2026 Nags Head Sailing Tours Guide

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Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

4217 - Anne's Place

Always Included, complimentary linens and made beds! Georgetown Sands, Building 3, Unit 14. Conveniently located between the ocean and the community pool, this delightful townhome is ideal for small...

  • Duck
  • 2 Bedrooms
  • 2.5 Bathrooms
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...

Las Brisas

SOUNDSIDE Avon — Spritsail Ct. — The gentle breezes will carry away all of your anxiety if you plan your vacation at LAS BRISAS. From the ocean to sound vistas from the observation tower, to the invigorating private pool, calming hot tub, and...

  • Avon
  • 6 Bedrooms
  • 6.5 Bathrooms
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...

034 | Solitude House

This exceptional vacation home provides an ideal location on Ocean View Loop in Southern Shores. Quiet, peaceful, and within easy walking distance of the beach, your family will be pleased with all this newly remodeled home has to offer. The street...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
5/24 - 5/30
$2,895  $3,195
$300 off
6/21 - 6/27
$5,295  $5,995
$700 off
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Blue Crab 512

Blue Crab is a lovely South Nags Head home offering everything you will need for a great Outer Banks vacation!Set up in the classic H-Design with 4 bedrooms and 2 full bathrooms, this family-friendly layout allows plenty of space to spread out. With...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Resting Hearts

**A 4x4 Vehicle is required to access this home; there are no paved roads in Carova. This home is located 7.4 miles from the 4-wheel drive access on-ramp. ** New for 2026: 10ft solid wood table New tile throughout the 3rd-floor master bathroom and...

  • Carova
  • 7 Bedrooms
  • 5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Jessea

Located in the desirable Ocean Sands Section B, this beautiful coastal retreat offers outstanding ocean views and all the comforts you need for a truly memorable beach vacation. Enjoy your own private oasis featuring an 18’ x 28’ private pool...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
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...

Dune Castle KSD-14

You will feel like royalty at Dune Castle! This spacious, comfortable Oceanside home will keep everyone in the family entertained. You will love the convenience of the grocery lift that can send both your luggage and the groceries upstairs. There...

  • Avon
  • 4 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 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.