2026 Corolla Sailing Tours Guide

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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...

Star Sailor

Step out your front door and enjoy a short 100-yard stroll to the beach access, as well as convenient access to the community tennis courts and community pool (open Memorial Day through October 3rd). The location truly offers the best of both...

  • Corolla
  • 4 Bedrooms
  • 3 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...

Moonshine

OCEANFRONT Salvo - Hattie Creef - Let your vacation expectations reach new heights against the back drop of miles of blue ocean vistas, with a stay at lavish 5,820 sq. ft. MOONSHINE. Outside, you can savor long sunny days at the beach, or simply...

  • Salvo
  • 8 Bedrooms
  • 9 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...

622 | Ocean View

"Ocean View" provides a splendid locale to spend your days relaxing on the beach, splashing in the ocean, or just kicking back on the covered porch that overlooks the beach. Nicely decorated and very comfortable, this Kitty Hawk vacation home is a...

  • Kitty Hawk
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

MacDaddy

Located in Corolla / 10 Bedrooms / 9 Full Bathrooms / 3 Half BathroomsA prime oceanfront location, enormous amenities, distinctive upgrades and fine furnishing create a MacDaddy waterfront estate for Outer Banks vacations. Sign up for sensational...

  • Corolla
  • 10 Bedrooms
  • 9 Bathrooms
7/5 - 7/12
$19,339  $22,613
$3,274 off
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

All In CSC-3Q

Get ready for the relaxing and memorable vacation you and your family deserve at All In! This magnificent Oceanfront townhome is located in one of the most prestigious communities on the Outer Banks offering panoramic views of the Atlantic Ocean...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

WL-101 | Wellington By The Sea Unit 101

Fantastic Ocean Views await when you choose this beautifully furnished 1st Floor Oceanfront Condominium for your family’s Outer Banks vacation. Spacious and well equipped, this unit has everything you need for a great vacation! Watch the waves...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

HAPPY CRAB

Overview Welcome to Happy Crab! This casual cottage is bright and cheerful, with high ceilings and sweeping sound views from two levels of wraparound decks. A palette of tropical colors and popular amenities set the stage for fun days...

  • Duck
  • 5 Bedrooms
  • 4.5 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.