2026 Sailing Tours Guide

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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...

Dolphin Dance 492-B

Need to relax, unwind and have some fun? Then Dolphin Dance is the family-friendly Nags Head vacation home you've been searching for! Lounge by the private pool or relax in the private hot tub, soaking up the sun and spending quality time with the...

  • Nags Head
  • 7 Bedrooms
  • 4.5 Bathrooms
8/9 - 8/16
$7,406  $8,386
$980 off
8/16 - 8/23
$6,648  $7,628
$980 off
8/23 - 8/30
$6,169  $7,296
$1,127 off
8/30 - 9/6
$4,421  $5,401
$980 off
9/6 - 9/13
$4,816  $5,166
$350 off
9/13 - 9/20
$4,433  $4,783
$350 off
9/20 - 9/27
$4,577  $4,927
$350 off
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Bayberry Dune

Located in Corolla / 3 Bedrooms / 2 Full BathroomsAppreciate the tranquility of the northern Outer Banks that is Swan Beach. It borders the Currituck National Wildlife Refuge to the north, the NC Estuarine Reasearch Reserve to the south, the Fish...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

5582 - Sea Pointe Paradise

Always Included, complimentary linens and made beds! Sea Pointe Paradise offers a comfortable oceanfront getaway in Nags Head, providing guests with direct beach access and a convenient location...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

6044 - A Sailors View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW SALTWATER PRIVATE POOL FOR 2026, AVAILABLE STARTING MAY 2ND! A Sailors View is the Outer Banks rental you've been...

  • Nags Head
  • 3 Bedrooms
  • 3 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...

MARITIME LURE

This four bedroom, three bath Outer Banks rental is located in the Circle Drive community of Southern Shores. Maritime Lure sits on a quiet, wooded lot and features a screened porch. The living space in Maritime Lure has large, cathedral ceilings...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
8/21 - 8/28
$1,469  $1,690
$221 off
8/28 - 9/4
$1,322  $1,516
$194 off
9/4 - 9/11
$1,294  $1,429
$135 off
9/11 - 9/18
$1,186  $1,251
$65 off
9/18 - 9/25
$1,186  $1,251
$65 off
9/25 - 10/2
$1,186  $1,251
$65 off
10/2 - 10/9
$1,186  $1,251
$65 off
10/9 - 10/16
$1,186  $1,251
$65 off
10/16 - 10/23
$1,197  $1,251
$54 off
10/23 - 10/30
$1,212  $1,251
$39 off
11/6 - 11/13
$1,061  $1,101
$40 off
11/13 - 11/20
$1,067  $1,101
$34 off
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

2816 - Tranquil Sound

Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. Tranquil Sound has everything you need and more for the  best Outer Banks vacation yet! Located on the soundfront in...

  • Duck
  • 4 Bedrooms
  • 4 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

Lighthouse Landing

Located in Corolla/ 3 Bedrooms/ 2 Full BathroomsLighthouse Landing is a convenient single-level condo in the heart of Corolla Light! Decorated with tropical flair, this ground level, end unit condo is just six steps up offering simple access from...

  • Corolla
  • 3 Bedrooms
  • 2 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.

Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...