2026 Nags Head Sailing 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...

Clam I Am

If you are seeking a vacation packed with fun, convenience and relaxation, "Clam I Am" is the perfect home for you and your family! Located Semi-Oceanfront in the town of Southern Shores, this home features top notch amenities inside and out. With...

  • Southern Shores
  • 7 Bedrooms
  • 7 Bathrooms
Flip Flop Shops

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



Bliss

Upgrades include Freshly Painted Rooms, New Outside Chairs on Side Porch, New Cushions for Chairs on Back Porch!Located in Corolla / 3 Bedrooms / 2 Full BathroomsDiscover your ideal vacation getaway in this adorable, top-level, single-level...

  • Corolla
  • 3 Bedrooms
  • 2 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Sea Creature

SOUNDSIDE Avon — Kinnakeet Shores — Book your Hatteras Island adventure at SEA CREATURE, This soundside home is located beside a enchanting lake on the soundside of the island. Beach access is a short walk from the home and ocean and sound...

  • Avon
  • 6 Bedrooms
  • 4.5 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

LV Duck COS-220

Enjoy the sunrise and peaceful ocean views from your private balcony in this second floor condo. This well-maintained semi-oceanfront condo is the perfect location for your family vacation and is just 170 feet from the nearest beach access. This...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

OC7 The Helmsman's Cottage at Oceanside ...

Welcome to The Helmsman's Cottage at Oceanside Court by KEES Vacations! These quaint oceanfront cottages are the perfect place for you and your family to have a unique and unforgettable vacation offering the perfect balance between amenities and...

  • Nags Head
  • 2 Bedrooms
  • 1 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

COASTAL LEGASEA

Overview Oceanfront in Nags Head, Coastal LegaSea is sure to be the backdrop of the vacation stories you'll tell for years to come. Loaded down with amenities to enjoy while spending your days on the Outer Banks, this home has a...

  • Nags Head
  • 8 Bedrooms
  • 10 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 27 years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Deja Blue

Oceanfront, Unobstructed Ocean Views, Watch Beautiful Sunrises, Dog Friendly, Fenced-In Dog Area, Hot Tub,  5% Repeat Renter Discount, Keyless Entry, Smart TV’s, WiFi, Washer & Dryer, Central Air/Heat, Picnic Table, Outdoor Shower, Park-Style...

  • Kill Devil Hills
  • 3 Bedrooms
  • 1 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.