2026 Nags Head Sailing Guide

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Events
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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...

Windswept II

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 2 Half BathroomsYour family will adore this end-unit villa in the prize-winning resort of Corolla Light. Just a short walk to the Oceanfront Complex and beach, or take the trolley to the indoor...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

The Mothership

OCEANFRONT Avon — Ocean View Drive — Find yourself just steps away from a glorious stretch of sandy beach and miles away from life’s daily cares and distractions at THE MOTHERSHIP, a five-bedroom/five-full and one-half-bath home in...

  • Avon
  • 5 Bedrooms
  • 5.5 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

A SHORE DELIGHT

“A Shore Delight” is the ideal vacation spot - lots of space, sits on a high corner lot providing gorgeous ocean views on every level, lovely décor, less than 500 feet to beach access.Level 1:Recreation room with pool table, flat screen TV...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
6/27 - 7/4
$5,740  $7,452
$1,712 off
8/1 - 8/8
$6,767  $7,452
$685 off
8/22 - 8/29
$4,112  $4,988
$876 off
8/29 - 9/5
$3,619  $4,372
$753 off
9/5 - 9/12
$3,347  $4,032
$685 off
9/12 - 9/19
$2,983  $3,600
$617 off
9/19 - 9/26
$3,049  $3,600
$551 off
9/26 - 10/3
$3,137  $3,600
$463 off
10/3 - 10/10
$3,137  $3,600
$463 off
10/10 - 10/17
$3,137  $3,600
$463 off
10/17 - 10/24
$2,570  $2,912
$342 off
10/24 - 10/31
$2,672  $2,912
$240 off
10/31 - 11/7
$2,672  $2,762
$90 off
11/7 - 11/14
$2,522  $2,762
$240 off
11/14 - 11/21
$2,522  $2,762
$240 off
11/21 - 11/28
$2,522  $2,762
$240 off
11/28 - 12/5
$2,522  $2,762
$240 off
12/5 - 12/12
$2,522  $2,762
$240 off
12/12 - 12/19
$2,522  $2,762
$240 off
12/19 - 12/26
$2,659  $2,762
$103 off
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Memory Maker 449-A

Build everlasting family vacation memories at Memory Maker, a lovely semi-oceanfront, 6-bedroom vacation rental in Nags Head! Memory Maker features 6 bedrooms, including 2 king beds and 3 queens. Two sets of bunk beds are perfect for young adults or...

  • Nags Head
  • 6 Bedrooms
  • 4 Bathrooms
8/1 - 8/8
$6,927  $9,419
$2,492 off
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

1610 - Wave Hello

Always Included, complimentary linens and made beds! NEW FOR 2025: New pool area furniture, all new LVP flooring and new carpet on stairs, and new hot tub. Wave Hello is a very spacious Outer Banks...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

Sandfiddler

OCEANSIDE Waves - Sea Vista Court This pretty home, located on the lake in modren “St. Waves”, is just a short walk to the beach. Located on a peaceful cul-de-sac, you will savor the solitude this home offers. Step up to the first level...

  • Waves
  • 5 Bedrooms
  • 4 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...

Scotch Retreat

SOUNDSIDE Avon — Cutty Sark — If relaxation is just what you need, stay at SCOTCH RETREAT. Located on a private cul-de-sac, your arrival is simple as you step in via the dry entry and load the bags and groceries into the elevator (900 lb...

  • Avon
  • 7 Bedrooms
  • 8 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.