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...

Glad Tidings

Glad Tidings is an oceanside retreat located in Kill Devil Hills. This home boasts spacious living areas on every floor and every bedroom offers a master suite. The fenced backyard offers an enclosed pool that is available year-round and a space for...

  • Kill Devil Hills
  • 10 Bedrooms
  • 10 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...

287 | Tapped Out

Tapped Out – Nags Head Oceanfront HomeStep into your dream oceanfront getaway! This exceptional Nags Head home combines top-quality craftsmanship, high-end finishes, and stylish furnishings for a stay that’s as comfortable as it is...

  • Nags Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Scotch Retreat

SOUNDSIDE Avon — Cutty Sark — If relaxation is just what you need, stay at SCOTCH RETREAT. Located on a private cul-de-sac, your arrival is simple as you step in via the dry entry and load the bags and groceries into the elevator (900 lb...

  • Avon
  • 7 Bedrooms
  • 8 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

Holiday Sun R-28

Welcome to Holiday Sun, a gorgeous, brand-new oceanside home in Rodanthe! Offering 4 comfortable bedrooms and just a short walk (approximately 0.2 miles) to the beach, located at the end of the street, Holiday Sun is the perfect Hatteras Island...

  • Rodanthe
  • 4 Bedrooms
  • 2.5 Bathrooms
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

116 | Seaspray

Outstanding design and beautiful décor combine to make this vacation home a wonderful choice for your family’s Outer Banks retreat. Located in the desirable "Old Nags Head Place" community, this home is spacious, fully equipped, and offers...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 11
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...

402 | Carolina Pearl

"Carolina Pearl" is a terrific Semi-Ocean Front home ideally situated at milepost 15.5 in Nags Head. Nicely decorated and very well equipped with many recent improvements, all are sure to be pleased. There are three spacious levels for your group...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
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...

5585 - Sea Pointe 4A

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Just off the Beach Road and tucked in the heart of Nags Head are the Sea Pointe townhomes. Step out onto the...

  • Nags Head
  • 5 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.