2026 Nags Head Sailing Tours Guide

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Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

OSPREYS CATCH

Water views surround “Osprey’s Catch”, a spacious oceanside Outer Banks home located high on a hill just a mile north of the town of Duck. This home is characterized by panoramic sound views to the west and ocean views to the east from the...

  • Duck
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 16
5/9 - 5/16
$3,552  $4,081
$529 off
5/16 - 5/23
$3,552  $4,081
$529 off
5/23 - 5/30
$3,976  $4,563
$587 off
5/30 - 6/6
$5,502  $6,128
$626 off
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

640 | Sandy Bottoms

Comfortably furnished, very well equipped this terrific Nags Head vacation home offers Ocean Views and is within easy walking distance of the Beach (less than 150 yards to Admiral St. beach access). The neighborhood is perfect for families with...

  • Nags Head
  • 7 Bedrooms
  • 4.5 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...

Shoulda' Been Here Yesterday

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomWelcome to the ideal vacation home!  Shoulda' Been Here Yesterday is located in the cozy private community of Crown Point. This refreshed 5 bedroom, 3.5 bathroom beach home offers...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
5/2 - 5/9
$1,665  $1,849
$184 off
5/8 - 5/15
$1,665  $1,849
$184 off
5/22 - 5/29
$1,963  $2,199
$236 off
5/28 - 6/4
$1,665  $1,849
$184 off
7/10 - 7/17
$4,045  $4,649
$604 off
8/7 - 8/14
$4,045  $4,649
$604 off
8/29 - 9/5
$3,302  $3,775
$473 off
9/1 - 9/8
$3,004  $3,424
$420 off
9/5 - 9/12
$2,112  $2,375
$263 off
9/11 - 9/18
$2,409  $2,724
$315 off
9/12 - 9/19
$2,112  $2,375
$263 off
9/19 - 9/26
$1,665  $1,849
$184 off
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...

075 | Hurricane Agnes

Beautifully Furnished & Decorated this Home Offers all the Amenities Necessary to Complete your Vacation Experience. Spacious & Very Well Appointed, Great Ocean Views, & Easy Beach Access Across Beach Road (approx. 450 Ft. to Small St...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Outer Banks Mall

Outer Banks Mall is a large outdoor shopping center featuring everything you need for sun, fun and shopping. Located at MP 14 in Nags Head, the large shopping center features a wide variety of food & beverage providers; everything from breakfast...

391 | Harbour Point

Located Harbour Front on Colington Island, this vacation gem offers over 100 feet of water frontage & provides spectacular views in all directions. This beautifully furnished home is situated just inside the harbor entrance area, provides a...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 6
5/16 - 5/22
$1,695  $1,995
$300 off
5/23 - 5/29
$2,095  $2,395
$300 off
6/13 - 6/19
$3,295  $3,595
$300 off
6/27 - 7/3
$3,795  $4,095
$300 off
7/4 - 7/10
$3,795  $4,095
$300 off
7/25 - 7/31
$3,795  $4,095
$300 off
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...

VH103 Fisherman's Loft at Villas of Hatt...

Welcome to Fisherman's Loft 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
Jockey's Ridge State Park

Jockey's Ridge State Park is an unmistakable landmark for Nags Head vacationers and virtually everyone passing through along the main beach bypass, US 158. This park is marked by its towering sand dunes, which reach 80' - 100' feet tall and look...

Bay Breeze

SOUNDFRONT Avon – Portside Dr. – Feel the salty breeze at BAY BREEZE. TTake in the island air on the adjoining boardwalk with private entry to a sandy soundfront beach, ideal for windsurfers, fishermen, and families, and appreciate effortless...

  • Avon
  • 7 Bedrooms
  • 7.5 Bathrooms

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...