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...

Arnold 520-A

Arnold is a spacious house at milepost 19 in the quiet and relaxing neighborhood of South Creek Acres with views of both the ocean and the canal.At just 350 feet away, guests will enjoy the close proximity to the beach, as well as access to the...

  • Nags Head
  • 3 Bedrooms
  • 2.5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

SPECIALTY

Overview A prime oceanfront location in the premier Pine Island community, this seven-bedroom home offers the ultimate in comfort and relaxation. Guests who reserve Specialty are treated to spectacular ocean-to-sound vistas, full length...

  • Corolla
  • 7 Bedrooms
  • 6.5 Bathrooms
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

5566 - Pearl Jam

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Pearl Jam has everything you need and more to enjoy your Outer Banks vacation in style! This Nags Head vacation rental...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

3 Little Gulls

3 Little Gulls is a coastal cottage, nestled beside the pristine Corolla shore in the northernmost Ocean Sands community. You'll wake up to the soothing sound of crashing waves, and breathe in the salty sea air from its screened porch and private...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Dream Gables

OCEANFRONT Avon — Ocean View Dr. — Totally Renovated for 2025! — Feel the peak of contentment at DREAM GABLES, an idyllic six-bedroom/five-bathroom escape where your vacation dreams take flight. Located along Hatteras Island's sun-kissed...

  • Avon
  • 6 Bedrooms
  • 5 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...

K4108 Shoes on the Beach at Beacon Villa...

Welcome to Shoes on the Beach at Beacon Villas by KEES Vacations! The first level of this gracious 4-bedroom vacation property is all about fun! Enter through the two-car carport and you're right in the den. This area boasts a seating group with a...

  • Corolla
  • 4 Bedrooms
  • 5 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...

K7028 Island Enchantment

Welcome to Island Enchantment by KEES Vacations! New for 2026: Village Beach Club family pass included with your stay! This private club offers a large oceanfront pool, kiddie pool, parking, and direct beach access with showers and changing...

  • Kill Devil Hills
  • 24 Bedrooms
  • 25 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.