2026 Nags Head Sailing Tours Guide

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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...

Casa Del Mar

Located in Corolla / 4 Bedrooms / 3 Full Bathrooms / 1 Half BathroomAppreciate an unbeatable location just steps from the wide sandy beaches of Corolla Light. Located super close to the Oceanfront community pools, restaurant, basketball courts...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
9/3 - 9/10
$2,789  $3,139
$350 off
9/13 - 9/20
$2,341  $2,691
$350 off
9/19 - 9/26
$1,837  $2,187
$350 off
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...

DS-102A | Vacation Station

Oceanfront-Nags Head. A Terrific vacation awaits at “Vacation Station”, a spacious unit located at the Diamond Shoals condominium in peaceful South Nags Head. The open Living/Dining/Kitchen provides ample space for your family and all will...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

5732 - Beach Music

Always Included, complimentary linens and made beds! Looking for an oceanfront Nags Head getaway? Look no further than Beach Music! This Nags Head condo features 3 bedrooms, 2 bathrooms, and is sure...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



'Till Next Time 387-B

Escape to Till Next Time, a relaxed coastal retreat in the heart of Kill Devil Hills, ideally located approximately 600 feet from a public (lifeguarded, in-season) beach access. Designed for easy living and memorable time together, this 4-bedroom...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
7/18 - 7/25
$3,789  $3,994
$205 off
8/15 - 8/22
$2,997  $3,347
$350 off
8/22 - 8/29
$2,962  $3,312
$350 off
8/29 - 9/5
$2,566  $2,993
$427 off
9/5 - 9/12
$2,674  $3,101
$427 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...

7531 - Ginny Anne

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: New siding, entry stairs, decking, porch screens, window screens, polywood bar table & chairs...

  • Avon
  • 3 Bedrooms
  • 3 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

7135 - Our Blue Haven

BEACH GEAR INCLUDED! Always Included, complimentary linens and made beds! Easy beach days, a private pool, and space for the whole family? Yes, please! Our Blue Haven is a 5 bedroom, 5.5 bathroom...

  • Waves
  • 5 Bedrooms
  • 5 Bathrooms
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...

Iselin

Located in Corolla/ 7 Bedrooms/ 6 Full BathroomsIselin is the ideal go-to vacation home if you're looking for a comfortable beach home offering a great location and impressive vistas. Feel exceptional 3-sided expansive vistas of the ocean up and...

  • Corolla
  • 7 Bedrooms
  • 6 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.