2026 Nags Head Sailing Guide

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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 40-passenger catarmaran and the area’s newest...

Second Wave

OCEANFRONT Avon — Wahoo Cir — Don’t be surprised by the waves of emotion you feel when you step into SECOND WAVE. There is a sense of calm and tranquility along with a profound connection to the natural landscape. Perhaps there is a feeling...

  • Avon
  • 5 Bedrooms
  • 4 Bathrooms
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

DUCK PEACH

Overview Welcome to Duck Peach, a charming beach home located just two homes from the Currituck Sound in the peaceful seaside community of Olde Duck Beach. The sunset views over the water from the second floor deck are gorgeous! Trips...

  • Duck
  • 7 Bedrooms
  • 6.5 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...

5604 - Seaside Retreat

Always Included, complimentary linens and made beds! Heron Cove, Unit 304 N. Large – over 2,000 square feet – Oceanfront condo with 3 bedrooms, 3 baths, and elevator located at milepost 14.5 in...

  • Nags Head
  • 3 Bedrooms
  • 3 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...

A Corolla Corral

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Beautifully furnished and decorated, this dynamic property will delight your family for a fun-filled time of leisure at the beach! Soak up the sun by...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

BOBBIS BUNGALOW

“Bobbi’s Bungalow” is tucked away in a small Oceanfront community with a community pool and tennis court. Fun attractions, shopping and great restaurants are only a short walk away! This beautiful duplex will give you the perfect backdrop to a...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
5/2 - 5/9
$2,538  $2,907
$369 off
5/9 - 5/16
$2,538  $2,907
$369 off
5/30 - 6/6
$4,353  $4,846
$493 off
6/27 - 7/4
$6,077  $6,693
$616 off
8/1 - 8/8
$6,385  $6,693
$308 off
8/8 - 8/15
$5,391  $5,462
$71 off
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...

SOUND BARRIER

This soundfront home has 3,000 square feet of living space and an all season Bermuda room overlooking the sound. Spectacular sunsets await your arrival with views from the large upper deck, great room and King bedroom. Waterfront lower deck is the...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
5/17 - 5/24
$1,641  $1,876
$235 off
5/24 - 5/31
$1,991  $2,271
$280 off
5/31 - 6/7
$2,354  $2,699
$345 off
6/21 - 6/28
$2,984  $3,271
$287 off
8/2 - 8/9
$3,271  $3,590
$319 off
8/9 - 8/16
$3,073  $3,112
$39 off
Whalehead in Historic Corolla

The prestigious Whalehead in Historic Corolla has been a dominant attraction to Corolla visitors since it was renovated and opened to the public in 2002. As part of the Historic Corolla Park, the Whalehead in Historic Corolla serves as a northern...

OBX WAVES

Overview Watch the OBX Waves roll into shore while kicking back in a beach chair and enjoying every second of your Outer Banks vacation! OBX Waves is a seven-bedroom, three-story home located in Ocean Sands in Corolla. Being...

  • Corolla
  • 7 Bedrooms
  • 7.5 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.