2026 Nags Head Sailing Guide

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Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

5419 - My Flip Flop Retreat

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! My Flip Flop Retreat is a 4-bedroom, 2-bathroom Nags Head vacation rental perfect for your next stay. With just a...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
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...

Checkmate

SEMI-OCEANFRONT Avon – Ocean View Drive – Kinnakeet Shores – A calming and fun vacation is the name of the game at CHECKMATE, a six-bedroom/five- and one-half bath home. Strategically placed in the heart of Avon, you have painless access to...

  • Avon
  • 6 Bedrooms
  • 5.5 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

Wellington By The Sea WEL-204

Location, Location, Location! Welcome to Wellington By The Sea, a private luxury oceanfront condo with over 2200 square feet of relaxing vacation enjoyment featuring magnificent ocean views, a 32’ furnished oceanfront deck, and a gourmet...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

BR-9 | Rutledge Cottage

Welcome to The Breakers Oceanfront Condominiums Unit 9 in the heart of Kill Devil Hills. This two bedroom two bath getaway was completely remodeled in 2020 and features breathtaking ocean views. Enjoy direct beach access and a newly paved community...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
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...

A TRIPLE DELIGHT

Carolina Designs presents A TRIPLE DELIGHT, your premier six-bedroom Corolla retreat just 125 yards from beach access. This exceptional Ocean Sands home features an elevator, private heated pool, hot tub, recreation room with pool table and...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

ANDERSONS TRANQUILITY

A truly casual, "Frank Stick" oceanfront beach cottage all on one level. 3 bedrooms (1 with Queen, 1 with Twins, 1 with 2 Doubles with outside entrance only), 2 baths (shower only). Tiled Carolina porch room with sleep sofa. Smart TV in...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
5/30 - 6/6
$2,805  $3,100
$295 off
6/27 - 7/4
$4,003  $4,209
$206 off
7/4 - 7/11
$4,183  $4,209
$26 off
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...

Ocean Dream

Located in Salvo | 6 Bedrooms | 6 Full Bathrooms | 2 Half BathroomsVacation in luxury at Ocean Dream, a Salvo Village oceanfront home providing countless amenities for the entire group. Appreciate 6 roomy bedrooms, a private saltwater pool with a...

  • Salvo
  • 6 Bedrooms
  • 6 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.