2026 Sailing Tours Guide

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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...

5630 - Sweet Carolina

Always Included, complimentary linens and made beds! Sweet Carolina is a charming oceanfront condo located in the heart of Nags Head. This inviting retreat offers a perfect blend of comfort and...

  • Nags Head
  • 2 Bedrooms
  • 2.5 Bathrooms
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...

Dolphin Sunset SHW-6

Fantastic panoramic ocean views await in this beautifully furnished oceanfront condo, perfect for your family vacation. Spacious and well-equipped, this 2-bedroom and 2-bath condo boast tasteful décor and numerous improvements catering to all of...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

K4221 Sail Boat Cottage at Beacon Quarte...

Welcome to the Sail Boat Cottage at Beacon Quarters of Corolla by KEES Vacations! Enjoy understated elegance in this luxury condo within the soothing and brand new Corolla community. The whole group will enjoy private community access to the sandy...

  • Corolla
  • 2 Bedrooms
  • 2 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Summer Solstice

OCEANFRONT Hatteras - Hatteras Landing - Direct access to unspoiled beaches and a short walk to shopping, restaurant, museum, and marinas are just a few benefits of this premier Hatteras Island community. Unsurpassed vistas of the Atlantic await you...

  • Hatteras
  • 7 Bedrooms
  • 8 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Resting Beach Place

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomThis 4 bedroom home will be your Resting Beach Place to make lasting family memories for years to come!  Savor the family-friendly neighborhood of Monteray Shores located close to...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
9/24 - 10/1
$2,885  $3,280
$395 off
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...

Heavenly Dayz

Located in Corolla / 9 Bedrooms / 8 Full Bathrooms / 1 Half BathroomFeel the enchantment at an handsome oceanside villa for the ultimate in vacation experiences. This striking oceanfront home features spectacular amenities for family and friends...

  • Corolla
  • 9 Bedrooms
  • 8 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...

705 | Pier Watch

Watch the comings & goings of the Outer Banks Pier next door from total oceanfront luxury (pier passes provided). High atop a dune w/ stunning views of the Atlantic to the east & beautiful sunset views of the Roanoke Sound & National...

  • Nags Head
  • 6 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 12
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...