2026 Nags Head Sailing Tours Guide

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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...

THE DEEP END

A contemporary version of the Old Nags Head style cottages. 3,200 square feet of living area with beautiful wood trim and 1,800 square feet of covered/screened/sun porches with built in benches and hot tub. 165 yards to beach access.Level 1:Covered...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
8/21 - 8/28
$2,310  $2,626
$316 off
9/25 - 10/2
$1,530  $1,723
$193 off
10/23 - 10/30
$1,394  $1,564
$170 off
10/30 - 11/6
$1,394  $1,413
$19 off
11/6 - 11/13
$1,244  $1,413
$169 off
11/13 - 11/20
$1,268  $1,413
$145 off
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Beach Memories 557-A

Put a little Old Nags Head style into your next Outer Banks vacation with Beach Memories. This oceanfront home provides unobstructed ocean views and is conveniently just steps away from beach enjoyment! Relax on the spacious oceanfront decks and...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
11/22 - 11/29
$2,325  $2,425
$100 off
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...

1878 - Dolphin's Den

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Wake up to beautiful sunrises and go to sleep to the sound of crashing waves at Dolphin’s Den! Located in scenic...

  • Corolla
  • 3 Bedrooms
  • 3 Bathrooms
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...

Easy Breezes

New Roof for 2026!Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomThis cavernous, elegantly decorated home has so much to offer you on your beach vacation. Only 150 feet to the direct beach access and located in a peaceful...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

Splash Landing

OCEANFRONT Hatteras — South Beach Ct. — Make a splash with your friends and family when you book SPLASH LANDING, an definitely gorgeous home that fulfills every vacation whim or want. Settle into this six-bedroom/six- and two-half-bath home...

  • Hatteras
  • 6 Bedrooms
  • 7 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

339 | Avalon Times

Avalon Times is a great dog friendly beach home that provides an open living/dining/kitchen area with cathedral ceilings on the top floor along w/Ocean Views. Soak your cares away in the hot tub and enjoy the ocean breezes from the two sun decks...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

The Schenk Shack II LG-9

Comfortable home located in the Laughing Gull community. This Outer Banks vacation rental home features a rooftop deck, where the expansive views of the ocean sunrise are only rivaled by the stars in the sky at night. Pet-friendly so all the members...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
9/12 - 9/19
$1,650  $1,900
$250 off
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.