2026 Nags Head Sailing Guide

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KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

Pretty Mama

Oceanfront, heated private pool (free pool heat in spring & fall), ocean views, dune-top deck with seating, elevator, accessibility-friendly, pet friendly (multiple dogs allowed), rec room with pool table, and so much more! Pretty Mama is...

  • Nags Head
  • 8 Bedrooms
  • 7 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

WL-101 | Wellington By The Sea Unit 101

Fantastic Ocean Views await when you choose this beautifully furnished 1st Floor Oceanfront Condominium for your family’s Outer Banks vacation. Spacious and well equipped, this unit has everything you need for a great vacation! Watch the waves...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

4095 - Seas the Moment

Always Included, complimentary linens and made beds! Welcome to Seas The Moment, your new favorite Outer Banks vacation home! Located in the Four Seasons community in Duck, this 6 bedroom 5.5...

  • Duck
  • 6 Bedrooms
  • 6.5 Bathrooms
Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

5703 - The Fritz Carlton

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! A custom home design and lavish furnishings make this home the ideal vacation destination! Relaxation awaits you in...

  • Nags Head
  • 7 Bedrooms
  • 7.5 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

415 | Livin' Large

Enjoy sweeping ocean views from this spacious, bright, and beautifully furnished South Nags Head oceanfront vacation home, thoughtfully designed for comfort and convenience. Exceptionally well equipped, this home features an Elevator with access to...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
5/16 - 5/22
$3,995  $5,195
$1,200 off
Back Beach Wild Horse Tours

Welcome to Back Beach Wild Horse Tours in Corolla NC. Our tours embark from Corolla NC, the last Outer Banks outpost before the road ends into nothing but stretches of wide beach. We provide safe family fun to see the Corolla Wild Horses...

TIEMPO SERA

Overview Tucked away on a private street in southern Ocean Sands, you'll find oceanfront seclusion. This Outer Banks vacation cottage has a timeless charm with its coastal inspired decor. You can enjoy the Atlantic from one of many...

  • Corolla
  • 4 Bedrooms
  • 4.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

5547 - Sailfish Station

Always Included, complimentary linens and made beds! Enjoy luxury amenities in this Outer Banks vacation home! Sailfish Station will meet all of your vacation expectations. Located in the heart of...

  • Nags Head
  • 6 Bedrooms
  • 6.5 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.