2026 Nags Head Sailing Tours 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...

Quack-N-Bush 193-A

Welcome to Quack-N-Bush, a comfortable home nestled in the oaks of the Sea Hawk community in Duck, boasting everything you need for a relaxing Outer Banks vacation!Spend your days lounging by the private pool or playing on the beach, conveniently...

  • Duck
  • 4 Bedrooms
  • 3.5 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

TOP OF THE HILL

Feel like royalty on Top of the Hill in this pastel beauty. Perfect for your furry family member, this Outer Banks rental has a fenced yard and features a private pool. This 4 bedroom, 4 ½ bath home also has a recreation room and wet bar on the...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
11/15 - 11/22
$1,735  $1,968
$233 off
11/29 - 12/6
$1,681  $1,968
$287 off
12/6 - 12/13
$1,628  $1,968
$340 off
12/13 - 12/20
$1,735  $1,968
$233 off
12/27 - 1/3
$1,944  $1,968
$24 off
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

Vitamin Sea

Welcome to your dream vacation rental in Nags Head! "Vitamin Sea" is an exquisite 5 bedroom retreat, offering a perfect blend of luxury, comfort and breathtaking ocean views. With a private pool to cool off after a long day at the beach and hot tub...

  • Nags Head
  • 5 Bedrooms
  • 5 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...

Blue Parrot 163

There's nothing like watching a colorful sunrise over the Atlantic Ocean from the large decks boasting ocean views. Ample decking provides plenty of room for sunbathing or sitting on the upper deck with the ocean breezes providing your serenity...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

352 | Sandpiper

Oceanfront-Nags Head. Coastal Living style enhances this terrific home that features stunning interior decor along with exterior areas designed to take advantage views and flowing ocean breezes. Spacious and well appointed, this ideal vacation...

  • Nags Head
  • 7 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
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...

Bella Salvo

OCEANSIDE Salvo — Merrimac Ln. — BELLA SALVO ensures your family vacation is really charming, starting with a five-bedroom/three- and one-half-bath coastal getaway where treasured memories are waiting to be made. Conveniently located near...

  • Salvo
  • 5 Bedrooms
  • 3.5 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

1623 - Breakaway

Always Included, complimentary linens and made beds! Located in the heart of Corolla, Breakaway awaits you! Breakaway is conveniently located near great local shopping at the Timbuck II Shopping...

  • Corolla
  • 4 Bedrooms
  • 4 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.