2026 Ocracoke Sailing Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

HOOK, LINE AND SINKER

Oceanfront home with cathedral ceiling, and private deck.Level 1:Great room with sitting area. Separate media area, flat screen CATV, Blu-ray & DVD player, media player with radio/CD player and Bluetooth; kitchen; dining area seats 8 - 10; Two...

  • Southern Shores
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
10/24 - 10/31
$1,993  $2,357
$364 off
11/7 - 11/14
$1,842  $2,207
$365 off
11/14 - 11/21
$1,980  $2,207
$227 off
11/28 - 12/5
$2,049  $2,207
$158 off
12/5 - 12/12
$2,007  $2,207
$200 off
12/12 - 12/19
$2,076  $2,207
$131 off
5/22 - 5/29
$2,338  $2,339
$1 off
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...

Duck, Duck, Goose

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.No need to keep circling—Duck, Duck, Goose is the Outer Banks escape you’ve been waiting to catch! This charming 4-bedroom cottage, recently updated...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

180 Degrees Of Ocean OCE-103

Enjoy unobstructed, panoramic views of the Atlantic Ocean while vacationing in 180 Degrees of Ocean!This top-level condo offers a private, oceanfront deck, exceptional ocean views from inside the unit, and ample space to sprawl out while vacationing...

  • Nags Head
  • 2 Bedrooms
  • 2 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

OBX Time KIN-37

Welcome to OBX Time, a luxurious vacation retreat nestled in the prestigious Kinnakeet Shores subdivision in Avon. This exquisite home offers the perfect blend of elegance and comfort along with captivating ocean views, all just a short walk to the...

  • Avon
  • 6 Bedrooms
  • 7 Bathrooms
10/24 - 10/31
$2,220  $2,920
$700 off
10/31 - 11/7
$2,220  $2,920
$700 off
11/7 - 11/14
$2,220  $2,920
$700 off
11/14 - 11/21
$2,526  $3,226
$700 off
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

Knot A Problem

Located in Corolla / Bedrooms / 5 Full Bathrooms / 2 Half BathroomsWhether you prefer to take a walk on the beach, swim in the private pool, stargaze from the hot tub or just relax on the deck, the amenities extended by this beach vacation home is...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

K0701 Namaste Here at Admirals View III

Welcome to Namaste Here at Admirals View III by KEES Vacations! Decisions, decisions...Should you make your way to the oceanfront pool and soak up the rays in one of those comfy sun loungers or walk down the steps to the golden sands of the Outer...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Flip Flop Shops

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



TRANSCENDENCE

With twelve private suites spread across three levels, Transcendence delivers something rare on the Outer Banks: every single bedroom has its own full bath. This 12-bedroom oceanfront estate from Carolina Designs is one of the largest rentals...

  • Southern Shores
  • 12 Bedrooms
  • 13.5 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.