2026 Sailing Tours Guide

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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...

023 | Serenity Now

This Beachfront Estate provides outstanding Ocean Views and promises a truly memorable family vacation. Designed in the traditional Nags Head cedar shake style, this modern home is beautifully decorated and furnished w/every Amenity to ensure your...

  • Nags Head
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 18
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Tide Together

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Close to the Beach and Corolla’s Best AttractionsTide Together is a four-bedroom, three-bath home located in the heart of Whalehead Beach, just two...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

FAIR WINDS

Fair Winds and its cozy five bedroom, three bathroom ambience awaits you in Southern Shores for your next Outer Banks vacation. Carefully planned and designed to offer the charm of days past but meticulously stocked full of today's modern...

  • Southern Shores
  • 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
8/22 - 8/29
$2,791  $3,186
$395 off
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Bottoms Up

Located in Salvo | 3 Bedrooms | 2 Full BathroomsNew in 2024: Firepit and Horseshoe PitBottoms Up is your ideal oceanside beach home! Conveniently located in the Hatteras Colony subdivision of Salvo, you are less than 500 feet of community beach...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
7/26 - 8/2
$2,666  $2,914
$248 off
8/5 - 8/12
$2,666  $2,914
$248 off
8/18 - 8/25
$2,666  $2,914
$248 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...

5702 - It's A Wonderful Life

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! You too can enjoy A Wonderful Life! This beautifully decorated Outer Banks vacation home is steps from a convenient...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

DUCK PEACH

Overview Welcome to Duck Peach, a charming beach home located just two homes from the Currituck Sound in the peaceful seaside community of Olde Duck Beach. The sunset views over the water from the second floor deck are gorgeous! Trips...

  • Duck
  • 7 Bedrooms
  • 6.5 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

High Seas

OCEANFRONT Salvo - Hattie Creef Landing Court - Let HIGH SEAS elevate your coastal escape to new heights! This spectacular 6,140 sq. ft. estate, perched on the esteemed Hattie Creef oceanfront site in Salvo, is a masterclass in scale and...

  • Salvo
  • 8 Bedrooms
  • 8 Bathrooms
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.