2026 Nags Head Sailing 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...

Solare

SEMI-OCEANFRONT Salvo - Ocean Spray Rd. - SOLARE (pronounced so-lar-ay) is only one lot back from the ocean, but that's just one of the benefits of this appealing home. There is an enclosed garage with dry entry to the ground level where you'll...

  • Salvo
  • 5 Bedrooms
  • 6 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes live music, karaoke and a DJ dance party. They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab...

Driftwood Dreaming

Upgrade: New King Bed added to the Top Level Bedroom (formerly a Queen Bed) and an Outdoor Fire PitLocated in Nags Head / 5 Bedrooms / 4 Full BathroomsYour family will appreciate this centrally located home at Milepost 10.5, just a short walk to the...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Low Tide Bar & Grill

Low Country Seafood from the islands. North, South, East or West, our menu will satisfy any cravings you have while on your beach vacation! Let us do the cooking tonight! Reseservations and Outdoor Seating available. We’ve got something...

MACWATER BEACH HOUSE

“MacWater Beach House” is a timeless, 5-bedroom oceanfront home in Southern Shores offering the perfect blend of classic charm and comfort. Enjoy breathtaking ocean views and breezes from the top floor sun deck, perfect for sunbathing and simply...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
2/7 - 2/14
$2,106  $2,706
$600 off
2/14 - 2/21
$2,106  $2,706
$600 off
2/21 - 2/28
$2,106  $2,706
$600 off
2/28 - 3/7
$2,106  $2,706
$600 off
3/7 - 3/14
$2,106  $2,706
$600 off
3/14 - 3/21
$2,106  $2,706
$600 off
3/21 - 3/28
$2,312  $2,706
$394 off
3/28 - 4/4
$2,496  $2,856
$360 off
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

Beachcomber COS-324

Enjoy the spectacular oceanfront views from your private balcony or from the sunroom in this third-level end unit in Colony by the Sea. With bright decor and the extra sleeping areas, you’ll want to return to Beachcomber again and again. This...

  • Duck
  • 1 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...

426 | J. Jones

The wrap around screened porch is one of the first things you'll notice in this best-of-the-old-and-new Nags Head Beach cottage! Nicely decorated & very well maintained, this home retains the character & feel of an Old Nags Head cottage w...

  • Nags Head
  • 6 Bedrooms
  • 3 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...

4108 - New Beginnings

Always Included, complimentary linens and made beds! Paradise in Duck! This once small quaint beach house was updated just a few years ago with a larger than life personality. Now a beautiful 6...

  • Duck
  • 6 Bedrooms
  • 6 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...

The Salty Dog OCS-39

Spend your vacation in this quaint South Nags Head home at milepost 20.5! With 4 bedrooms, there’s plenty of room for the whole family to spread out. You can even bring your furry family members along as this home is pet friendly. The living room...

  • Nags Head
  • 4 Bedrooms
  • 2 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.