2026 Nags Head Sailing Tours 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...

Feat in the Sand

SEMI-OCEANFRONT Avon — Ocean View Dr. — It is no modest feat to find the ideal vacation hideaway, yet FEAT IN THE SAND may come the closest to fulfilling your wish. Settle into four levels of inspired vacation living — thoughtfully refreshed...

  • Avon
  • 5 Bedrooms
  • 4.5 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

A SEACRET OF MY HEART

Mermaids will envy your family swimming in one of the largest (16' x 38') private salt filtration pools in Southern Shores with LED color lights and swim outs. NO ADDITIONAL CHARGE for POOL HEAT. Five minute drive to life-guarded beach or short walk...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 12
5/31 - 6/7
$2,507  $3,145
$638 off
8/30 - 9/6
$2,408  $2,594
$186 off
9/13 - 9/20
$1,965  $2,054
$89 off
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

5786 - After All

Always Included, complimentary linens and made beds! Come enjoy one of the best locations in South Nags Head. This cottage has been remodeled to give it that "Old Nags Head" feel, while providing all...

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

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



The Beachcomber

Welcome to your coastal oasis in Nags Head! Nestled along the sandy shores, this semi-oceanfront retreat offers the perfect blend of luxury and relaxation. Step inside to discover a spacious layout adorned with coastal elegance. The airy living...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

The Chandler HOB-5815

This five bedroom, three and half bath home located in the heart of South Nags Head offers easy access to the Atlantic Ocean right outside your back door, as well as an assortment of amenities sure to please everyone your entire group including an...

  • Nags Head
  • 5 Bedrooms
  • 3.5 Bathrooms
8/22 - 8/29
$6,557  $6,807
$250 off
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

Better Believe It 525-A

Better Believe It is a delightful cottage located less than 100 ft to a community beach access, offering maximum convenience at a great price! The semi-oceanfront location at milepost 17.5 provides amazing sunrise views and soundside sunsets...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
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...

AV-2A | Dolphin Cove

Take in the sunrise and ocean views from the second-floor porch of "Dolphin Cove." The idyllic Nags Head retreat for you and your family. Hang out by the oceanfront community pool, or you can enjoy the walkway over the dunes to the beach. Elevators...

  • Nags Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
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.