2026 Nags Head Sailing Tours Guide

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Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

The Tree House

The Tree House is a wonderfully whimsical vacation home located in the Caffey's Inlet neighborhood, designed to accommodate the entire family, including pets. The large, open kitchen is perfect for preparing meals then to the spacious dining room...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

K9409 Ohana 3 Bedroom Home in Walnut Isl...

Welcome OHANA to KEES Vacations! OHANA, meaning family in Hawaiian, is a luxurious and vibrant 3-bedroom soundfront property in Grandy, waiting to provide you with an unforgettable experience. As you step into this charming pet-friendly home, you'll...

  • Grandy
  • 3 Bedrooms
  • 2 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

K7028 Island Enchantment

Welcome to Island Enchantment by KEES Vacations! New for 2026: Village Beach Club family pass included with your stay! Prepare for an extraordinary escape to the beautiful Outer Banks with Island Enchantment, a brand-new 24-bedroom pet-friendly...

  • Kill Devil Hills
  • 24 Bedrooms
  • 25 Bathrooms
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

BLUE WAVE

Your family will love this bright and airy home in Duck. Located on a quiet street, 352 yards from the ocean access, you can enjoy a day on the beach, relax on one of the decks, swim in the large private pool, or soak in the private hot tub. A...

  • Duck
  • 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...

608 | Lightly Salted

Lightly Salted offers a 10% Military Discount which must be requested and verified at the time of booking. This is a great family beach home that provides a comfortable, cozy atmosphere along with an Oceanside location that is very close to the...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Moge Tee

QUALITY YOU CAN SEE, FRESHNESS YOU CAN TASTE! Every cup made to order with the freshest ingredients and handcrafted loose leaf tea brewed to perfection! Combining all the natural gifts from mother nature!

AS YOU WISH

Overview Spend your next Outer Banks vacation As You Wish! A stunning 7-bedroom oceanfront home in the popular neighborhood of Southern Shores. With a 180 degree vista of sea and sand, this elegant home offers an iconic backdrop of...

  • Southern Shores
  • 7 Bedrooms
  • 7 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

034 | Solitude House

This exceptional vacation home provides an ideal location on Ocean View Loop in Southern Shores. Quiet, peaceful, and within easy walking distance of the beach, your family will be pleased with all this newly remodeled home has to offer. The street...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
5/24 - 5/30
$2,895  $3,195
$300 off
6/14 - 6/20
$4,995  $5,695
$700 off
6/21 - 6/27
$5,295  $5,995
$700 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.