2025 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
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

THE PENNY SWAN

“The Penny Swan” will be your picture perfect Outer Banks beach vacation home! You will be so close to the beach you will experience the warm and breezy ocean air from this property's spacious sun and covered decks, 14 x 28 private concrete...

  • Southern Shores
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
11/22 - 11/29
$5,927  $7,738
$1,811 off
11/29 - 12/6
$5,927  $7,738
$1,811 off
12/6 - 12/13
$6,289  $7,738
$1,449 off
12/13 - 12/20
$6,289  $7,738
$1,449 off
12/20 - 12/27
$6,600  $7,738
$1,138 off
12/27 - 1/3
$6,858  $7,738
$880 off
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...

The Beacon 95

Get ready to enjoy some gorgeous sunsets and great times at this beautiful canal-front home! The Beacon will help light your way to lots of fun and relaxation with plenty of spacious living areas and pleasing decor to help you sink into the vacation...

  • Avon
  • 3 Bedrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

VH123 Get To The Point at Villas of Hatt...

Welcome to Get To The Point at the Villas of Hatteras Landing by KEES Vacations! Rarely do getaways have a smaller getaway built into them, but that's exactly what you will find at Hatteras. While the Outer Banks is a place overflowing with culture...

  • Hatteras
  • 1 Bedrooms
  • 1 Bathrooms
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...

The Good Life (La Buena Vida)

2025 Updates: New appliances including stoves and microwaves; arcade game; pool furniture; interior paint. 2024 Updates: Resurfaced pool & stone, exterior power washing & paint, updated decks, new pool heater & new pool fountain, new...

  • Nags Head
  • 8 Bedrooms
  • 8 Bathrooms
12/4 - 12/11
$2,003  $2,703
$700 off
12/11 - 12/18
$2,003  $2,703
$700 off
12/18 - 12/25
$1,849  $2,549
$700 off
12/27 - 1/3
$3,053  $3,753
$700 off
1/1 - 1/8
$3,053  $3,753
$700 off
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...

Sweet n Salty 410

Come stay at Sweet n Salty, a lovely semi-oceanfront home in Nags Head. This well-maintained, 3 bedroom home has direct beach access just 300' across the street (the beach road). Enjoy your morning coffee with sunrise views.When not at the beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

Suntana

OCEANFRONT Waves- Sea Isle Hills Dr. Luxury and comfort are the hallmarks of this roomy oceanfront home. This four-level flagship gives you the space for sizable gatherings and privacy when you need it. You enter the home from the double driveway...

  • Waves
  • 6 Bedrooms
  • 5.5 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

Tangled up in Blue

Located in Avon | 4 Bedrooms | 4 Full Bathrooms | 1 Half BathroomTangled up in Blue is a trendy semi-oceanfront home conveniently located to all Avon Village has to offer. With 4 roomy bedrooms, a private saltwater pool, hot tub, game room, fire...

  • Avon
  • 4 Bedrooms
  • 4 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.