2026 Nags Head Sailing Tours Guide

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Events
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Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Why Knot

OCEANFRONT Avon — Ocean View Dr. — New for 2026! — When it comes to booking the ideal Hatteras Island hideaway, the question shouldn’t be why, but WHY KNOT? This six-bedroom/four-bath home has all the answers encompassed within roomy...

  • Avon
  • 6 Bedrooms
  • 4 Bathrooms
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...

128 | U Need A Rest

A fantastic location that affords easy access to the Beach along w/ excellent Ocean Views make U Need A Rest the perfect spot to do just that. Relax & enjoy this lovingly cared for Beach Home that is nicely furnished & well equipped for...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

SIR WALTER RALEIGH

Overview Plan your next Outer Banks escape to Sir Walter Raleigh, an eight bedroom Nags Head estate by the sea. This spacious retreat is part of the Nags Head Shores community. Thoughtfully designed to comfortably accommodate large...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

K6311 Kiteboarding Paradise 7 Bedroom Ho...

Welcome to Kiteboarding Paradise by KEES Vacations! Exciting updates for 2026! Guests can now add pool heat and enjoy a brand new volleyball net for even more outdoor fun. This stunning semi-soundfront 7-Bedroom home nestled in the Village of Salvo...

  • Salvo
  • 7 Bedrooms
  • 8 Bathrooms
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...

Sea Eagle

Recently refreshed from top to bottom for the 2025 season!  All new floor, walls, ceilings, appliances and fixtures, 100% NEW! Located in Kitty Hawk/ 3 Bedrooms/ 2 Full Bathrooms/ 1 Half Bathroom"Sea Eagle" is located at Mile Post 3. This home...

  • Kitty Hawk
  • 3 Bedrooms
  • 2 Bathrooms
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...

Eden

SOUNDSIDE Avon - Kinnakeet Shores - If you haven't yet discovered the beauty of the soundside, you must book a week at EDEN. The meandering roads through the lush greenery of the Kinnakeet Shores soundside community provide opportunity for morning...

  • Avon
  • 5 Bedrooms
  • 4.5 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...

Shore to Please

OCEANFRONT Avon - Ocean View Dr. - This oceanfront is SHORE TO PLEASE you on your vacation. Come back home after playing in the ocean and wash your feet at the foot wash station before using the outdoor showers. Step into the game room and...

  • Avon
  • 6 Bedrooms
  • 5.5 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.