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...

PAX ET BONUM

Three community pools, indoor, outdoor, and oceanfront, plus community tennis and an exercise area, come with every stay at Pax et Bonum, a 3,700 square foot Carolina Designs retreat in Duck's Schooner Ridge. Inside, six bedrooms sleep the...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Aries

Located in Southern Shores / 7 Bedrooms / 5 Full BathroomsYour family will appreciate the expansive ocean vistas from this single level home on the Oceanfront in Southern Shores. Exterior amenities include an oceanfront sundeck with hot tub...

  • Southern Shores
  • 7 Bedrooms
  • 5 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...

4919 - The Leonardo

MP 4.5. BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. New for 2026: French Door Refrigerator with Dual Icemaker in Kitchen. The Leonardo...

  • Kitty Hawk
  • 4 Bedrooms
  • 5 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes Karaoke and Silent Disco! They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab dip, wings and...

Sandi Hill

The private pool keeps you cool, the hot tub soothes your troubles and the spacious furnished decks allow you to check out the views while enjoying ocean breezes. You can bring the family dog too! Great vacation memories are waiting to be made in...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

882 | Land 'Or

This nicely decorated & very well equipped Semi-Ocean Front home has a great Nags Head location that is convenient to area attractions, shopping & restaurants. Bright & airy, there is a large & well-furnished covered porch & sun...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

2876 - The Blue Martini

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! New Cabana Service for 2027! Welcome to The Blue Martini, a spectacular modern coastal casual oceanfront vacation...

  • Duck
  • 8 Bedrooms
  • 9.5 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

Windsurfer

SOUNDFRONT Frisco - Sunset View - WINDSURFER was designed and constructed specifically with windsurfers and kiteboarders in mind. The ground level has a concrete drive, carport, and all-weather entry. The first level has three bedrooms (one with...

  • Frisco
  • 4 Bedrooms
  • 3 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.