2025 Nags Head Sailing Guide

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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...

Barracuda Cove

Sail away to this quintessential sea breeze home for a much-needed vacation! You'll be placed in the prime location for some incredible rest and relaxation, just a short drive away from a plethora of beautiful local hotspots. Come visit the famed...

  • Nags Head
  • 4 Bedrooms
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...

Legacy

Leave your family a “Legacy” of happy memories at this lovely six bedroom located in Corolla on the Outer Banks. The private pool and hot tub are located together so everyone can relax together: adults can soak in the hot tub after a long hard...

  • Corolla
  • 6 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 15
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

SUNNY OUTLOOK

Overview New to the Carolina Designs program for 2026!Sunny Outlook is a soundfront vacation home in the Currituck Club, and is sure to offer breathtaking views throughout the day and into the sunset hours. Its immediate waterfront...

  • Corolla
  • 6 Bedrooms
  • 7 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Maughlin 532-A

If you are looking for a truly laid-back beach experience, Maughlin is the place! With the living area and porch overlooking the ocean, you almost forget you’re above dry land and able to walk the wide beach before getting your toes wet. This...

  • Nags Head
  • 3 Bedrooms
  • 1.5 Bathrooms
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...

The Wright Choice 284-A

The Wright Choice is the ultimate vacation home, offering luxurious sound front living with unparalleled sound views perfect for watching spectacular sunsets. Located along Kitty Hawk Bay in the quiet gated community of First Flight Ridge, this...

  • Kitty Hawk
  • 7 Bedrooms
  • 7.5 Bathrooms
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

Flip Flops Forever

Updates are underway for the 2026 season! Welcome to Flip Flops Forever, a classic five-bedroom, two-and-a-half-bath beach cottage ideally situated in the heart of Kill Devil Hills. Now under new ownership and thoughtfully scheduled for a series of...

  • Kill Devil Hills
  • 5 Bedrooms
  • 2 Bathrooms
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...

5765 - Green Heron

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! LOCATION! LOCATION! LOCATION! This marvelous oceanfront home has amenities that are beyond compare. If you are looking for a...

  • Nags Head
  • 10 Bedrooms
  • 7.5 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.