2026 Nags Head Sailing Tours Guide

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Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

5422 - Raynors Rest

Always Included, complimentary linens and made beds! Beautifully built Nags Head home is less than 500 feet to the lifeguarded beach with handicap access that includes a bathhouse. The open spacious...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Lollygaggers

This Semi-Oceanfront vacation rental has it all, plus even more within a short walk! Private pool with cabana will welcome you back from the Atlantic Ocean right across the street! “Lollygaggers” is ideal for everyone in the family, including...

  • Kill Devil Hills
  • 7 Bedrooms
  • 5 Bathrooms
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...

Aqua Palooza AW-302

Welcome to Aqua Palooza, a gorgeous semi-oceanfront home in Nags Head!Located just across the street from the beach and approximately 520 feet to the nearest beach access, you and your family will never want to leave once you’ve stayed at this...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
7/5 - 7/12
$11,755  $12,755
$1,000 off
7/19 - 7/26
$11,755  $12,755
$1,000 off
8/2 - 8/9
$11,854  $12,854
$1,000 off
OBX Shipping Center

We are the only Authorized Shipping Center on the OBX for FedEx, UPS and DHL. Come to OBX Shipping Center for all your shipping and office needs. We offer Notary services, copies, faxing, laminating, among other office services. You do the...

Bali Dreams

Bali Dreams is now Pet Friendly!Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 1 Half BathroomBali Dreams is the ideal place to appreciate your beach vacation offering island flair and ocean breezes. Only 650 feet to the beach access, this...

  • Corolla
  • 5 Bedrooms
  • 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...

5201 - Flip Flop Time

Always Included, complimentary linens and made beds! Flip Flop time offers you the best of oceanfront vacationing! Located in Kill Devil Hills, this oceanfront condo rental is perfect for a small...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Shooting Star

OCEANFRONT Salvo - Hattie Creef When it comes to a vacation filled with opulent amenities that rival any five-star resort, the sky's the limit at spectacular SHOOTING STAR. This shining 6,130 sq. ft. sandcastle features four levels of indulgent...

  • Salvo
  • 8 Bedrooms
  • 9.5 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...

BEACH BREAK

Watch the dolphins play and the sunrise over the Atlantic. Then, relax while watching the sunset over the Currituck Sound all from the comfort of "Beach Break." Located high on the hill for which Sandhills was named, this fabulous home boasts...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
8/29 - 9/5
$5,123  $5,645
$522 off
9/5 - 9/12
$4,486  $4,921
$435 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.