2026 Nags Head Sailing Tours Guide

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American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

429 | Sandcastle

Everyone in your family is sure to be pleased while vacationing at this lovely Oceanfront Townhome located at Sea Pointe in Nags Head. Recent updates include new kitchen, baths, and flooring. Fantastic Ocean Views await! You will be watching the...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 11
6/27 - 7/3
$5,795  $6,295
$500 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...

Admiral's Legacy CD-105

Escape to the pleasures of Admiral’s Legacy! This well-furnished oceanfront vacation rental provides magnificent sunrise, ocean, and dusk views. Admiral's Legacy features cathedral ceilings, a spacious living area, a well-equipped kitchen, a...

  • Duck
  • 3 Bedrooms
  • 2.5 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

One
One

OCEANFRONT Avon — NC Hwy. 12 — When finding the quintessential getaway where being one with yourself and your surroundings is essential to realizing your vacation dreams, then ONE is where you belong. Perched high above the dunes on the last...

  • Avon
  • 5 Bedrooms
  • 4 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

1613 - Breezy by the Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Breezy By The Sea is a 5-bedroom, 3.5-bathroom vacation rental nestled on the oceanside of Corolla. Located in the...

  • Corolla
  • 5 Bedrooms
  • 5.5 Bathrooms
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...

2971 - Seabbatical

Always Included, complimentary linens and made beds! Take A Seabbatical in Duck for your next Outer Banks vacation! Located on the oceanfront in the Colony by the Sea Condo community, Seabbatical is...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

VILLA ROSA

Overview Prepare to give a standing ovation for a showstopping beach vacation when you reserve Villa Rosa. This oceanfront retreat offers a prime location, comfortable furnishings, and premium amenities, including a private bath in each...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

SEASHELL

Seashell is an excellent Outer Banks vacation location to sit back and unwind. This serene home is the perfect fit for a single-family vacation. The numerous living areas allow your family to spread out and relax. Don’t worry about putting Fido...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
8/23 - 8/30
$1,225  $1,341
$116 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.