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)
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...

Endless Sun

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here. Jolly Days Ahead At Endless SunEndless Sun earns its name! With a wraparound top-level deck for sunbathing and a short walk to the beach, the sun is...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

When Pigs Fly H-5

When Pigs Fly is the perfect spot for your family vacation. This adorable home is ideally located and just 150 feet to the beach access. A sandy path leads you over the dunes to pristine beaches. Anglers will love the proximity to world class...

  • Hatteras
  • 3 Bedrooms
  • 1.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Breathe Easy

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.You'll "Breathe Easy" when you check into this Indian Summer condo! Enjoy this 3-bedroom paradise in central Corolla, with a short walk down to the...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

4920 - Stress Less II

Always Included, complimentary linens and made beds! THIS A PET FREE HOME. Located on the soundside in Kitty Hawk lies Stress Less II. This Outer Banks rental home offers a perfect blend of luxury...

  • Kitty Hawk
  • 5 Bedrooms
  • 6 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

COSTA AZUL

COSTA AZUL offers families a rare measure of ease at the water's edge. This eight-bedroom oceanfront Nags Head home from Carolina Designs pairs six king beds with a 29-foot private pool, a hot tub, and a rec room built for rainy-day...

  • Nags Head
  • 8 Bedrooms
  • 5.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

WS-2 | Casa Del Abuelos

Make Casa Del Abuelos your home away from home for an unforgettable Outer Banks getaway. Welcome to Whispering Sands Townhomes, nestled in the heart of Nags Head. This charming community offers seasonal access to a refreshing community pool and...

  • Nags Head
  • 2 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 4
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

JUS BEACHY

Level 1:3 bedrooms (1 with Queen and private bath with tub and shower, 1 with Queen, 1 with Pyramid bunk), hall bath (with tub and shower), Laundry.Level 2:Great room with Sleep sofa, vaulted ceiling, entertainment center with Roku TV, DVD player...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 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.