2026 Nags Head Sailing Tours Guide

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The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

POP'S PLACE

Oceanfront living awaits at Pop's Place. Carolina Designs invites your group into nine bedroom suites, each with a private bath, plus an elevator. Waves break beyond the private pool. Overview There's something about arriving at Pop's...

  • Corolla
  • 9 Bedrooms
  • 10.5 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...

5377 - Memorial Blvd.

Always Included, complimentary linens and made beds! Partials available in the off season, must call to book. This Kill Devil Hills home is perfect for your next Outer Banks vacation! Located on...

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

619 | Sol Mates

Breathtaking Ocean views! This comfortable, updated vacation home is the perfect location for making lasting vacation memories! Capture the sunrise while enjoying your coffee from the top deck overlooking the ocean and sip your favorite beverage in...

  • Kitty Hawk
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Pier House

Located in Rodanthe | 3 Bedrooms | 2 Full BathroomsWelcome to Pier House!  Ideal for modest groups, this cute oceanfront bungalow provides impressive ocean vistas from inside and outside, with nothing between you and the beach but a sand dune. You...

  • Rodanthe
  • 3 Bedrooms
  • 2 Bathrooms
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

Sun Kist

CANALFRONT Avon - Cobia Way - SUN KIST is ripe with amenities and conveniences that make for a sweet vacation experience. The concrete driveway and carport lead to an under-home laundry room that is sizable enough for stowing watersports gear. Take...

  • Avon
  • 3 Bedrooms
  • 2.5 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

5782 - Whale of a View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: New polywood deck furniture. The ocean views are unbelievable from the cottage! Just gorgeous! And this...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

1822 - Our Happy Place By The Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Happy Place By The Sea, a spacious 5-bedroom, 5.5-bathroom Corolla retreat located in the beautiful...

  • Corolla
  • 5 Bedrooms
  • 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.