2026 Nags Head Sailing Tours Guide

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Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

14 PALMS

14 Palms spans more than 9,000 square feet with fourteen bedrooms, eleven private baths, and an elevator. Carolina Designs invites your group to this oceanfront Kill Devil Hills estate, where a cinema-style theater is ready for movie nights and...

  • Kill Devil Hills
  • 14 Bedrooms
  • 15 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...

WINDANCE

You’ll enjoy the best of the beach at this lovely home in the Chickahauk neighborhood of Southern Shores. “Windance” is situated on a private, secluded, wooded lot backing up to wetlands and frequented by deer and other wildlife. Splash around...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
11/8 - 11/15
$1,447  $1,735
$288 off
11/15 - 11/22
$1,550  $1,735
$185 off
11/29 - 12/6
$1,498  $1,735
$237 off
12/6 - 12/13
$1,447  $1,735
$288 off
12/13 - 12/20
$1,570  $1,735
$165 off
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Angelo del Mare

Angelo del Mare – Your Sea Angel Sanctuary in Pine Island, Corolla Ideally situated in the exclusive Pine Island community of Corolla, Angelo del Mare (Sea Angel) offers the perfect balance of luxury, serenity, and proximity to the shore. Built in...

  • Corolla
  • 9 Bedrooms
  • 9 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

CADDYSHACK

Enjoy sunsets and views of the golf course, lake, and sound from the private pool, hot tub, or expansive open/covered furnished decks.Level 1:Game room, laundry room, bath (with shower), as well as a furnished screened in porch.Level 2:3 bedrooms (1...

  • Corolla
  • 4 Bedrooms
  • 4 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...

Imagine

OCEANFRONT Salvo - Ocean Street It's simple to plan the best vacation you can IMAGINE at this premier oceanfront home located on the southern end of Salvo. Let your imagination run wild in the broad outdoor entertainment area featuring a private...

  • Salvo
  • 7 Bedrooms
  • 6.5 Bathrooms
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...

5419 - My Flip Flop Retreat

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! My Flip Flop Retreat is a 4-bedroom, 2-bathroom Nags Head vacation rental perfect for your next stay. With just a...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

Waves Daze

OCEANVIEW Waves — Sea Isle Hills Dr. — There is no confusion here, WAVES DAZE is the beach home for your family vacation. Pull the car into the shaded parking with dry entry and step into the cavernous game room with pool table, wet bar with...

  • Waves
  • 4 Bedrooms
  • 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.