2026 Nags Head Sailing Tours Guide

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Events
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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...

NHBI10 The Culpepper Cottage at Nags Hea...

Welcome to The Culpepper Cottage at Nags Head Beach Inn by KEES Vacations! New for 2026: Enjoy access to the exclusive Village Beach Club included with your stay! Newly remodeled three-bedroom property separate from the rest of The Nags Head Beach...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

VILLA ROSA

Overview Prepare to give a standing ovation for a showstopping beach vacation when you reserve Villa Rosa. This oceanfront retreat offers a prime location, comfortable furnishings, and premium amenities, including a private bath in each...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Heaven Too

OCEANFRONT Waves - Thalassa Ave. - Dive right into an oceanfront vacation that’s calming, rejuvenating and HEAVEN, TOO. Savor broad ocean to sound vistas and a feeling of openness with an ample supply of natural light. You’ll appreciate the...

  • Waves
  • 6 Bedrooms
  • 5 Bathrooms
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...

K7002 Flip Flop

Welcome to Flip Flop by KEES Vacations! Located in the heart of Kill Devil Hills and perfectly situated near Avalon Fishing Pier, Flip Flop allows for easy vacationing. As a semi-oceanfront property, this six-bedroom home boasts ocean views from the...

  • Kill Devil Hills
  • 5 Bedrooms
  • 6 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...

Sunrise Splendor

Wake up to sweeping ocean views at Sunrise Splendor, a beautifully designed coastal retreat just steps from the beach. Enjoy spacious decks, a relaxing hot tub, and access to a community pool—perfect for unwinding after a day in the sun. This...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
7/7 - 7/14
$4,720  $5,220
$500 off
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

September Breeze

SEMI-OCEANFRONT Waves — Sea Vista Dr. — New for 2026! — Formerly Treasure Chest — Let SEPTEMBER BREEZE carry your worries away! This striking four-bedroom/three-full and one-half-bath getaway, located just one lot back from the ocean...

  • Waves
  • 4 Bedrooms
  • 3.5 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

2509 - Oh Buoy

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Only five lots to the beach with the best amenity package! You will be spoiled with all the special attention that has...

  • Duck
  • 7 Bedrooms
  • 7.5 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.