2026 Nags Head Sailing Guide

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Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

810 | Kelly's Ketch IV

This Beautifully Decorated Nags Head home provides a long list of features designed w/your vacation enjoyment in mind including a spacious floor plan, Great Ocean Views and a short walk to the Beach (less than 170 feet) to the Bladen Street Beach...

  • Nags Head
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
4/26 - 5/2
$1,995  $2,395
$400 off
5/3 - 5/9
$2,295  $2,595
$300 off
5/17 - 5/23
$3,295  $3,595
$300 off
5/24 - 5/30
$4,295  $4,595
$300 off
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Las Olas

OCEANFRONT Waves- Sea Isle Hills Drive - On a peaceful street in the heart of Waves, LAS OLAS makes for the ideal relaxing hideaway. At this oceanfront location you can sit on the two levels of decks and watch the sea oats sway in the wind as you...

  • Waves
  • 4 Bedrooms
  • 2 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

ABSOLUTE ELEGANCE

Overview Unforgettable vacation days await you at Absolute Elegance, an exquisite oceanfront estate in the town of Corolla. This fabulous home features sweeping ocean views and is appointed with sumptuous furnishing and decor. Guests...

  • Corolla
  • 10 Bedrooms
  • 11 Bathrooms
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...

ATLANTIC SUNRISE

Overview Experience the magic of Atlantic Sunrise, a 20-bedroom vacation home on the oceanfront in Kill Devil Hills. With 18 private baths and a host of common areas, this home is ideal for family reunions, corporate retreats, or...

  • Kill Devil Hills
  • 20 Bedrooms
  • 21.5 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...

1521 - A Summer Place

Always Included, complimentary linens and made beds! Get away to some of the Outer Banks' most beautiful beaches when you stay at A Summer Place! This 6 bedroom Corolla vacation home is situated on...

  • Corolla
  • 6 Bedrooms
  • 6.5 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...

5509 - Options

Always Included, complimentary linens and made beds! If you were any closer to the sound in this 3-bedroom, 3-bathroom Nags Head vacation home, you’d be wet! Options is a beautiful soundfront home...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

5854 - Erkkila

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Escape to the quiet side of Nags Head at Erkkila, a traditional oceanfront cottage that puts the focus back on what...

  • Nags Head
  • 5 Bedrooms
  • 5.5 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.