2026 Nags Head Sailing Tours Guide

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Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Miss Ro & Luke WHL-150

This beautiful oceanside vacation home in Corolla has it all! With 5 bedrooms and 4 baths, there's plenty of room for everyone at Miss Ro & Luke. Impeccably maintained and furnished, Miss Ro and Luke is a true Outer Banks retreat full of...

  • Corolla
  • 5 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...

Good Vibes

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomThis attractively decorated villa is close to the beach, oceanfront pools, tennis courts, playground, stores and eateries. Unwind on your enormous, private sun deck or have a...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
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...

Afishynado CP-74

Afishynado is your dream Corolla Outer Banks vacation rentals, offering a perfect getaway for your family or group. This luxurious and vibrant vacation rental is designed to exceed all your expectations! Nestled in the heart of Corolla, NC, this...

  • Corolla
  • 7 Bedrooms
  • 4.5 Bathrooms
9/13 - 9/20
$3,555  $4,340
$785 off
9/20 - 9/27
$3,344  $3,829
$485 off
9/27 - 10/4
$3,344  $3,829
$485 off
10/4 - 10/11
$3,344  $3,829
$485 off
10/11 - 10/18
$3,044  $3,324
$280 off
10/18 - 10/25
$3,044  $3,324
$280 off
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...

Higher Ground 234-A

Welcome to Higher Ground, a gorgeous, one-of-a-kind custom home centrally located just steps from the sound in Kitty Hawk. This vibrant and unique coastal home offers classic character and fine details at every turn, including a reclaimed shipwreck...

  • Kitty Hawk
  • 5 Bedrooms
  • 4 Bathrooms
9/12 - 9/19
$3,245  $3,545
$300 off
10/3 - 10/10
$2,400  $2,700
$300 off
10/10 - 10/17
$2,251  $2,551
$300 off
10/17 - 10/24
$2,094  $2,394
$300 off
10/24 - 10/31
$1,689  $1,989
$300 off
10/31 - 11/7
$1,625  $1,925
$300 off
11/7 - 11/14
$1,625  $1,925
$300 off
11/14 - 11/21
$1,625  $1,925
$300 off
11/21 - 11/28
$2,251  $2,551
$300 off
11/28 - 12/5
$1,625  $1,925
$300 off
12/5 - 12/12
$1,625  $1,925
$300 off
12/12 - 12/19
$1,625  $1,925
$300 off
12/19 - 12/26
$1,895  $2,195
$300 off
12/26 - 1/2
$2,052  $2,352
$300 off
Bob's Wild Horse Adventure Tours

Welcome to Bob’s Wild Horse Adventure Tours, Corolla’s #1 source for family fun since 1996 and voted Best Wild Horse Tour in the Reader's Choice BEST of OBX contest! We offer guided tours to see the Corolla Wild Horses in several ways...

SEAHAWK

30 feet of private pool, with pool heat included at no extra charge, anchors the backyard at Seahawk, a five-bedroom Carolina Designs home tucked into the quiet Sea Hawk community in Duck. Add a hot tub, a volleyball area, an EV charger in the...

  • Duck
  • 5 Bedrooms
  • 5.5 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...

The Tree House

The Tree House is a wonderfully whimsical vacation home located in the Caffey's Inlet neighborhood, designed to accommodate the entire family, including pets. The large, open living area boasts new flooring for the 2026 season and new carpeting in...

  • Duck
  • 4 Bedrooms
  • 2.5 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

5410 - Ocean Star

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Ocean Star brings you oceanfront bliss and comfort! This luxury Outer Banks vacation home has 9 bedrooms, 9 bathrooms...

  • Nags Head
  • 9 Bedrooms
  • 10 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.