2026 Nags Head Sailing Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

Sea-Crets

ABSOLUTELY NO FAMILY FAMILY PETS DUE TO EXTREME FAMILY ALLERGIES!Upgrades for 2025 included faster internet with Starlink and brand-new top level decks!Located in Corolla/ 5 Bedrooms/ 5 Full Bathrooms/ 1 Half BathroomPamper yourself and rediscover...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
7/31 - 8/7
$6,613  $7,113
$500 off
8/7 - 8/14
$6,613  $7,113
$500 off
9/2 - 9/9
$5,675  $6,175
$500 off
9/6 - 9/13
$4,681  $5,181
$500 off
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...

Avon Sea Breeze

OCEANVIEW Avon — Ocean Isle Estates — Life is a breeze when you settle into AVON SEA BREEZE for your Hatteras Island vacation, as this gorgeously refreshed seven-bedroom/six-full and two-half-bath home has everything you need to completely...

  • Avon
  • 7 Bedrooms
  • 7 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...

Bayside Sunset

Located in Corolla/ 6 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomTucked into the trees, your family will appreciate this gorgeously furnished vacation home with your own private pool and decks to watch the handsome Outer Banks sunsets. With all the...

  • Corolla
  • 6 Bedrooms
  • 4 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...

Lovelady

Wake up to breathtaking sunrises at Lovelady, a classic oceanfront retreat where the Atlantic Ocean is your backdrop. Sip coffee on expansive decks, watch dolphins glide by, and let salty breezes set the tone for unforgettable days. With a private...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2.5 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...

Miss Cape May

OCEANVIEW Avon - Ocean Isle Loop -Spend your vacation with MISS CAPE MAY. This elite home, with 4,260 sq. ft. in Ocean Isle Estates offers all the fresh amenities, furnishings and little touches to awaken your family's fond memories of vacations...

  • Avon
  • 6 Bedrooms
  • 6 Bathrooms
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...

Drift-A-Wave 585

Beaming views of the sunrise over the ocean and comfortable seaside living await you at Drift-A-Wave. Recently remodeled and located in South Nags Head at milepost 20.5, this three-bedroom, two bath beach bungalow combines classic Outer Banks beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
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...

As Good As It Gets

Pets are allowed for 2026! As Good As It Gets is a vibrant, modern vacation home offering an ideal oasis located just steps away from the ocean. The house features a joyful, beach-themed living space with an open-plan layout connecting the plush...

  • Duck
  • 4 Bedrooms
  • 2.5 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.