2026 Nags Head Sailing Tours Guide

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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...

Star Sailor

Step out your front door and enjoy a short 100-yard stroll to the beach access, as well as convenient access to the community tennis courts and community pool (open Memorial Day through October 3rd). The location truly offers the best of both...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Ocean Annie's 107-B

Just a short walk to the beautiful beaches of Duck is Ocean Annie’s, a bright, open, and airy 4 bedroom oceanside home, sure to be your family’s new favorite vacation destination!Spend your days lounging by the private pool (approximately...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
5/24 - 5/31
$3,148  $3,348
$200 off
5/31 - 6/7
$3,553  $3,753
$200 off
6/7 - 6/14
$3,965  $4,165
$200 off
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...

Tan Lines PKT-45

Nestled in the heart of the charming Town of Duck, Tan Lines offers the perfect blend of convenience and coastal charm. Just a short stroll from the beach and within easy reach of Duck's vibrant shopping, dining, and family-friendly activities, this...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

WILSONS LANDING

“Wilson’s Landing” will provide you with a serene backdrop, nestled into a cliff and among the trees on the Currituck Sound. Enjoy the beauty, splendor and privacy while relaxing on the private top-level deck. Take in the peaceful morning...

  • Duck
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
5/31 - 6/7
$2,224  $2,529
$305 off
6/7 - 6/14
$2,471  $2,818
$347 off
6/14 - 6/21
$2,717  $3,108
$391 off
6/28 - 7/5
$3,050  $3,398
$348 off
7/5 - 7/12
$3,059  $3,398
$339 off
7/19 - 7/26
$3,100  $3,398
$298 off
7/26 - 8/2
$3,059  $3,398
$339 off
8/2 - 8/9
$3,108  $3,398
$290 off
8/9 - 8/16
$2,642  $2,876
$234 off
8/16 - 8/23
$2,456  $2,674
$218 off
8/23 - 8/30
$2,195  $2,384
$189 off
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Hatteras Escape

OCEANFRONT Waves - Sea Isle Hills Dr. -When you really deserve a secluded vacation, consider this your HATTERAS ESCAPE. Your troubles will feel miles away with a dip in the clear blue private pool, a soak in the close by hot tub and a favorite drink...

  • Waves
  • 8 Bedrooms
  • 7 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...

A Peace of Quiet

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Aptly named, “A Peace of Quiet” finds you in an idyllic setting surrounded by mature scrub oak trees on the quiet street of Sea Tern. Enjoy your own...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

POSEIDON'S PEARL

Overview Booking a stay in Poseidon's Pearl means you and your group will get to experience an Outer Banks vacation in the only 13-bedroom house in Whalehead where no detail was overlooked during the design phase of this home. There...

  • Corolla
  • 13 Bedrooms
  • 14 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.