2026 Nags Head Sailing Tours Guide

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Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

336 | Ocean Aria

Rates will not increase for 2026!Ocean Aria is a recently renovated, upscale vacation home on the OCEANFRONT in Nags Head. You will have panoramic views of the Atlantic Ocean from each level of this striking, pet friendly property. You can relax on...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
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...

7675 - Sweet Caroline

Always Included, complimentary linens and made beds! NEW FOR 2025: Hot Tub. NEW FOR 2024: Roof and Siding, Decks/Stairs, Windows and Glass Doors with Blinds/Drapes, LVP Flooring Throughout, New...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
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...

Carolina Breeze

Need a little rest and relaxation? "Carolina Breeze" is the place to get the rest and relaxation that you and the family deserve. Chase endless summer days at this spectacular beach house in the charming community of Southern Shores. Enjoy a casual...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

Knot Tide Up

Formerly known as Prince of Tides. Located in Corolla / 8 Bedrooms / 7 Full Bathrooms / 1 Half BathroomThis OBX vacation home sits in a prime location just two rows from the Oceanfront, leaving the beach within painless walking distance. Savor...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

7865 - Peridot

NEW FOR 2025: New roofing done September 2024. After roof completion, this home has been renovated top to bottom.  Pella Windows and Doors, LVF Flooring, all new kitchen cabinets and appliances...

  • Frisco
  • 5 Bedrooms
  • 5 Bathrooms
Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

5419 - My Flip Flop Retreat

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! My Flip Flop Retreat is a 4-bedroom, 2-bathroom Nags Head vacation rental perfect for your next stay. With just a...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Family Water Adventures

Shelling, Snorkeling, Paddle Boarding, Eco Tours & Light Fishing. Guided family adventure trips on Hatteras Island, NC. We take your group to multiple tidal islands along the Cape Hatteras seaside. These islands are constantly changing and...

Beach Daze BIS-211

Beach Daze is an oceanfront unit with ocean views, pool views and covered porches. Beach Daze is the ideal vacation spot for families featuring games, books and even community WiFi should you need to do a little work while away. Endless community...

  • Duck
  • 3 Bedrooms
  • 2 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.