2026 Sailing Tours Guide

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Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

PARADISE SOUTH

“Paradise South” is an escape to paradise at this stunning 5-bedroom oceanfront vacation rental in Southern Shores. Dip your toes in the Atlantic and melt away your stress. Wake up to breathtaking sunrises over the ocean and spend your days...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
11/7 - 11/14
$2,516  $3,068
$552 off
11/14 - 11/21
$2,603  $3,068
$465 off
11/28 - 12/5
$2,689  $3,068
$379 off
12/5 - 12/12
$2,516  $3,068
$552 off
12/12 - 12/19
$2,603  $3,068
$465 off
12/26 - 1/2
$3,067  $3,068
$1 off
1/2 - 1/9
$2,836  $3,162
$326 off
1/9 - 1/16
$2,877  $3,162
$285 off
1/16 - 1/23
$2,877  $3,162
$285 off
1/23 - 1/30
$2,877  $3,162
$285 off
1/30 - 2/6
$2,999  $3,162
$163 off
5/22 - 5/29
$3,965  $4,056
$91 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...

Eileen's Way 58-D

Eileen's Way, located on the northern beaches of the Outer Banks, is sure to be your restful haven! This home is pet-friendly (dogs only), so bring your fur baby along for the trip.Nestled on a quiet street, you are sure to enjoy this delightful...

  • Corolla
  • 4 Bedrooms
  • 2 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...

456 | Peaceful Easy Feeling

Peaceful Easy Feeling is a beautifully maintained family retreat located in a quiet, sound side neighborhood in Kitty Hawk, less than a mile from the beach and ideal for both relaxation and adventure. Welcoming up to Two Mature Dogs(pet fees...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Bodhi Point RR1-4A

Look no further for your new vacation spot! Whether a family trip, a romantic getaway or a friends weekend, Bodhi Point is sure to be the place you will come back to year after year.Bodhi Point is a stunning oceanfront condo that will surround you...

  • Rodanthe
  • 2 Bedrooms
  • 2 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

NautiBuoy

**NautiBouy is now Pet Friendly** If you’re looking for the ultimate Outer Banks vacation rental for your next stay in Nags Head, look no further than this beautiful oceanfront home. With a private walkway to the beach, a Private Pool and Hot Tub...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

Sunkissed

Take a Video Tour of this Home Welcome to Sunkissed, a beautifully updated oceanfront Outer Banks vacation rental offering the perfect blend of luxury, comfort, and location. This spacious 8-bedroom beach house with 4 king en suites is ideal for...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

BLOCK AND TACKLE

Great ocean view. 75 yards to beach access.Level 1:4 bedrooms (2 Queen bedrooms with private bathrooms (tub & shower), 2 with Twins and shared bath (tub & shower), den with CATV and Xbox.Level 2:Living/dining/kitchen area with CATV...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
11/8 - 11/15
$1,294  $1,345
$51 off
11/15 - 11/22
$1,338  $1,345
$7 off
12/6 - 12/13
$1,294  $1,345
$51 off
12/13 - 12/20
$1,324  $1,345
$21 off
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...

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.