2026 Nags Head Sailing Tours Guide

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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...

CORONADO EAST

Discover CORONADO EAST in Duck, a Carolina Designs OBX vacation rental set in Olde Duck Beach just 573 yards from the beach access. This five-bedroom Outer Banks retreat welcomes you with soft, breezy hues and sophisticated furnishings, plus a...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
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...

ABSOLUTE RELAXATION

Location! Location! Location! Just 175 yards to beach access. Beautiful horizon ocean views! Conveniently located in the heart of Duck. This ideal getaway is perfectly situated: you’re just steps away from a relaxing and refreshing day at the...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
9/6 - 9/13
$2,364  $2,821
$457 off
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Sunny Side Up

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Rise and shine at Sunny Side Up (formerly Hokies@OBX), a cheerful vacation home in Corolla tucked away on a quiet cul-de-sac in the Ocean Lakes...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

831 | Lion At The Shores

Southern Shores-Oceanside. Private Pool, Hot Tub, Pet Friendly Comfortable, spacious and nicely decorated, Lion At The Shores is a pet friendly home that offers the luxury of having your own Private Swimming Pool, Hot Tub, Rec. Room, Pool Table...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

DUNE MY THING

Discover Dune My Thing in Corolla, a Carolina Designs OBX vacation rental set directly oceanfront in the Whalehead community. This luxurious beachfront estate welcomes groups with ten bedrooms, nine with private baths, panoramic Atlantic views...

  • Corolla
  • 10 Bedrooms
  • 11 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...

As Time Goes By 420

Welcome to As Time Goes By, a stunning oceanfront property steps from the beautiful beaches of Nags Head! Located near historic cottage row and filled with natural light and breathtaking ocean views, this welcoming 4-bedroom duplex loaded with Nags...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
Flip Flop Shops

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



6099 - Turquoise Turtle

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to the stunning Turquoise Turtle, an oceanfront paradise located in the heart of Nags Head. This expansive...

  • Nags Head
  • 8 Bedrooms
  • 8.5 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.