2026 Nags Head Sailing Tours Guide

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Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

AMIE AND GRAND DUDES

The entire family will enjoy this well-appointed, comfortable oceanside home that is close to the beach and all of the Schooner Ridge amenities. The generous decking will provide a great opportunity to dine while enjoying the gentle ocean...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
4/11 - 4/18
$1,721  $1,788
$67 off
4/18 - 4/25
$1,530  $1,788
$258 off
4/25 - 5/2
$1,454  $1,788
$334 off
5/2 - 5/9
$1,828  $2,172
$344 off
5/23 - 5/30
$2,294  $2,603
$309 off
6/6 - 6/13
$3,483  $3,704
$221 off
6/13 - 6/20
$3,733  $3,972
$239 off
6/27 - 7/4
$4,083  $4,349
$266 off
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...

The Maple Leaf (formerly Wheelhouse) 137...

Located just 75 feet from the beach access, this home is the perfect rental for your Outer Banks beach vacation. Nestled among the live oaks in the private community of Sea Ridge, you’ll enjoy access to the community pool.Recent renovations...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

7555 - Saucy Lido

Always Included, complimentary linens and made beds! Saucy Lido is a 3 bedroom, 2 bathroom Outer Banks vacation home located on a quiet lagoon that opens to the Pamlico Sound. Ready for you and your...

  • Avon
  • 3 Bedrooms
  • 3 Bathrooms
Family Water Adventures

Shelling, Snorkeling, Paddle Boarding, Eco Tours & Light Fishing. Guided family adventure trips on Hatteras Island, NC. We take your group to multiple tidal islands along the Cape Hatteras seaside. These islands are constantly changing and...

The Sandlot 437

Welcome to The Sandlot, located at Milepost 11.5 in Nags Head. This spacious home has everything you need for a perfect getaway! Guests will enjoy the ocean views from the decks, as well as the short 150 foot walk to the beach access, just across...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

FAIRWINDS

Overview Just a short stroll to the beach on a dedicated walkway, Fairwinds offers a lovely and convenient setting for guests to create vacation memories. This traditional beach cottage features fun filled gathering spaces on all...

  • Corolla
  • 6 Bedrooms
  • 4.5 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Ocean Escape

OCEANVIEW Avon - East Antillas Drive - A vacation at OCEAN ESCAPE enables you to escape from it all while still remaining close to it all. The home is located in a super location – a short walk to eateries, stores, groceries and the Avon Pier...

  • Avon
  • 4 Bedrooms
  • 3 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

SWEET CAROLINA

Sweet Carolina is an easy walk to the beach and is a few minutes to the sound. View gorgeous sunsets, fish or crab from the Port Trinite dock. Step out front to community tennis courts and two community pools, one of which is right on the sound. The...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/17 - 5/24
$2,473  $2,827
$354 off
5/24 - 5/31
$2,829  $3,229
$400 off
5/31 - 6/7
$2,944  $3,229
$285 off
6/7 - 6/14
$3,380  $3,693
$313 off
6/14 - 6/21
$3,772  $4,084
$312 off
6/28 - 7/5
$4,269  $4,475
$206 off
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.