2026 Nags Head Sailing Tours Guide

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Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

The Sand Bar 61-O

The Sand Bar is the perfect location for your Outer Banks getaway. Panoramic views of the ocean can be seen from almost every room in the house. Enjoy the comfort of your private 23x11 pool and expansive deck areas. The large living room has...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
6/21 - 6/28
$11,920  $12,220
$300 off
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...

Selahbration

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Make your OBX vacation a ‘Selahbration’ in this magnificent beach rental with grand Mediterranean decor and plenty of room. Upscale finishes of...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

192 | The Last Resort

This lovely cottage sits right above the Beach and has Endless Ocean and Beach Views making this home an excellent choice for the small family vacation. Nicely decorated, well equipped, and very comfortable, this home has ocean facing decks on two...

  • Kitty Hawk
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
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...

Blue Heaven

Upgrades for 2026 include a new 6-person hot tub!  Located in Kitty Hawk/ 4 Bedrooms / 2 Full BathroomsBlue Heaven is newly furnished and decorated throughout and includes a new six-person hot tub for 2026! Just steps away from the beach, with...

  • Kitty Hawk
  • 4 Bedrooms
  • 2 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

1513 - Star of the Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: New Rec Room Refrigerator, and Level 3 Living Room TV. This 6 bedroom, 5 bathroom, 2 half bath oceanside...

  • Corolla
  • 6 Bedrooms
  • 6.5 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...

829 | The Todd House

Ideally situated in the heart of Nags Head, this terrific vacation home offers the perfect mix of amenities, location, style and comfort. Located in Old Nags Head Place the Todd House offers the luxury of having your own Private Swimming Pool, Hot...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

Keg's

Wow, a great 7 bedroom oceanfront property with private pool, kiddie pool, hot tub, and a full-size pool table inside! Keg's is a fabulous Outer Banks oceanfront resort, designed specifically for the comfort of families. Your loved ones will flip...

  • Nags Head
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
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.