2026 Nags Head Sailing Tours Guide

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Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

3218 - Swab The Duck

Always Included, complimentary linens and made beds! Just a short walk to the ocean and to all of the unique shopping and dining in Duck. The entire family will be delighted to stay in this beach...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

142 | Happy Ours

Happy Ours will be "happy yours" when you choose this terrific home for your Outer Banks vacation. Well-appointed, nicely decorated this home has many top-of the line enhancements to make your family vacation special and memorable here at the...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

132 | Captain's Watch

Open, Bright, and Beachy with Endless views of the Ocean and Beach, spacious decks, and reverse open floor plan await at Captain's Watch! Situated in the peace and tranquility of South Nags Head, this home is the perfect getaway for a relaxing...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

It's a Ruff Life 359

Hidden in plain sight on a quiet side street in Kill Devil Hills at milepost 7.5, It's a Ruff Life features five bedrooms and is pet-friendly with a private 24'x12' pool. This home boasts a long list of amenities, and is conveniently located to both...

  • Kill Devil Hills
  • 5 Bedrooms
  • 4.5 Bathrooms
11/1 - 11/8
$2,865  $3,243
$378 off
11/8 - 11/15
$2,865  $3,243
$378 off
11/15 - 11/22
$2,865  $3,243
$378 off
11/22 - 11/29
$3,544  $3,719
$175 off
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

754 | Barefoot Trader

Barefoot Trader is an exceptional Kitty Hawk semi-ocean front home that features Fantastic Ocean Views, direct beach access, and beautiful décor throughout. A wonderful vacation choice for your family, all are sure to enjoy the Private Swimming...

  • Kitty Hawk
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 10
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

1651 - Better Than Tuition

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Better Than Tuition is a spacious 6-bedroom Corolla vacation rental that has everything you need to enjoy your stay on...

  • Corolla
  • 6 Bedrooms
  • 6.5 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...

5201 - Flip Flop Time

Always Included, complimentary linens and made beds! Flip Flop time offers you the best of oceanfront vacationing! Located in Kill Devil Hills, this oceanfront condo rental is perfect for a small...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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.