2026 Nags Head Sailing Tours Guide

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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...

The Lazy Whale

OCEANFRONT Salvo — Ocean St. — With a sandy beach and 180-degree vistas to greet you from multiple decks, it’s painless to lean into a languid lifestyle at THE LAZY WHALE. This four-bedroom/two- and one-half-bath home has everything you need...

  • Salvo
  • 4 Bedrooms
  • 2.5 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...

273 | Llama Beach

Comfortable furnishings, terrific views that stretch from Ocean to Sound make "Llama Beach" a great destination for your Outer Banks vacation. Well-equipped w/expansive decks, this home is just a short walk (240 feet) to the beach access at E...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
6/13 - 6/19
$2,595  $2,795
$200 off
6/20 - 6/26
$3,095  $3,295
$200 off
6/27 - 7/3
$3,295  $3,495
$200 off
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

A WITCH DUCK

Charming beach house with no major highways to cross to access the ocean, located on oceanside, 200 feet from Duck Rd. Granite counter tops and kitchen bar, outdoor bar area. Bathroom granite vanities and oceanside deck with built in bench. 200...

  • Southern Shores
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
6/6 - 6/13
$2,947  $3,223
$276 off
7/11 - 7/18
$3,363  $3,636
$273 off
8/8 - 8/15
$3,607  $3,636
$29 off
Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

653 | The Great Escape

This Lovely Home features Ocean to Sound Views & provides Excellent Access to the Beach (250 ft. to Beach Access across Beach Road). The Open Floor Plan is Bright, Airy, & Comfortable w/Plenty of Space for your Family & has a Large...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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...

615 | Sol Y Mar

Updates for the 2026 Season inlcude an additonal refrigerator in the kitchen (3 total in the home), new electric fireplace in living room, additional washer/dryer set (two sets in home now), new furnishings in top level private suite and mid-level...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
  • Sleeps 16
5/9 - 5/15
$2,995  $3,795
$800 off
5/16 - 5/22
$3,995  $4,595
$600 off
5/30 - 6/5
$6,595  $7,395
$800 off
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Tradewinds South 621

If you're looking for an ideal spot for your next family vacation, your search is over. Welcome to Tradewinds South!This extraordinary home features a private pool, hot tub, and game room with a pool table for your family to enjoy. Wake up to the...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
5/2 - 5/9
$3,756  $4,156
$400 off
5/9 - 5/16
$3,954  $4,354
$400 off
5/16 - 5/23
$4,974  $5,374
$400 off
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

Lighthouse 494-A

Aptly named Lighthouse, this 7 bedroom, 6 1/2 bath semi-oceanfront home at milepost 15 in the heart of Nags Head is signaling to your family that you have found the perfect spot for your next Outer Banks vacation. Lounge beside the private pool...

  • Nags Head
  • 7 Bedrooms
  • 6.5 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.