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...

Sunset Dreamin' COL-125

Sunset Dreamin’ is a cozy, waterfront home, off the beaten path in the Colington Harbour community of Kill Devil Hills. Situated directly on the canal, Sunset Dreamin’ lives up to its name with breathtaking sunset views from the decks, living...

  • Kill Devil Hills
  • 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...

TURTLE K

Come, slow down..... Relax at Turtle 'K'. This wonderful vacation home is on a quiet, dead-end street in family-oriented Seacrest Village of Southern Shores. Only 240 yards to the beach, it offers an easy stroll to the beach access with no roads to...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/22 - 5/29
$2,349  $2,669
$320 off
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Cloud Nine

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Cloud Nine is a semi-oceanfront retreat in the heart of Nags Head, designed to provide the ultimate Outer Banks getaway. This spacious 8-bedroom home...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

12 Fourth Ave SS-237

Tucked among the oak trees, on a quiet side street in Southern Shores, this carefully reimagined six-bedroom oceanside stunner represents the perfect blend of classic Outer Banks exterior paired with a sophisticated mix of modern, high-end...

  • Southern Shores
  • 6 Bedrooms
  • 4.5 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

Summer Breeze

Feel the Summer Breeze at this 3 Bedroom Oceanfront Golden Strand condo in Kill Devil Hills.  Beautifully furnished, the condo offers a spacious 3 bedroom,  2 bathroom floor plan just right for a comfortable beach vacation.   Features include...

  • Kill Devil Hills
  • 3 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...

5611 - King's Landing

Always Included, complimentary linens and made beds! King’s Landing is here to offer you the most spectacular Outer Banks vacation yet! This Nags Head condo features 3 bedrooms, 2 bathrooms, and...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Ocean Paradise

Find your own “Ocean Paradise” with a property that has it all...private pool, hot tub, full-size pool table and foosball table in the rec room. Impeccably decorated and thoughtfully furnished inside and out to provide lots of comfortable...

  • Corolla
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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.