2026 Sailing Tours Guide

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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...

738 | Acree Beach House

Oceanfront-South Nags Head. "Acree Beach House" is a lovely family beach cottage that offers small families the opportunity to enjoy Nags Head the way it used to be. Beautiful hardwood floors, all new furnishings, island breakfast/dining bar...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
6/14 - 6/20
$2,395  $2,795
$400 off
6/21 - 6/27
$2,595  $2,995
$400 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...

SH-1 | Sea Treasure

The Summer House Cottages are a grouping of four identical homes situated on the shores of the Atlantic and are the perfect destination for your family, both immediate and extended. Located in serene South Nags Head these homes offer Ocean Views...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

PELICAN PIER

“Pelican Pier” is in the Town of Southern Shores and is situated on a large lot providing a private surrounding for you and your family to relax. Spend time splashing away at the home’s private saltwater swimming pool or take a short walk to...

  • Southern Shores
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
6/14 - 6/21
$4,067  $5,106
$1,039 off
7/19 - 7/26
$5,101  $5,606
$505 off
8/16 - 8/23
$3,851  $4,099
$248 off
8/23 - 8/30
$3,451  $3,845
$394 off
8/30 - 9/6
$2,922  $3,338
$416 off
9/6 - 9/13
$2,933  $3,084
$151 off
9/13 - 9/20
$2,519  $2,747
$228 off
9/20 - 9/27
$2,519  $2,747
$228 off
9/27 - 10/4
$2,519  $2,747
$228 off
10/4 - 10/11
$2,649  $2,747
$98 off
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

Ashley's Nest

Upgrades for 2026 include luxury laminate floor basement and mid level, refreshed bar area, new furnishings, and upgraded bathroom. Located in Corolla / 6 Bedrooms / 5 Full Bathrooms / 1 Half BathroomRest your feathers in Ashley's Nest for an...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
6/28 - 7/5
$4,520  $5,650
$1,130 off
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...

1892 - Carolina Bliss

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Carolina Bliss is a stunning and spacious Outer Banks vacation home in Corolla. Nestled in the Ocean Sands...

  • Corolla
  • 12 Bedrooms
  • 13 Bathrooms
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

Salt and Light 526-A

Looking for a place to make family memories? Salt and Light is a 6-bedroom, semi-oceanfront home with a bright and airy interior, a private pool, hot tub, and public beach access with restrooms less than 500’ away. Enjoy sunrise with ocean views...

  • Nags Head
  • 6 Bedrooms
  • 4.5 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...

GS-301 | See Turtle's Nest-Gulf Stream C...

Welcome to See Turtle's Nest our recently renovated top-floor oceanfront unit in the Gulf Stream Condominiums. Experience breathtaking panoramic ocean views from your private residence, with two oceanfront decks to immerse yourself in refreshing...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...

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.