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...

Shark and Awe

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.You CAN have it all at ‘Shark and Awe’! Not your typical beach cottage, this property was featured in the Outer Banks Parade of Homes and was a...

  • Southern Shores
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

Rat Race Retreat 464-D

Escape the rat race of real life at the Rat Race Retreat, a beautifully decorated OBX rental home at milepost 13.5 in Nags Head. With 4 bedrooms and 3 full baths, there is room for the whole family!Welcome each morning with coffee on the spacious...

  • Nags Head
  • 4 Bedrooms
  • 3 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...

Sunset Sonata

Welcome to Sunset Sonata – Your Soundfront Sanctuary! If your dream vacation involves sipping drinks on the deck while marveling at spectacular sunsets, then Sunset Sonata is your ideal getaway. Nestled in the charming, family-friendly community...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
9/12 - 9/19
$6,001  $6,576
$575 off
Carolina Designs Realty

Plan your Outer Banks vacation with Carolina Designs! Browse our inventory of 350+ select Outer Banks vacation rentals located in the towns of Corolla, Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, and Nags Head. Book online anytime, or reach...

Schemering Seas

Located in Corolla/ 4 Bedrooms/ 3 Full BathroomsWatch the ocean from the wrap-around decks of this coastal home offering something for everybody!  Time spent at the beach, in the private pool or calming in the hot tub are what vacation memories are...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
9/16 - 9/23
$3,200  $4,677
$1,477 off
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

416 | TipSea Turtle

The TipSea Turtle is an exceptional Oceanfront Masterpiece that brings it all together to ensure a Grand Outer Banks Getaway for your family. Experience endless ocean views, uncrowded beaches, and ample space to relax and spend time with loved...

  • Southern Shores
  • 7 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 14
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...

Lucky Me 541

This magnificent 8-bedroom and 5 and 2 half bath oceanfront vacation home offers spectacular views of the Atlantic Ocean. What beach vacation would be complete without the experience of waking up every morning and falling asleep every night to the...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
10/17 - 10/24
$3,122  $3,457
$335 off
10/24 - 10/31
$3,058  $3,393
$335 off
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...

PIRATES ESCAPE

Carolina Designs invites you to PIRATES ESCAPE, a Nags Head oceanfront retreat with 8 bedrooms, each featuring private baths, plus an elevator for convenience. This professionally decorated beachfront home offers panoramic ocean views, a heated 24...

  • Nags Head
  • 8 Bedrooms
  • 10 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.