2026 Nags Head Sailing Guide

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Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

Seas Of Sun 87-C

You'll have tons of fun in Seas of Sun with your own private 12x20 pool and hot tub, sun and shade decks, and screened porch. Play basketball and volleyball all day and enjoy playing billiards in the game room. This home boasts comfortable bedding...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Hughes Hideaway

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.“Hughes Hideaway” is a semi-oceanfront mansion with private pool, hot tub, beautiful finishes, huge spaces for everyone and a manicured lawn for the...

  • Corolla
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 21
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...

Ocean Oasis

Paradise on the OBX! That’s what describes this lovely beach cottage in South Nags Head, just waiting for you and your family to enjoy! There are fabulous views of the ocean from the decks, Great Room, dining area, or kitchen. The top-level deck...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



Las Olas

OCEANFRONT Waves- Sea Isle Hills Drive - On a peaceful street in the heart of Waves, LAS OLAS makes for the ideal peaceful hideaway. At this oceanfront location you can sit on the two levels of decks and watch the sea oats sway in the wind as you...

  • Waves
  • 4 Bedrooms
  • 2 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

5509 - Options

Always Included, complimentary linens and made beds! If you were any closer to the sound in this 3-bedroom, 3-bathroom Nags Head vacation home, you’d be wet! Options is a beautiful soundfront home...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Into The Mystic

Into the Mystic is your perfect beach getaway! A cozy 3-bedroom, 2-bath second-level condo (stairs required, no elevator) in the Indian Summer Condos of Ocean Sands – Section F. Enjoy oceanside living with a community pool, spacious sun deck and...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

SANDY CHATEAU

Overview If your objective is to spend endless days lounging on sandy beaches, the ocean access is a short walk from Sandy Chateau, and the serene streets ensure quiet strolls to both the waterfront and to sightsee in Duck. A multi-use...

  • Duck
  • 8 Bedrooms
  • 8.5 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.