2026 Nags Head Sailing Tours Guide

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Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

Good Trouble

Pup stays FREE offer! Bring your best friend along for a beach escape. New bookings for November 2026 - March 2027 are eligible. Limited time offer - don't miss out! Longer Stays This Fall! The longer you stay, the more you save: 10% off...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

335 | Octopus's Garden

This tastefully decorated home is very spacious and is within easy walking distance of the Beach (just 365 feet to Beach Access at Third Street). The great location is sure to be a hit with your family, is convenient to area shopping, Movie...

  • Kill Devil Hills
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 16
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...

The Shore Bird

**A 4x4 Vehicle is required to access this home, there are no paved roads in Carova. This home is located 10.9 miles from the 4-wheel drive on-ramp.** Escape to the peaceful beaches of Carova and discover your own secluded Outer Banks retreat...

  • Carova
  • 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...

322 | The Tannery

Oceanfront with terrific Ocean views from the upper deck, this is beachfront living at its best. You can walk right out of your home and onto the beach! The comfortable furnishings and décor create a relaxing home away from home for your family to...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
8/16 - 8/22
$1,795  $2,195
$400 off
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...

385 | Sand Castle

Endless Ocean & Beach Views await from the "Sand Castle". The Bedrooms & the Living, Dining, & Den are Oceanfront & offer Direct Access to an Oceanfront Deck. After a day on the Beach you can Enjoy a Relaxing Evening Watching the...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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...

Sweet Carolina PW-15

Just steps from the sand, Pelican's Watch offers everything you need to enjoy the perfect Outer Banks vacation. You will feel right at home at Sweet Carolina! After a long day at the beach, take a dip in the community pool, conveniently located...

  • Kitty Hawk
  • 3 Bedrooms
  • 2.5 Bathrooms
8/23 - 8/30
$2,521  $2,771
$250 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...

SOMEPLACE ELSE

“Someplace Else” will feel like home…but wait…it’s not home…it’s SOMEPLACE ELSE…and not just someplace…but on the beautiful Atlantic Ocean…with gorgeous sunrise views and away from the normal daily grind!! This recently remodeled...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
9/26 - 10/3
$3,059  $3,524
$465 off
10/3 - 10/10
$3,147  $3,524
$377 off
10/10 - 10/17
$3,205  $3,524
$319 off
10/24 - 10/31
$2,546  $2,836
$290 off
10/31 - 11/7
$2,594  $2,685
$91 off
11/7 - 11/14
$2,564  $2,685
$121 off
11/14 - 11/21
$2,564  $2,685
$121 off
11/21 - 11/28
$2,564  $2,685
$121 off
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.