2026 Nags Head Sailing Tours Guide

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Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

5466 - The Stars

Always Included, complimentary linens and made beds! NEW FOR 2026: Level 2 flooring, and Large Screen Living Room Smart TV. Your Nags Head oceanfront vacation experience awaits you at The Stars...

  • Nags Head
  • 12 Bedrooms
  • 13 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

Sound Delight OYP-H10

Sound Delight is a two-bedroom condo located in the heart of Kill Devil Hills. From this first-floor unit, you will enjoy spectacular sunsets and beautiful sound views from the private screened porch and living area. Launch your kayak or canoe in...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...

482 | Carolina Girls

Carolina Girls is a charming oceanfront home that combines the ambiance of a traditional Outer Banks beach cottage with modern conveniences that will make you feel right at home. Warm wood accents, spacious floor plan, and ample decking provide...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
6/7 - 6/13
$2,995  $3,795
$800 off
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

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
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...

JJ's Beach House (formerly Big Daddy's)

Oceanfront Luxury in Nags Head You will treasure every day spent vacationing in this home in a big way. Fully stocked with everything you could possibly need, JJ's Beach House boasts nine spacious bedrooms and luxury living accommodations with all...

  • Nags Head
  • 9 Bedrooms
  • 8 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

POP'S PLACE

Overview There's something about arriving at Pop's Place that allows everyone to relax in comfort, create unforgettable family memories, and leave fully rejuvenated. Spend your Outer Banks vacation in this oceanfront estate offering a...

  • Corolla
  • 9 Bedrooms
  • 10.5 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...

CASA ANTONIO

Overview "Mi casa es su casa." This welcoming sentiment is extended to all who enter Casa Antonio to spend treasured beach vacation days with family and friends. Guests are treated to a prime semi-oceanfront location, delightful ocean...

  • Nags Head
  • 8 Bedrooms
  • 9.5 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.