2026 Nags Head Sailing Guide

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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 40-passenger catarmaran and the area’s newest...

BEECH TREE RETREAT

Your cozy beach home away from home.Tucked away in the lush trees and foliage, this home is truly a retreat!  This quaint and peaceful neighborhood is the perfect location for your next relaxing Outer Banks vacation.“Beech Tree Retreat” is a...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
5/23 - 5/30
$2,186  $2,750
$564 off
5/30 - 6/6
$2,961  $3,605
$644 off
6/6 - 6/13
$3,514  $4,047
$533 off
6/20 - 6/27
$4,433  $4,641
$208 off
6/27 - 7/4
$4,676  $5,104
$428 off
7/4 - 7/11
$4,644  $5,104
$460 off
7/11 - 7/18
$4,808  $5,104
$296 off
7/18 - 7/25
$4,874  $5,104
$230 off
7/25 - 8/1
$4,874  $5,104
$230 off
8/1 - 8/8
$4,874  $5,104
$230 off
8/8 - 8/15
$4,522  $4,641
$119 off
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

1562 - Coucher Du Soleil

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: Kitchen cabinets and granite countertops, and Level 3 Master Bedroom cabinets and granite...

  • Corolla
  • 5 Bedrooms
  • 5.5 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...

Salty Vibes

Salty Vibes delivers the effortless Outer Banks escape you’ve been dreaming of—where the rhythm of the ocean sets the tone for your entire stay. Wake up, grab your coffee, and stroll straight across the street to direct beach access, where...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

Boppers and Bells

OCEANVIEW – Salvo – Fourth Street – You can have it both ways when you stay at BOPPERS AND BELLS, a peaceful getaway that provides convenient access to both the rolling waves and uncrowded beaches of the Atlantic Ocean and the gentle...

  • Salvo
  • 5 Bedrooms
  • 4.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

FIREQUACKER

Make your vacation dreams come true in the pet friendly Firequacker. This recently remodeled home showcases an updated kitchen and bathrooms, including new appliances, wall mounted flat screen apple televisions, updated furnishings, décor...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
5/29 - 6/5
$3,165  $3,824
$659 off
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

5716 - Crosswinds

Always Included, complimentary linens and made beds! At Crosswinds, you get the best of the sound and the sea! This fun, family-friendly home is in a great location and gives you everything you need...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

PORPOISE RUN

Overview The porpoises at sunrise in the stained glass window establish the tasteful elegance that will set the tone for your entire stay. This popular Outer Banks vacation retreat, refined and thoughtfully maintained each year, is...

  • Duck
  • 6 Bedrooms
  • 5 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.