2026 Nags Head Sailing Tours Guide

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Events
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Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

The Coastal Cottage

Located in Kill Devil Hills/ 4 Bedrooms/ 3 Full BathroomsStriking Oceanside beach home between the highways! Location, Location! Your family will appreciate this clean and refreshed Coastal Cottage located close to the beach between the highways in...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
Flip Flop Shops

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



5389 - Heavenly Sunrise

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Heavenly Sunrise – Your Dream Beach Getaway Starts Here! Get ready for sunshine, salty breezes, and...

  • Kill Devil Hills
  • 16 Bedrooms
  • 18 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

7201 - Carol's Soundfront Castle

Always Included, complimentary linens and made beds! Feel like royalty in "Carol's Soundfront Castle" during your next vacation! This magnificent home will delight the water sports enthusiast. With...

  • Salvo
  • 4 Bedrooms
  • 4 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Pier View Oasis

Oceanfront, Panoramic Ocean Views, Ramp, Elevator, Wheelchair Friendly, Dog Friendly, Fenced Yard, Outdoor Shower, Flex Stays, Weddings and Events, Private Walkway to the Beach, Pool, Pool Heat Specials, Swim Up Tiki Bar, Hot Tub, Corn Hole, Theatre...

  • Nags Head
  • 9 Bedrooms
  • 8 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

Dime-A-Doz SW-12

This soundfront/semi-oceanfront condo with sound and ocean views offers the best of both worlds. A shared soundside dock for the Sea Whisper condos provides direct water access. With sound and ocean access, this condo is perfect for kayaks, canoes...

  • Hatteras
  • 2 Bedrooms
  • 2 Bathrooms
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...

5711 - OBX TA SEA

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! PET FRIENDLY FOR 2027! NEW FOR 2026: All new vinyl decking. All TVs are Smart TVs with Hulu Live TV (Streaming only)...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

COOL AZUL

This charming oceanside home will bring you back year after year to spend quality time with the family, renew your spirit and enjoy all that the beautiful Outer Banks have to offer.Level 1:4 bedrooms (1 with Queen, TV/DVD player; shared full...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/29 - 6/5
$2,875  $3,284
$409 off
8/21 - 8/28
$2,724  $3,081
$357 off
8/28 - 9/4
$2,450  $2,762
$312 off
9/4 - 9/11
$2,259  $2,559
$300 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.