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...

3978 - Blue Heron

Always Included, complimentary linens and made beds! Blue Heron has everything you need for the ultimate Outer Banks vacation! This spacious rental in Duck is a short walk to the beach while also...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
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...

The Lucky Ducker

“The Lucky Ducker” (formerly Bella Vista) is a lovely beach house close to the beach with a private pool! The pool deck has plenty of room for you to lounge while the kids splash and play! The cabana bar, beside the hot tub, has easy access...

  • Duck
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

Ricky's Retreat Too 60-C

Secure your stay at Ricky’s Retreat Too early—this sought-after vacation home books fast, with families returning year after year! Nestled in the Ocean Sands community, this stunning oceanside retreat is designed for unforgettable getaways. With...

  • Corolla
  • 9 Bedrooms
  • 8.5 Bathrooms
10/24 - 10/31
$2,894  $3,194
$300 off
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...

1763 - Shrimp Bizkit

BEACH GEAR INCLUDED IN 2027! Always Included, complimentary linens and made beds! Looking for a pet-friendly Corolla vacation rental? Look no further than Shrimp Bizkit! This 7 bedroom, 7.5 bathroom...

  • Corolla
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

Peeking Duck OCD-23

Come relax at Peeking Duck, a comfortable and tastefully decorated home just a short stroll to all of the shops and restaurants in the Village of Duck! The family is sure to love the 15x34 heated private pool and hot tub after a long day at the...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Bayberry Dune

Located in Corolla / 3 Bedrooms / 2 Full BathroomsSavor the tranquility of the northern Outer Banks that is Swan Beach. It borders the Currituck National Wildlife Refuge to the north, the NC Estuarine Reasearch Reserve to the south, the Fish and...

  • Corolla
  • 3 Bedrooms
  • 2 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...

Isle Be Breezy

SOUNDSIDE Salvo - North Sand Dollar Ct. - ISLE BE BREEZY is a seven-bedroom, five-and-a-half-bath vacation heaven perched on Pamlico Sound. With a community boat ramp and a short walk to the beach ready to enthrall boaters, anglers, and beach...

  • Salvo
  • 7 Bedrooms
  • 5.5 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.