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...

Group Therapy

Located in Southern Shores / 7 Bedrooms / 5 Full Bathrooms / 2 Half BathroomsConstructed in 2014, this home offers everything your family will want for your next Outer Banks get-away! Located in the community of Southern Shores on the Oceanside this...

  • Southern Shores
  • 7 Bedrooms
  • 5 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...

WHITECAPS

Overview Located on the oceanfront in Nags Head, Whitecaps offers 3,100 square feet of living space, seven bedrooms, a fully-fenced private pool, hot tub, rec room, and more! Undoubtedly, you and your vacation group will enjoy your...

  • Nags Head
  • 7 Bedrooms
  • 6 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

7230 - Lost at Sea

Always Included, complimentary linens and made beds! 2 Bedrooms, 2 Baths (Sleeps 4-5) - Filmed by HGTV! Watch HGTV Beach Bargain Hunters (Season 19, Episode 12) to see this great Beach Box on...

  • Salvo
  • 2 Bedrooms
  • 2 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

CASUAL ELEGANCE

Overview Avoid heavy weekend traffic with a Friday check-in!Casual Elegance is the perfect way to describe this wonderful Outer Banks vacation home, tucked back just steps from the beach on a quiet road in family-friendly Southern...

  • Southern Shores
  • 7 Bedrooms
  • 6.5 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

ONCE IN A BLUE MOON

Once in a Blue Moon do you find a beach home so comfortable for several families with six bedrooms, six baths, two living areas and a sitting room, only ten yards from the beach access, with gorgeous ocean views from two floors, complete with a...

  • Southern Shores
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
8/16 - 8/23
$5,368  $5,985
$617 off
8/23 - 8/30
$4,558  $5,145
$587 off
8/30 - 9/6
$4,045  $4,442
$397 off
9/6 - 9/13
$3,736  $4,087
$351 off
9/13 - 9/20
$3,323  $3,648
$325 off
9/20 - 9/27
$3,278  $3,648
$370 off
9/27 - 10/4
$3,332  $3,648
$316 off
10/4 - 10/11
$3,332  $3,648
$316 off
10/11 - 10/18
$3,332  $3,648
$316 off
10/18 - 10/25
$2,700  $2,946
$246 off
10/25 - 11/1
$2,910  $2,946
$36 off
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...

Shoebie's Hangout

Located in Kitty Hawk/ 5 Bedrooms/ 4 Full BathroomsShoebie's Hangout offers a huge amount of deck space complete with top level sunbathing deck ideal for laying out and soaking up the sun. Sit on the enormous covered deck to cool down while...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 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...

UNO MAS

Overview Escape to the calm of waves and water at Uno Mas, a professionally designed and decorated 8-bedroom oceanfront home at Milepost 14.5 in Nags Head. When you stay in this home, you'll be front row center to the gorgeous beaches...

  • Nags Head
  • 8 Bedrooms
  • 5.5 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.