2026 Nags Head Sailing Tours Guide

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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...

Island Princess

OCEANFRONT Frisco — Runboat Cir. — Attempting to meet everybody’s wishes while planning your family’s Hatteras Island hideaway can be a noble cause, but you’ll find that crown jewel you’re seeking in the 4,500 sq. ft. ISLAND PRINCESS...

  • Frisco
  • 7 Bedrooms
  • 6 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...

4670 - SHELL-Y-BRATION

Always Included, complimentary linens and made beds! NEW FOR 2026: New Flooring, Bedding, Furniture, Kitchen Remodel and more!  Southern Shores has walking paths and put in new sidewalk from this...

  • Southern Shores
  • 5 Bedrooms
  • 5 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...

SalvOasis By the Sea

SEMI-OCEANFRONT Salvo - Fifth St. - At the end of a long drive, there aren't many places you'd rather relax than at SALVOASIS BY THE SEA, this well-appointed beach home just one lot back from the beach and close to an ORV ramp. Start your vacation...

  • Salvo
  • 5 Bedrooms
  • 5.5 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...

BLUEGRASS BREEZE

Overview A shining example of oceanfront living at its best, Bluegrass Breeze is smartly designed with your needs in mind, and is located adjacent to the community beach access for easy trips to the shore. This vacation home is just one...

  • Corolla
  • 8 Bedrooms
  • 8.5 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

PELICANS WAY

“Pelican’s Way” is a serene escape nestled amidst the pristine dunes of Southern Shores. This 4-bedroom oceanfront cottage offers a perfect destination for those seeking a tranquil and unforgettable beach getaway. Enjoy breathtaking sunrise...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Low Tide Bar & Grill

Low Country Seafood from the islands. North, South, East or West, our menu will satisfy any cravings you have while on your beach vacation! Let us do the cooking tonight! Reseservations and Outdoor Seating available. We’ve got something...

214 | Water Works

Water Works is a beautiful Nags Head vacation home that has a spacious floor plan, is loaded with many extras to help make your family vacation an unforgettable experience. Aside from its close location to the beach, this home offers being located...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
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...

BANKS WEBSIGHT

LOCATION! LOCATION! LOCATION! Only about five miles from the left turn off the bypass road, you need not drive any further. Nestled in a grove of live oak trees, this home is perfect in many ways. Well-maintained, in mint condition. Duck Village is...

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