2026 Nags Head Sailing Guide

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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...

Calypso

SEMI-SOUNDFRONT Salvo - Turtle Ct. Your family will fall in adore with CALYPSO, a handsome home with community sound access. The first level has two bedrooms, one queen and one with a pyramid bunk that share a hall bath - both with TVs. Also on...

  • Salvo
  • 7 Bedrooms
  • 5.5 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...

Big Mama's

Oceanfront, Panoramic Ocean Views, Private Walkway to the Beach, 16x27 Pool with Wading Area and Waterfall, Tiki Bar, Hot Tub, Dog Friendly, Expanded Dog Run, Keyless Entry, Cornhole, Volleyball, Elevator, Roll in Shower, Three Separate Living...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
Flip Flop Shops

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



DS-102A | Vacation Station

Oceanfront-Nags Head. A Terrific vacation awaits at “Vacation Station”, a spacious unit located at the Diamond Shoals condominium in peaceful South Nags Head. The open Living/Dining/Kitchen provides ample space for your family and all will...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

Kookaburra

Located in Corolla/ 3 Bedrooms/ 2 Full Bathrooms/ 1 Half BathroomHandsome ocean vistas and inviting dunes beckon the beach lover, as does the private pool and spa. Appreciate the South Pacific ambiance, gorgeous sunrises and sunsets from this...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

1408 - Sea of Dreams

Always Included, complimentary linens and made beds! NEW FOR 2026: New twin mattresses for twin bedroom and new TVs. Your dreams to rest and relax by the sea are sure to come true when you choose...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

Moonglade

OCEANFRONT Avon - Kinnakeet Shores - Your family will be amazed by MOONGLADE's spectacular ocean vistas. The interior decor is impressive, especially in the great room with wood floors, vaulted ceilings and 55" high definition 4K Sony TV with sound...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

THE CHART HOUSE

Open and airy, The Chart House has everything your family needs for a fun and relaxing beach vacation! Excellent location – just steps from the “Barracuda walkway” direct to the ocean's ebb (a short five minute walk to beach). Watch the...

  • Corolla
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
8/15 - 8/22
$2,841  $3,415
$574 off
8/22 - 8/29
$2,602  $3,139
$537 off
8/29 - 9/5
$2,286  $2,741
$455 off
9/5 - 9/12
$2,139  $2,538
$399 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.