2026 Nags Head Sailing Guide

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The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

082 | Carolina Tradewinds

Carolina Tradewinds is a fantastic Pet-Friendly, Oceanfront home with an Elevator, Private Pool and Extra Large Kitchen that provides quality finishes throughout and Amazing Ocean Views. Ideally situated in South Nags Head where beaches are wide...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

The Salty Sailor

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.No Salty Sailors here at this beach cottage in Kitty Hawk complete with your own private pool and hot tub. Two mid level bedrooms have decks and partial...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

Pierside Retreat 486

An unforgettable oceanfront experience awaits! Just north of the iconic Nags Head Pier, this spacious 6-bedroom, 5.5-bathroom home offers breathtaking ocean views and an unbeatable location. Pierside Retreat blends comfort and style for the perfect...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
5/16 - 5/23
$7,260  $7,760
$500 off
5/23 - 5/30
$7,812  $8,312
$500 off
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...

TURTLE K

Come, slow down..... Relax at Turtle 'K'. This wonderful vacation home is on a quiet, dead-end street in family-oriented Seacrest Village of Southern Shores. Only 240 yards to the beach, it offers an easy stroll to the beach access with no roads to...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/22 - 5/29
$2,562  $2,669
$107 off
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

5140 - Hello Beaches

Always Included, complimentary linens and made beds! Hello Beaches, you've arrived at the perfect Outer Banks vacation rental, which is only a few minute walk to the beach. Hello Beaches is a 2...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2.5 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

7555 - Saucy Lido

Always Included, complimentary linens and made beds! Saucy Lido is a 3 bedroom, 2 bathroom Outer Banks vacation home located on a quiet lagoon that opens to the Pamlico Sound. Ready for you and your...

  • Avon
  • 3 Bedrooms
  • 3 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...

C113 - Totally Sound

MP 16. Always Included, complimentary linens and made beds! NEW FOR 2025: Fridge. NEW FOR 2024: TV wall mount in living area, kitchen table. Come and enjoy Totally Sound! This Landings at Sugar...

  • Nags Head
  • 3 Bedrooms
  • 3.5 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.