2026 Nags Head Sailing Tours Guide

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Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

812 | The Sea Hawk

Beautifully decorated and cozy, The Sea Hawk is a charming oceanfront home in Kitty Hawk with breathtaking views of the ocean, a direct walkway onto the beach, and a new deck with Adirondack furniture for taking in the scene. Take one step off the...

  • Kitty Hawk
  • 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
6/14 - 6/20
$5,395  $5,995
$600 off
6/28 - 7/4
$6,295  $6,995
$700 off
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...

Morningstar

Located in Duck/ 4 Bedrooms/ 4 Full BathroomsOnly 3 tons back from the ocean! You'll thank your lucky stars that you chose Morningstar as your vacation spot. Offering an extraordinary outdoor vacation space with pool, kitchen and sun/ shade seating...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
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...

Fly Boys

Are you ready for your next escape to the Outer Banks? Look no further! Fly Boys will be everything you need and more! This oceanfront home is a sanctuary- a place to relax, unwind, and rejuvenate. Spacious and well equipped, this home is perfect...

  • Nags Head
  • 6 Bedrooms
  • 6 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...

CAROLINA CABANA

Overview If you're in search of equal parts of fun and relaxation, let Carolina Cabana be your next vacation destination! This bright and cheerful home is designed with family gatherings in mind and is located in Four Seasons, an...

  • Duck
  • 6 Bedrooms
  • 5.5 Bathrooms
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...

WIND AND TIDES

Overview Brand new construction, completed in May 2025!Experience the Outer Banks while staying in Wind and Tides, a 6-bedroom semi-oceanfront vacation home that offers all the amenities needed for an unforgettable visit. Three levels...

  • Duck
  • 6 Bedrooms
  • 7 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

1513 - Star of the Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: New Rec Room Refrigerator, and Level 3 Living Room TV. This 6 bedroom, 5 bathroom, 2 half bath oceanside...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

Fishnet 134-A

This absolutely charming oceanfront Duck vacation rental will win you over, hook, line and sinker. Fishnet boasts magnificent decks and views.Whether you are enjoying the surf from your deck or splashing in it, Fishnet provides the ultimate in...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...