2026 Nags Head Sailing Tours Guide

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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...

SH-2 | Solitude

The Summer House Cottages are a grouping of four identical homes situated on the shores of the Atlantic and are the perfect destination for your family, both immediate and extended. Located in serene South Nags Head these homes offer Ocean Views...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

4052 - Mirth N Mist II

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Mirth N Mist II, your perfect Duck vacation home! Located in the Seapines community, you’ll be in the...

  • Duck
  • 7 Bedrooms
  • 7.5 Bathrooms
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...

STARDUST

Overview Brand NEW construction, recently completed for the 2025 season!Located in Whalehead, Stardust checks all the boxes! A private heated pool, hot tub, poolside cabana, eleven bedrooms with private baths, a rec room, a theater, a...

  • Corolla
  • 11 Bedrooms
  • 12 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



The Catalina Wine Mixer

Welcome to your perfect oceanside retreat in Kill Devil Hills! This charming 4-bedroom home offers the ideal blend of coastal relaxation and modern comforts. Just a short stroll to the beach, this property is perfect for families and pet lovers...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

Carolina Breeze

Carolina Breeze – Southern Shores Beach Retreat with Spacious Yard & Private Decks Need a little rest and relaxation? Carolina Breeze is your perfect Outer Banks escape. This beautifully maintained beach house in the charming community of...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

5543 - C-DREAMS

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Let "C-Dreams" be your dream vacation home. C-Dreams is located at MP 14 in the Moongate subdivision of the Villages...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

THE TIPSY TURTLE

Overview Brand new construction, complete for the 2025 season!If you're looking for comfort, relaxation, and unbeatable amenities, look no further! With over 4,900 square feet of indoor living space and over 1,600 square feet of...

  • Nags Head
  • 9 Bedrooms
  • 10 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.