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)
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...

The Blessed One

Located in Corolla / 4 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomAn refreshed ship's watch and back deck and tons of newly painted walls and ceilings await you at The Blessed One! This beach home is ideal for multiple families, with its two king...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

Almost Home HCB-27

Welcome to Almost Home, where the owners have gone all out for the fun and comfort of their guests! Enjoy a 13x29 private pool with complimentary solar pool heat and energy efficient lighting, as well as a 5 person hot tub! Almost Home is...

  • Salvo
  • 4 Bedrooms
  • 2 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...

087 | Pain Killer

Outstanding design & beautiful décor are just part of what makes this fantastic Semi-Oceanfront home an excellent choice for your Outer Banks vacation. Spacious & very well equipped, this Gem provides multi-level floor plan that ensures...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
7/4 - 7/10
$6,495  $7,995
$1,500 off
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

359 | Pirates Retreat

All New Kitchen for 2026. Photos coming soon.This Splendid vacation home is Loaded w/Amenities that are Sure to Please your Entire Family. It Offers areas for Everyone to Relax and Enjoy, a Spacious Living/Dining Area, Cozy Den, and a Rec. Room...

  • Kill Devil Hills
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 12
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...

Hatteras Moon

OCEANFRONT Avon - Jollie Rd. - A week in this cavernous home will have you singing by the light of the HATTERAS MOON. The ideal size for your group, this thoughtfully designed home offers multiple entertainment areas including the great room with...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms
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...

Dream of Jeanne

**Disclaimer: Home does not accommodate  Early Check In**  Dream of Jeanne is a beautifully decorated, spacious vacation home in Nags Head. Great location, just 60 yards to the beach access. When you're not at the beach, the 20x10 private pool and...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Nonnie and T's

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.NEW! 7 Day/6 Night Stays, with very early check-in and a later departure! Check-in at 10am on Saturday and Check-out at noon on Friday. That's 8...

  • Southern Shores
  • 5 Bedrooms
  • 4 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 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.