2026 Nags Head Sailing Tours Guide

Outer Banks Map
Carova Corolla Duck Southern Shores Kitty Hawk Kill Devil Hills Manteo Nags Head Wanchese Rodanthe Waves Salvo Avon Buxton Frisco Hatteras Ocracoke
Events
(More Events)
Historic Corolla Park

Most all visitors to Corolla will spend at least a sunny afternoon or two at the Historic Corolla Park. This 39 acre site is home to three of the Northern Outer Banks' biggest attractions, the Whalehead in Historic Corolla, the Currituck Beach...

Leave of Absence

OCEANFRONT Frisco - Sandpiper Dr. - LEAVE OF ABSENCE leaves nothing to be desired. Starting with the private swimming pool, beach access, and relaxing 6-person hot tub, your vacation will be filled with fun and relaxation! When you enter the home...

  • Frisco
  • 7 Bedrooms
  • 7.5 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes live music, karaoke and a DJ dance party. They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab...

K7016 Caribbean Jewel 16 Bedroom Oceanfr...

Welcome to the Caribbean Jewel by KEES Vacations! It would be difficult to find a town in the Outer Banks with more excitement to offer than Kill Devil Hills. With a name derived from a sixteenth-century rum reportedly strong enough to kill the...

  • Kill Devil Hills
  • 16 Bedrooms
  • 19 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



4918 - Stress Less

Always Included, complimentary linens and made beds! THIS A PET FREE HOME. Welcome to Stress Less! This 4 bedroom, 3.5 bathroom oasis is ready for you and your family to experience a perfect vacation...

  • Kitty Hawk
  • 4 Bedrooms
  • 4.5 Bathrooms
Twiddy Wedding Homes

Celebrate your love in a place you love! Twiddy & Company has a wide variety of wedding homes located throughout the Outer Banks. Find the perfect special event home for your Outer Banks wedding, whether you're planning an intimate elopement or...

FLYING SOUTH

Overview Offering a thoughtful floor plan that is filled with popular amenities, Flying South features eight bedrooms (four with private baths) with plenty of privacy, gathering areas, and expansive, wraparound decks. Guests have access...

  • Duck
  • 8 Bedrooms
  • 7 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

806 | The Granda

What a beautifully decorated & comfortable vacation home! The "Granda" is a terrific Nags Head beach home that has everything your family will need for a grand time on the Outer Banks. A short walk to the beach & the Seven Sister's...

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

SALTY SURFER

Overview Experience bright sunshine and serene ocean living at Salty Surfer, a six-bedroom oceanfront home situated directly behind the dunes in the Village at Nags Head. With the smell of sweet salt air and gentle sound of crashing...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

ON BEACH TIME

On Beach Time is a conveniently located, classic beach home, right across the street from the beach access path. Your family is sure to enjoy the spacious decks and screened porch, which will allow for fabulous outdoor dining and relaxing amongst...

  • Southern Shores
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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.