2026 Nags Head Sailing Tours 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...

The HI Life

OCEANFRONT Salvo - Farrow Drive Live THE HI LIFE in this charming oceanfront home. Its opulent furnishings, fresh appliances and thoughtful amenities will elevate your vacation experience. Start your vacation off right in this 4,680 sq. ft. home...

  • Salvo
  • 6 Bedrooms
  • 6.5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

BYUNA VISTA

Gorgeous home and beautifully decorated. Only three lots from the beach access with lovely ocean views. A beautiful spot for the perfect Outer Banks vacation.Level 1:Recreation room with TV (no cable)VCR/stereo; half bath that is accessible from...

  • Southern Shores
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
9/4 - 9/11
$3,536  $3,862
$326 off
9/11 - 9/18
$3,314  $3,626
$312 off
9/18 - 9/25
$3,314  $3,626
$312 off
9/25 - 10/2
$3,314  $3,626
$312 off
10/2 - 10/9
$3,314  $3,626
$312 off
10/9 - 10/16
$3,314  $3,626
$312 off
10/16 - 10/23
$3,314  $3,626
$312 off
10/23 - 10/30
$3,448  $3,626
$178 off
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Caribbean Wave

SEMI-OCEANFRONT Rodanthe – Caribbean Way - Watch the waves in luxury at CARIBBEAN WAVE. This eight-bedroom, 5,200 sq. ft., estate is only steps from the ocean and outfitted with all the amenities you need to make your vacation memorable. With...

  • Rodanthe
  • 8 Bedrooms
  • 8.5 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

1397 - Sunshine Stars

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW POOL HEATER FOR 2026! Welcome to Sunshine Stars, a spacious vacation rental located in the heart of Corolla...

  • Corolla
  • 5 Bedrooms
  • 5.5 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...

832 | Spyglass

This home is beautifully decorated in true coastal fashion with bright, inviting décor & upscale furnishings & finishes throughout including premium wood-look plank flooring & tiled baths. With a fenced yard that is perfect for...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
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...

Coastal Sunset

Located in Corolla/ 6 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomThis home is ready to impress! Your family will adore the amenities this home has to offer including an ELEVATOR, private pool and a movie room for the kids!Ground Level: Exterior...

  • Corolla
  • 6 Bedrooms
  • 4 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

SH-4 | Sea Oats

Located One (1) House Back from Ocean. The Summer House Cottages are a group of four identical homes situated on the shores of the Atlantic and are the perfect destination for your family, both immediate and extended. Located in serene South Nags...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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.