2026 Nags Head Sailing Tours Guide

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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...

4218 - The Scotts' SandBar

Always Included, complimentary linens and made beds! NEW FOR 2026: Living room furniture and updated outdoor shower. Welcome to The Scotts’ SandBar! This Georgetown Sands condo has everything you...

  • Duck
  • 2 Bedrooms
  • 2.5 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...

775 | The Bluewater Cottage

Your family is sure to be thrilled with the lovely décor, comfortable furnishings, and terrific location this vacation retreat has to offer. Ideally situated in close proximity to the Beach, this home has Direct Ocean Access located directly...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Fiddler on the Beach BB-1108

Enjoy a little of the Caribbean while vacationing at Fiddler On The Beach!Located in the tropically-themed Bermuda Bay neighborhood in the centrally-located town of Kill Devil Hills, Fiddler on the Beach is just a short drive to the beach...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3.5 Bathrooms
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...

K9031 Wicked Fun at Windswept Ridge

Welcome to Wicked Fun at Windswept Ridge Golf Villas! You will love this first-level, one-floor living space. It's a perfect Corolla beach vacation rental. There's a little something for everyone at Wicked Fun. This is a property nestled in the...

  • Corolla
  • 3 Bedrooms
  • 3 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

458 | Knot A Care

KNOT A CARE is a terrific vacation home that offers lovely décor & comfortable furnishings along w/ ample space to spread out & relax. Decorated in a coastal theme, the living/dining/kitchen area is situated on the top floor w/ Ocean...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Lost At Sea

“Lost at Sea” is the perfect oceanside escape. Your family can enjoy relaxing by the pool or soaking in the hot tub with a cabana bathroom and kitchenette just steps inside for a convenient vacation experience. Bask in the summer air on one of...

  • Corolla
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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...

7661 - Good Times n' Tan Lines

Always Included, complimentary linens and made beds! Good Times n' Tan Lines is exactly what you'll find at this Avon oceanfront condo rental! Located in the Islander Condominiums community, you'll...

  • Avon
  • 2 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.