2026 Nags Head Sailing Tours Guide

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Events
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Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

The Way We Were

Step back in time while enjoying all the modern conveniences in this lovingly cared-for historic cottage. Nestled in the heart of Nags Head, our vacation rental, "The Way We Were," is the epitome of comfort and nostalgia, offering a unique and...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

Beautiful Sunshine

Beautiful Sunshine is a brand-new, soundfront retreat in the quiet, gated community of First Flight Ridge. Designed for modern comfort, this home features a bright and open top-level living area with a sunroom and screened porch, perfect for...

  • Kitty Hawk
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

SHORELY BLESSED

Overview Shorely Blessed is a seaside retreat with the coastal warmth you expect to find when you vacation in the Outer Banks. The floor plan is outstanding and the home is welcoming and practical for multi-family use. Excellent dining...

  • Duck
  • 8 Bedrooms
  • 9 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes live music, karaoke and a DJ dance party. They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab...

Castle in the Sand

Located in Corolla/ 6 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomThis home offers everything your family desires for summer fun including a landscaped yard with grass, private pool, and tons of space to spread out. You’ll quickly see that this...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
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...

Pelican Watch

Paradise awaits you in this luxurious home with breathtaking ocean views! Lovingly appointed with all your needs in mind; Enjoy a family-friendly location only a few feet to the beach for little ones! Private pool and hot tub offer evenings of...

  • Kitty Hawk
  • 5 Bedrooms
  • 3 Bathrooms
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...

Sea Monkey

OCEANFRONT Salvo — S. Sunrise Ct. — Perched on pristine, protected shoreline with vistas that go on forever in any direction, the 5,200 sq. ft. SEA MONKEY is the type of vacation home that captures the imagination as well as the memories...

  • Salvo
  • 7 Bedrooms
  • 8 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

JOURNEYS END

You will enjoy this rare classic Outer Banks beach house and great surf views throughout its spacious 2,100 square feet, with 1,100 square feet of decking, and ocean view covered porch with louvered privacy walls on each side. Enjoy nighttime...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
2/14 - 2/21
$2,190  $2,662
$472 off
2/21 - 2/28
$2,190  $2,662
$472 off
2/28 - 3/7
$2,190  $2,662
$472 off
3/7 - 3/14
$2,190  $2,662
$472 off
3/14 - 3/21
$2,190  $2,662
$472 off
3/21 - 3/28
$2,241  $2,662
$421 off
3/28 - 4/4
$2,610  $2,813
$203 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.