2026 Nags Head Sailing Tours Guide

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KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

DEBITS AND CREDITS

“Debits and Credits” is coastal bliss nestled in the heart of Southern Shores! This 6-bedroom, semi-oceanfront vacation rental home offers the perfect blend of relaxation, entertainment and coastal charm. With its spacious layout, amenities, and...

  • Southern Shores
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
10/31 - 11/7
$2,810  $3,241
$431 off
11/7 - 11/14
$2,660  $3,241
$581 off
11/14 - 11/21
$2,763  $3,241
$478 off
11/28 - 12/5
$2,867  $3,241
$374 off
12/5 - 12/12
$2,660  $3,241
$581 off
12/12 - 12/19
$2,888  $3,241
$353 off
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

NO WORRIES

Seven tiered theater seats face a projection screen with surround sound in the dedicated home cinema at NO WORRIES, a 7-bedroom Corolla retreat from Carolina Designs. Add a recreation room with wet bar, an elevator, a 24 x 12 private pool and...

  • Corolla
  • 7 Bedrooms
  • 6.5 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

Flippin' Sweet

OCEANSIDE Salvo - Colony Drive - FLIPPIN' SWEET is just six tons from the ocean. A crow's nest deck offers handsome vistas of the sound and is a enchanting place to sit and appreciate the sunset. The uncovered decks are on the south-southwest corner...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
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...

Risen Son TGS-F3

Take in the incredible panoramic ocean views just steps from the sand at Risen Son, an oceanfront condo in Kill Devil Hills!Centrally located in Kill Devil Hills, this condo is the perfect spot to stay to take in all the Outer Banks has to offer...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

397 | Sea Quest 1

Semi-Oceanfront Beach Cottage, dramatic views that stretch from Ocean to Sound, a fantastic location that affords easy access to the Beach (approx. 600 feet to Ida Street) makes "Sea Quest 1" a smart choice for your Outer Banks vacation. This...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
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...

OB'Xcape

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomOB’Xcape has everything to make your dream beach vacation come true! Located in a gated community, you'll have access to an outdoor pool, a recreation center with a bathhouse...

  • Corolla
  • 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...

Beach Dreamin

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Beach Dreamin is what you do all year long—this is where you finally get to live it! Located just over 600 feet from the public beach access and less...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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.