2026 Nags Head Sailing Tours Guide

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Events
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OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

SOUTHERN GROVE

“Southern Grove” is a charming beach cottage offering the perfect blend of classic Outer Banks charm and the modern beach house vibes you've been looking for. Located on the North end of Southern Shores, this quintessential beach retreat offers...

  • Southern Shores
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
7/5 - 7/12
$3,908  $4,506
$598 off
7/26 - 8/2
$4,050  $4,506
$456 off
8/2 - 8/9
$4,107  $4,506
$399 off
8/16 - 8/23
$3,171  $3,310
$139 off
8/23 - 8/30
$2,967  $3,115
$148 off
8/30 - 9/6
$2,497  $2,716
$219 off
9/6 - 9/13
$2,300  $2,513
$213 off
9/27 - 10/4
$2,047  $2,227
$180 off
10/4 - 10/11
$2,047  $2,227
$180 off
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

316 | The Wave

"The Wave", formerly known as "Beach Life", is under new ownership and has new decor enhancements and updates throughout, all designed to enhance your vacation experience. 12/29/25: New photos have been posted. "The Wave" is situated on the...

  • Nags Head
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
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...

641 | By The Shore

Wake up to sunrise over the Atlantic, spend your day steps from the sand, and end the evening watching sunset over the sound from your own private crow’s nest.For the 2026 season, this longtime guest favorite in South Nags Head has been...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
6/20 - 6/26
$7,695  $8,995
$1,300 off
6/27 - 7/3
$8,495  $9,995
$1,500 off
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Castaway Cove

SOUNDSIDE Avon — Portside Dr. — Recently Constructed for 2026! — Cast away all cares and daily routines when you arrive at CASTAWAY COVE, a brand new nine-bedroom/nine-full and two-half-bath home perched on an inlet with water vistas from...

  • Avon
  • 9 Bedrooms
  • 10 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

The Tree House

The Tree House is a wonderfully whimsical vacation home located in the Caffey's Inlet neighborhood, designed to accommodate the entire family, including pets. The large, open kitchen is perfect for preparing meals then to the spacious dining room...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

Tequila Sunset 39-CL

Welcome to Tequila Sunset — a charming, well-loved 5-bedroom, 4.5-bath soundfront home in the heart of Corolla Light. It is inviting, full of character, comfort and dog-friendly as well. Watch the sun melt into the sound and enjoy peaceful...

  • Corolla
  • 5 Bedrooms
  • 4.5 Bathrooms
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...

Mabuhay

Mabuhay is perfect for your next family vacation. The main living area boasts inviting coastal decor complete with an updated kitchen ready for your family meals. 3 bedrooms are conveniently located on the first level with the master bedroom...

  • Corolla
  • 4 Bedrooms
  • 2 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.