2026 Sailing Tours Guide

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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...

Half Back A-104

Soak in the bubbly hot tub after a long day on the beach or relax on the sundeck with built in seating. Try some water sports activities that Hatteras Island is famous for or take in the local scenes with a fun-filled day of sightseeing. Enjoy the...

  • Avon
  • 3 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...

1621 - Sweet Caroline

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Oh how sweet it is at Sweet Caroline! This Corolla home is located in the Crown Point community which gives you access...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

CASTLEBERRY

Super views! 4,400 square feet of luxury fit for kings and queens! One lot from ocean in quiet, low-traffic area. Each bedroom with private bath and deck access. Great ocean views. Plenty of parking. 85 yards to beach access.Level 1:Pool, Tiki bar...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 21
8/29 - 9/5
$4,159  $5,315
$1,156 off
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

Bowers I TGS-C2

From this second-floor end unit, you will enjoy the breathtaking ocean views from your private balcony. Bowers I is conveniently located close to shopping and local attractions. Enjoy grilling out on one of the park grills located on-site or dine...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

OLIVIA

Warm up in the dry sauna after a cool-weather beach walk, then rack the balls in the rec room at Olivia, an oceanfront Nags Head retreat from Carolina Designs. This seven-bedroom home in the Village at Nags Head pairs a 28' x 16' private pool...

  • Nags Head
  • 7 Bedrooms
  • 5.5 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...

Banana Wind

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomAppreciate an spectacular Outer Banks vacation at Banana Wind on the wide sandy beaches of Ocean Sands! This oceanfront home features striking vistas and must-have amenities like a...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

K6305 To the Beach and Back

Welcome To the Beach and Back by KEES Vacations! NEW FOR 2026: Enjoy newly rebuilt decks across the entire home! A quiet morning. You wake to the sound of Atlantic waves gently buffeting marble shores, as a distant wind is absorbed by dunes and wax...

  • Rodanthe
  • 5 Bedrooms
  • 5 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...