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

5785 - Southern Comfort I

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! This beautifully decorated and well-maintained home, with great ocean views, promises to make many fond memories...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
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...

K0311 Onyx Overlook 3 Bedroom Condo at H...

Welcome to Onyx Overlook at Hamilton Cay Reserve by KEES Vacations! Escape to Hamilton Cay Reserve, a premier soundfront luxury vacation rental in the Outer Banks! This newly built, pet-friendly condo (Unit 202) offers the perfect combination of...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

Sweet Dreams

OCEANFRONT Salvo - Tarheel Court - Look no further. You have found the highest quality experience for your family vacation. Located in Salvo’s exclusive Tarheel Shores Oceanfront Resort community, the ultra-extravagant 5,230 sq. ft. SWEET...

  • Salvo
  • 8 Bedrooms
  • 9 Bathrooms
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...

3942 - My Tern

Always Included, complimentary linens and made beds! Welcome home to My Tern the perfect Duck vacation rental! Located in the Schooner Ridge community in Duck, you'll be close to everything this...

  • Duck
  • 4 Bedrooms
  • 4.5 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

K8045 DevOcean at Atlantic Shores

Welcome to DevOcean, a Semi-Oceanfront Luxury Retreat in Atlantic Shores by KEES Vacations! Brand new 2026 home! Be among the first to stay at DevOcean, a stunning newly constructed 5 story, 7-bedroom, 10-bathroom home located in the sought-after...

  • Kill Devil Hills
  • 7 Bedrooms
  • 10 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...

7556 - Surf Shack

Always Included, complimentary linens and made beds! Welcome to Surf Shack, your vibrant and pet-friendly coastal oasis in the heart of Avon! This 4-bedroom, 3-bathroom rental home invites you to...

  • Avon
  • 4 Bedrooms
  • 4 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

Star Sailor

Step out your front door and enjoy a short 100-yard stroll to the beach access, as well as convenient access to the community tennis courts and community pool (open Memorial Day through October 3rd). The location truly offers the best of both...

  • Corolla
  • 4 Bedrooms
  • 3 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.