2026 Nags Head Sailing Tours Guide

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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...

Flamingo

Escape to Flamingo, a bright and cheerful beach cottage where relaxation meets fun. Just minutes from the sand, this pet-friendly retreat invites you to unwind by your private pool, savor breezy evenings on the deck, and create unforgettable...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
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...

Duck Legacy Unit 2E

Welcome to Duck Legacy! Where Early Morning Coffee Tastes Better With The Oceanfront Sunrises! New exterior renovation for 2025! New siding, composite decking and pool fence. Duck Legacy Unit 2E is a 2nd floor corner unit vacation condo with...

  • Duck
  • 3 Bedrooms
  • 2 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

418 | Rollin Tide

Rollin Tide is the perfect home base for a family beach vacation. Located in the heart of Nags Head’s Gallery Row art district, it’s just a short 375-foot walk to direct beach access—easy even with little ones in tow! You’ll be close to ice...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 12
Flip Flop Shops

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



Lost Shaker of Salt

Welcome to your ultimate family-friendly retreat just 0.7 miles south of Whalebone Junction and the iconic Sam and Omie's. Nestled in a serene setting yet conveniently close to Nags Head's outlet mall and quaint Manteo shops, this property promises...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Mel's Place ADV3-A3

Wake up to the sound of crashing waves and awe-inspiring sunrise views from your private, furnished balcony at this oceanfront condo in the heart of Kill Devil Hills! A bright, beachy ambiance welcomes you at Mel’s Place, and with a private beach...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...

Toes in the Sand CSC-4C

Toes in the Sand is a bright, open, and airy 3 bedroom/3 bathroom one-level condo with partial ocean views. The hardwood floors throughout the living and dining areas lend an appealing and open aesthetic to the contemporary design of Toes in the...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
5/16 - 5/23
$2,108  $2,628
$520 off
5/30 - 6/6
$2,423  $3,487
$1,064 off
6/6 - 6/13
$2,935  $3,999
$1,064 off
6/13 - 6/20
$3,439  $4,539
$1,100 off
6/20 - 6/27
$4,036  $5,136
$1,100 off
6/27 - 7/4
$4,236  $5,136
$900 off
7/4 - 7/11
$4,451  $5,136
$685 off
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

A Pirate's Paradise

New for 2025:  New sofa and chairs in upstairs great room, New mattresses in queen bedroom and double twin bedroom.A 5 Arrgh Property - WOW!  Owners’ of this property want everyone to feel at “home” when they stay here. Realizing that...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...