2026 Nags Head Sailing Tours Guide

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Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

1385 - Stay Awhile

Always Included, complimentary linens and made beds! NEW: Pets allowed in 2026! Come Stay Awhile at this 2 bedroom, 2 bathroom Corolla rental home! Stay Awhile has everything you need to enjoy your...

  • Corolla
  • 2 Bedrooms
  • 2 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

609 | Blue Fin

Fantastic Ocean Views & a tranquil location make this lovely Oceanfront home a great choice for your family. There are two living areas w/ TV's so everyone can relax while on vacation. Enjoy your days on the Beach, its right at the bottom of...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

DISHAROON

Enjoy the sunrise each morning from this exceptional home built for optimum ocean views. 3,500 square feet living area with decks galore, excellent surf fishing location. Close to shops & restaurants. 2 miles from the Wright Memorial Bridge.All...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
9/27 - 10/4
$3,136  $3,605
$469 off
10/4 - 10/11
$3,091  $3,605
$514 off
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Flamingo

Escape to Flamingo, a bright and cheerful beach cottage where relaxation meets fun. Just minutes from the sand, this pet-friendly retreat invites you to unwind by your private pool, savor breezy evenings on the deck, and create unforgettable...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Sailing Away RI-114

Welcome to Sailing Away, your serene canalfront escape nestled in the picturesque town of Manteo on historic Roanoke Island. Just minutes from the waterfront charm of downtown Manteo, with its boutique shops, cozy cafés, and New England–style...

  • Manteo
  • 6 Bedrooms
  • 5.5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Into The Mystic

Into the Mystic is your perfect beach getaway! A cozy 3-bedroom, 2-bath second-level condo (stairs required, no elevator) in the Indian Summer Condos of Ocean Sands – Section F. Enjoy oceanside living with a community pool, spacious sun deck and...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

Sea Squirt 375

Welcome to the Sea Squirt! This comfortable cottage at milepost 8.5 is located in the heart of Kill Devil Hills. It’s just a short drive to restaurants, such as Captain George’s, the Brewing Station, or Mama Kwan’s. And, most importantly, the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 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.