2026 Nags Head Sailing Tours Guide

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H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

Reel-M-Inn

Step into Reel-M-Inn, where classic Outer Banks charm meets modern comfort. Just a short stroll from the beach, this inviting cottage offers sunlit spaces, a breezy Screened Porch, and a laid-back vibe perfect for unwinding after seaside...

  • Nags Head
  • 3 Bedrooms
  • 2 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...

Sea-Esta

Located in Southern Shores / 5 Bedrooms / 5 Full Bathrooms / 2 Half BathroomsSea-Esta is an exceptional, semi-oceanfront home in Southern Shores that offers everything your family will need for a really memorable Outer Banks vacation. This...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
9/21 - 9/28
$3,464  $3,763
$299 off
9/24 - 10/1
$4,060  $4,425
$365 off
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



032 | Life Is Good

Life is Good offers a great location that provides direct access to the beach (appriximately 450 feet to Byrd Steet Beach Access), Private Swimming Pool, Hot Tub, and Rec. Room/Den combination w/Foosball and TV. This fantastic dog-friendly home has...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
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...

603 | Island Time

Get ready to enjoy some "Island Time" when you vacation at this terrific home that is located just steps from the beach. All are sure to be thrilled with the Ocean Views and large fenced-in yard. There is ample space for your family to relax to the...

  • Kitty Hawk
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

K3001 Pier Pressure at Sand Castle Villa...

Welcome to Pier Pressure at Sand Castle Village by KEES Vacations! A tranquil setting overlooking the 12th green at the Nags Head Golf Links. Luxurious amenities like private pools and dedicated recreation rooms. Over 2300 square feet and multiple...

  • Nags Head
  • 5 Bedrooms
  • 5 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...

TARA

Tucked into the trees for peace and privacy, TARA is just a one block stroll from the life-guarded Chicahauk beach. Families continue their tradition of vacationing at comfortable TARA, with its many amenities designed for rest and relaxation, and...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
8/23 - 8/30
$1,311  $1,452
$141 off
8/30 - 9/6
$1,249  $1,380
$131 off
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

Carolina Days 152-A

Relax and let all your worries slip away when you stay at Carolina Days. Enjoy an oasis in the backyard with a private 14’x32’ pool and hot tub. Catch some rays or stay cool under the canopy as you lounge poolside.The owners of Carolina Days...

  • Duck
  • 4 Bedrooms
  • 2.5 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.