2026 Nags Head Sailing Guide

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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...

Cool Breeze

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Easy Access for EveryoneCool Breeze is a great beach escape for families or small groups, offering comfort and convenience in central Nags Head. This...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

WINDSWEPT

Carolina Designs invites you to WINDSWEPT, a Duck oceanfront retreat with 8 bedrooms, private pool, hot tub, and elevator access to stunning Atlantic views. This Sea Pines estate features a recreation room, a media room, and private beach access...

  • Duck
  • 8 Bedrooms
  • 9 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

Gone to Carolina

Tucked away in a quiet Kitty Hawk neighborhood, Gone to Carolina is your home for slow mornings and breezy afternoons. Just 350 feet from the beach, this retreat offers easy access to the shore and space for family and friends to gather. Start your...

  • Kitty Hawk
  • 5 Bedrooms
  • 2 Bathrooms
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

WAALKES COTTAGE

“Waalkes Cottage” Come WALK with us directly out to the ocean, and enjoy the breathtaking views from the sun and dune decks of this OBX Oceanfront home. This cozy four bedroom home has all the living space conveniently located on one level. Prop...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

K7105 Summer Days 4 Bedroom Oceanfront H...

Welcome to Summer Days by KEES Vacations! New for 2026: Enjoy access to the exclusive Village Beach Club included with your stay! Are you ready for a relaxing oceanfront vacation in the heart of Kill Devil Hills? This lovely beachfront home is...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 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...

Up on the Roof

SEMI-OCEANFRONT Avon - Beachcomber Dr. -UP ON THE ROOF has very painless beach access via the beach walkway located just off the driveway. This home is well cared-for by conscientious homeowners and features great vistas of the Cape Hatteras...

  • Avon
  • 4 Bedrooms
  • 4 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...

Dolphin View Hideaway

Located in Rodanthe | 8 Bedrooms | 6 Full Bathrooms | 2 Half BathroomsSEMI-OCEANFRONT Rodanthe - Hatteras Island Estates. Appreciate laid-back luxury living at DOLPHIN VIEW HIDEAWAY.  As close as you can get to being Oceanfront without the...

  • Rodanthe
  • 8 Bedrooms
  • 6 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.