2026 Nags Head Sailing Tours Guide

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Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Kookaburra

Located in Corolla/ 3 Bedrooms/ 2 Full Bathrooms/ 1 Half BathroomHandsome ocean vistas and inviting dunes beckon the beach lover, as does the private pool and spa. Appreciate the South Pacific ambiance, gorgeous sunrises and sunsets from this...

  • Corolla
  • 3 Bedrooms
  • 2 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...

Iselin

Located in Corolla/ 7 Bedrooms/ 6 Full BathroomsIselin is the ideal go-to vacation home if you're looking for a comfortable beach home offering a great location and impressive vistas. Feel exceptional 3-sided expansive vistas of the ocean up and...

  • Corolla
  • 7 Bedrooms
  • 6 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...

Ocean Dream

Located in Salvo | 6 Bedrooms | 6 Full Bathrooms | 2 Half BathroomsVacation in luxury at Ocean Dream, a Salvo Village oceanfront home providing countless amenities for the entire group. Appreciate 6 roomy bedrooms, a private saltwater pool with a...

  • Salvo
  • 6 Bedrooms
  • 6 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

Beach Babies

OCEANFRONT Hatteras — Lighthouse Rd. — BOOKING for 2026! — The sun is shining, the waves are calling, and your dream family vacation starts here. BEACH BABIES is a roomy, classy, and smartly upgraded oceanfront getaway designed to bring...

  • Hatteras
  • 7 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...

5552 - Tradewinds 1

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Note: If the vacation week of your choice is not available for this property, you may like Tradewinds...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
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...

Time to Chill

Location, location, location: 'Time to Chill' is situated on a spacious lot in Whalehead Beach just a short walk or bike to beach, shopping, restaurants, & golf. This oceanside home is well-equipped, tastefully furnished, ideal for two families...

  • Corolla
  • 4 Bedrooms
  • 3 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...

Y-103 | The Yachtsman

This terrific Oceanfront Condominium offers Ocean Views, Lovely Décor, and comfortable furnishings that will make you feel right at home. Very Well-Equipped to ensure a wonderful stay on the Outer Banks, all are sure to enjoy the views of the...

  • Nags Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...