2026 Nags Head Sailing Tours Guide

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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...

803 | Aye Sea You

Private Swimming Pool, Hot Tub and Dog Friendly! New, larger TV's, shuffleboard table, foosball table, Virtual Pinball machine w/80 games, wall-mounted chess and checker game. This is an outstanding home with so much to offer! Situated in the...

  • Southern Shores
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

CAROLINA SURF

Overview Location, views, and amenities come together beautifully at Carolina Surf and trust us, you're going to want to experience them. This oceanfront, 22-bedroom vacation home was built in 2022, offering a private pool, two hot...

  • Kill Devil Hills
  • 22 Bedrooms
  • 23 Bathrooms
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

001 | Shifting Sands

Bright, open and beachy, Shifting Sands is a terrific oceanfront home that features lovely décor throughout, upscale furnishings and endless Ocean Views. All are sure to be pleased from the moment you enter this lovely vacation home where care and...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

BEACH THERAPY

Overview Looking for the perfect therapy for the doldrums of everyday life? Look no further than Beach Therapy, a charming beachfront retreat in the Ocean Sands community of Corolla. Guests who reserve this oceanfront home will enjoy...

  • Corolla
  • 5 Bedrooms
  • 4.5 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...

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
Coastal Smoothie Cafe

At Coastal Smoothie Cafe, we have created a menu and atmosphere that is designed to be as unique as the northern shores of the Outer Banks. Our creations utilize fresh local produce when possible. There is nothing better than local NC strawberries...

La Carolina

Located in Corolla/ 4 Bedrooms/ 2 Full BathroomsGather your family for a ideal beach vacation!Ground Level: Exterior amenities include a entirely gated private pool deck with hot tub, charcoal grille, outside shower, basketball hoop and parking for...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

OUR HAVEN

“Our Haven” is the perfect place for your family to enjoy the Outer Banks. Tucked in the Jay Crest community, less than a mile from the Village of Duck, this cheerful retreat keeps you close to everything you love about Duck. Hop on the...

  • Duck
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/2 - 5/9
$2,037  $2,428
$391 off
5/9 - 5/16
$2,121  $2,428
$307 off
5/16 - 5/23
$2,135  $2,428
$293 off
5/23 - 5/30
$2,595  $2,954
$359 off
5/30 - 6/6
$3,334  $3,823
$489 off
6/6 - 6/13
$3,841  $4,258
$417 off
6/13 - 6/20
$4,084  $4,475
$391 off
6/20 - 6/27
$4,168  $4,475
$307 off
6/27 - 7/4
$4,606  $4,910
$304 off
7/4 - 7/11
$4,618  $4,910
$292 off
7/11 - 7/18
$4,686  $4,910
$224 off
7/18 - 7/25
$4,686  $4,910
$224 off
7/25 - 8/1
$4,612  $4,910
$298 off
8/1 - 8/8
$4,606  $4,910
$304 off
8/8 - 8/15
$3,797  $4,041
$244 off
8/15 - 8/22
$3,393  $3,606
$213 off
8/22 - 8/29
$3,118  $3,389
$271 off
8/29 - 9/5
$2,715  $2,954
$239 off
9/5 - 9/12
$2,674  $2,737
$63 off
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.