2026 Nags Head Sailing Tours Guide

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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...

Sea Sharp

Located in South Nags Head/ 4 Bedrooms/ 3 Full BathroomsThe “Sea Sharp” is located at milepost 22 in South Nags Head. This is a peaceful peaceful area. The home offers a reverse floor plan with bedrooms  on the lower level, living areas on the...

  • Nags Head
  • 4 Bedrooms
  • 3 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...

Hatteras Seaduction

SEMI-OCEANFRONT Hatteras - Hatteras Landing - HATTERAS SEADUCTION will Sea-duce you with gorgeous vistas, Mediterranean stylings and bespoke decor. Unwind in the private pool area with 8-person hot tub, or play in the bottom level game room with...

  • Hatteras
  • 5 Bedrooms
  • 5 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

DOWN BY THE SEA

Overview Reserve this delightful beachfront home and treat yourself and your vacation group to a relaxing vacation Down By The Sea in a comfortable retreat with ample indoor and outdoor amenities. Outside, enjoy a private pool, a beach...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

BAREFOOT MANOR

Welcome to “Barefoot Manor,” your cozy getaway nestled in the heart of Southern Shores, NC and located just a short distance from the beautiful beaches of the Outer Banks, this home offers the perfect combination of comfort, convenience, and fun...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
2/7 - 2/14
$1,318  $1,580
$262 off
2/14 - 2/21
$1,318  $1,580
$262 off
2/21 - 2/28
$1,318  $1,580
$262 off
2/28 - 3/7
$1,318  $1,580
$262 off
3/7 - 3/14
$1,318  $1,580
$262 off
3/14 - 3/21
$1,318  $1,580
$262 off
3/21 - 3/28
$1,384  $1,580
$196 off
3/28 - 4/4
$1,534  $1,731
$197 off
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...

Rise n' Shine

OCEANFRONT Waves — Lee O'Neal Ln. — New for 2026! — As you awake in RISE N' SHINE, the first sensation is the rhythmic lull of the ocean, followed by the glow of the sun cresting the horizon. Consider it a transformative start to your day...

  • Waves
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

COASTAL HARMONY

Overview Achieve balance and experience stress-free days at Coastal Harmony, a stunning oceanfront escape in Nags Head that is sure to offer a memorable backdrop for your next Outer Banks vacation. Built to incorporate contemporary...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
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...

Surfside Paradise

Now accepting year-round Flex Stays, with a 3-nighttime minimum, for the 2026 season!Located in Duck/ 1 Bedroom/ 2 Full BathroomsThis amazing 2nd floor condo is ideal for that casual vacation you're looking for! Just steps from the beach, Surfside...

  • Duck
  • 1 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.