2026 Nags Head Sailing Tours Guide

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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...

Duck Tales

Make memories and your own “Duck Tales” in Four Seasons, Duck on the OBX with a private pool, hot tub, and all those fabulous amenities in this gated community. Bring family and friends to this cherished and well-kept home where you can relax...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

Dune Diamond

Located in the heart of Nags Head, "Dune Diamond" is that rare gem that multi-generational families desire. Boasting beautiful views and spacious living quarters, this home provides comfort, privacy, togetherness and fun for all ages.  Spend your...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

1745 - Beach Time

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Beach Time is a 6-bedroom, 4-bathroom Corolla vacation rental perfect for your Outer Banks escape. This spacious and...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

468 | Islander Retreat

Lots of deck space, lovely furnishings, and great Ocean Views make this Oceanfront home a delightful place to vacation. With its crisp, cool décor, and hardwood floors you will be soothed by the ambiance of this comfortable home that was...

  • Nags Head
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
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...

7155 - Waves N Rays

BEACH GEAR RENTAL INCLUDED! Waves N Rays offers a quintessential Hatteras Island experience, perfectly situated in the charming Tri-Village area of Waves. This four-bedroom coastal retreat is designed...

  • Waves
  • 4 Bedrooms
  • 4 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...

K0429 Colin's Cabin at Devonshire Place

Welcome to Colin's Cabin at Devonshire Place by KEES Vacations! Come stay with us at Colin's Cabin, a beautifully decorated three-bedroom home located in the Devonshire Place neighborhood part of the Bermuda Bay community. While driving through the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 5 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

5799 - Tambor by the Sea

Always Included, complimentary linens and made beds! NEW SUNDAY CHECK-IN FOR 2026! NEW FOR 2025: New couches. Picturesque ocean sights and comfortable seaside living are up ahead at Tambor by the...

  • Nags Head
  • 4 Bedrooms
  • 4 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.