2026 Nags Head Sailing Tours Guide

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Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

Surfwatch 173-D

It doesn't get any better than this! Watch the waves roll in and catch the sunrise from the deck of this pet-friendly oceanfront home. The seashore is your backyard, and it's easy to access thanks to the private walkway with built-in seating on the...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
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...

5701 - Coral Castle

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Coral Castle is the Nags Head vacation rental you've been searching for! This 5 bedroom, 5.5 bathroom Outer Banks...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

LICENSE TO CHILL

Overview Modern decor, high-end finishes, desirable amenities, unbeatable views, prime location... enter License to Chill! A 12-bedroom, oceanfront vacation home that will leave you and your guests wanting for nothing. Inside and out...

  • Corolla
  • 12 Bedrooms
  • 14 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

Jamman By The Sea

SEMI-OCEANFRONT Avon - Ocean Isle Loop - Luxury at its best. 5,070 sq. ft. .Top of the line amenities. Entertaining conveniences and rich decor throughout the home - inside and out. Across the peaceful street from the beach with handsome ocean...

  • Avon
  • 7 Bedrooms
  • 8 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...

DUNES CREST

Awesome ocean and sound views. Located in the heart of Duck on a high dune – it is a short walk to the beach, excellent restaurants, shopping and Duck Park. Find a well-appointed kitchen; sheets, towels, and bath mats provided. Well-maintained...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
5/24 - 5/31
$2,840  $3,486
$646 off
6/14 - 6/21
$5,069  $5,819
$750 off
6/28 - 7/5
$5,524  $6,399
$875 off
8/23 - 8/30
$3,907  $4,363
$456 off
9/13 - 9/20
$2,842  $3,105
$263 off
9/20 - 9/27
$2,842  $3,105
$263 off
10/4 - 10/11
$2,842  $3,105
$263 off
10/11 - 10/18
$2,842  $3,105
$263 off
10/18 - 10/25
$2,314  $2,519
$205 off
10/25 - 11/1
$2,314  $2,519
$205 off
11/1 - 11/8
$2,164  $2,368
$204 off
11/8 - 11/15
$2,281  $2,368
$87 off
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

K8040 OBX Ridgeview 4 Bedroom Home at So...

Welcome to OBX Ridgeview by KEES Vacations! Surround yourself with coastal comfort at OBX Ridgeview. Less than 5 minutes to the Atlantic Ocean, you're surrounded by all the best shops, restaurants, and attractions that Nags Head has to offer. Plus...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

Southern Comfort

Welcome to Southern Comfort, a captivating semi-oceanfront home that invites you to experience the best of beachside living. With ocean views and convenient access to the ocean via a nearby sidewalk and pedestrian crosswalk to Ocean Blvd. beach...

  • Kill Devil Hills
  • 4 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.