked into the charming community of Georgetown Sands in Duck. Perfect for small families or a group getaway, this thoughtfully updated 2-bedroom, 2.5-bath home comfortably sleeps up...

  • Duck
  • 2 Bedrooms
  • 2.5 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

La Carolina

Located in Corolla/ 4 Bedrooms/ 2 Full BathroomsGather your family for a ideal beach vacation!Ground Level: Exterior amenities include a completely gated private pool deck with hot tub, charcoal grille, outside shower, basketball hoop and parking...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
9/28 - 10/5
$2,561  $3,057
$496 off
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...

5377 - Memorial Blvd.

Always Included, complimentary linens and made beds! Partials available in the off season, must call to book. This Kill Devil Hills home is perfect for your next Outer Banks vacation! Located on...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

397 | Sea Quest 1

Semi-Oceanfront Beach Cottage, dramatic views that stretch from Ocean to Sound, a fantastic location that affords easy access to the Beach (approx. 600 feet to Ida Street) makes "Sea Quest 1" a smart choice for your Outer Banks vacation. This...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
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.