2026 Ocracoke Sailing Guide

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Events
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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...

Robin's Roost CD-126

Welcome to Robin’s Roost, a charming coastal escape just a short walk to the beach, nestled in the sought-after Carolina Dunes community in the family-friendly Town of Duck. Designed for comfort, relaxation, and unforgettable memories, this...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

5654 - Lord of the Sea

Always Included, complimentary linens and made beds! PETS ALLOWED IN 2026! NEW FOR 2026: New Level 2 decks and stairs from Level 3 to Level 1. You'll feel like "Lord of the Sea" in this premier...

  • Nags Head
  • 7 Bedrooms
  • 8 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

Don't Worry Beach Happy 479

Unwind, relax and get in the island frame of mind at Don’t Worry Beach Happy, a spectacular 8 bedroom, 8 and 3 half bath semi-oceanfront stunner in the heart of Nags Head. Designed, decorated, and outfitted with the singular goal of providing...

  • Nags Head
  • 8 Bedrooms
  • 9.5 Bathrooms
5/24 - 5/31
$5,713  $6,713
$1,000 off
6/14 - 6/21
$10,635  $12,135
$1,500 off
6/28 - 7/5
$11,906  $13,406
$1,500 off
Flip Flop Shops

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



BEACH BONANZA

Overview Feel like you've struck gold when you reserve vacation time in Beach Bonanza, an oceanside retreat that sets the stage for memorable days on the Outer Banks with family and friends. Traditional cedar shakes and wide wraparound...

  • Duck
  • 6 Bedrooms
  • 6.5 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 40-passenger catarmaran and the area’s newest...

In Spite of Ourselves

OCEANSIDE Waves — Sea Isle Hills Dr. — In spite of trying to find a reason to continue your search for a vacation rental, IN SPITE OF OURSELVES just may make you stop right here. Located nearly equal distance from both the ocean and Pamlico...

  • Waves
  • 4 Bedrooms
  • 4 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...

C113 - Totally Sound

MP 16. Always Included, complimentary linens and made beds! NEW FOR 2025: Fridge. NEW FOR 2024: TV wall mount in living area, kitchen table. Come and enjoy Totally Sound! This Landings at Sugar...

  • Nags Head
  • 3 Bedrooms
  • 3.5 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

AQUARIUS

Make your vacation dreams come true just 2 lots back from the ocean in the quiet community of Seacrest in Southern Shores. The homeowners love the Outer Banks, and their selections for the new home reflect the love of this beach and memorable, ideal...

  • Southern Shores
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
5/15 - 5/22
$4,236  $5,169
$933 off
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.