2026 Nags Head Sailing Tours Guide

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TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

THE SWELL

Overview The Swell is a spacious oceanfront retreat located in South Nags Head, offering stellar ocean views, ten bedrooms, nine bathrooms (seven full baths), a rec room with a pool table, private pool with a kiddie pool inset and hot...

  • Nags Head
  • 10 Bedrooms
  • 8 Bathrooms
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

Windhaven

OCEANFRONT Avon — Greenwood Pl. — As one family’s vacation home for nearly 40 years, the smartly refreshed WINDHAVEN is the ideal choice for other families and friend groups who want to start their own family vacation tradition. Perched...

  • Avon
  • 6 Bedrooms
  • 4.5 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...

K9046 Fairway to Heaven 5 Bedroom Home a...

Welcome to Fairway to Heaven At The Currituck Club By KEES Vacations! This stunning five-bedroom, five-and-one-half-bath home located in the heart of The Currituck Club has everything you need for an ultimate Outer Banks vacation! Step into the...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

C-Side Escape 171-A

Guests are sure to enjoy all the Outer Banks has to offer in this beautiful oceanside Duck vacation rental! Four decks boast fantastic sound and ocean views. After a long day at the beach, everyone is sure to love relaxing in the 12'x24' private...

  • Duck
  • 4 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...

L'Escape

CANALFRONT Frisco – Blackbeards Ct. – Cozied up near the end of the peaceful Brigands' Bay neighborhood, L’ESCAPE is the ideal week hideaway. Pull up under the home and unload your car, feeling the breeze off the canal. A private 25’ dock...

  • Frisco
  • 4 Bedrooms
  • 2.5 Bathrooms
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...

Bryson-Herrick

OCEANFRONT Salvo - Colony Dr. - This home is the ideal spot for your family vacation. There's something for everybody in the open-floor-plan oceanfront home. Wake up in the morning to the brilliant ocean-side sunrise. Appreciate cooking in the...

  • Salvo
  • 5 Bedrooms
  • 3 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...

K8010 Tranquil Turtle at The Village at ...

Welcome to Tranquil Turtle at The Village at Nags Head! New for this year: Save 5% on your rental with our military and educators discounts. Welcome to Tranquil Turtle by KEES Vacations, where peaceful sound views, championship golf course scenery...

  • Nags Head
  • 6 Bedrooms
  • 7 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.