2026 Nags Head Sailing Tours Guide

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Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

SECOND WIND

For a memorable vacation with family and friends let 'Second Wind' become your home away from home. Spend time floating your troubles away in the large pool and hot tub, or head to the ocean just a short stroll away. When night falls, savor...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

Sunset Cay

CANALFRONT Hatteras — Peerless Ln. — Take a private peninsula location, add a dash of gorgeous vistas, mix in coveted waterfront amenities and what you have is SUNSET CAY, the ideal elixir for reconnecting with yourself, each other, and that...

  • Hatteras
  • 3 Bedrooms
  • 2.5 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

Sea Monkey

OCEANFRONT Salvo — S. Sunrise Ct. — Perched on pristine, protected shoreline with vistas that go on forever in any direction, the 5,200 sq. ft. SEA MONKEY is the type of vacation home that captures the imagination as well as the memories...

  • Salvo
  • 7 Bedrooms
  • 8 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...

K0901 Better Sand 2 Bedroom Condo at Sea...

Welcome to Better Sand at Sea Dunes by KEES Vacations! Your 2-story townhome right across from the beach provides an oasis of relaxation during your Outer Banks vacation. The first level boasts an amenity that is very sought-after - an enclosed...

  • Kitty Hawk
  • 2 Bedrooms
  • 3 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

On Island Time

Located in Corolla/ 8 Bedrooms/ 6 Full Bathrooms/ 1 Half Bathroom"On Island Time" is your summertime hideaway!! Savor the days of summer in this "get-away-from-it-all" beach home. To ease you into a calming vacation, this huge semi-oceanfront home...

  • Corolla
  • 8 Bedrooms
  • 6 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...

1544 - Tranquility

Always Included, complimentary linens and made beds! NEW FOR 2025: New hot tub and Level 2 bathroom upgrades. Tranquility awaits you on the Outer Banks! Tranquility is a 4 bedroom, 3.5 bath vacation...

  • Corolla
  • 4 Bedrooms
  • 4.5 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...

A Shore Pleasure

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Classic Corolla Comfort, Just Minutes from the BeachLocated in the popular Whalehead Beach neighborhood, A Shore Pleasure is a spacious, family-friendly...

  • Corolla
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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.