2026 Nags Head Sailing Tours Guide

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Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

Ocean View's

Discover the perfect family retreat at "Ocean View's," a sought-after vacation home on the Outer Banks. Immerse yourself in the charm of hardwood floors throughout the living areas, complemented by inviting overstuffed sofas. The spacious rec room...

  • Kill Devil Hills
  • 4 Bedrooms
  • 3 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

I Left My Heart in Avon

OCEANFRONT Avon - Jollie Rd. - You’ll leave a piece of yourself in I LEFT MY HEART IN AVON. This home is an ocean front property with two levels of decks to see every bit of the shining ocean beauty on your vacation. Access the game room through...

  • Avon
  • 4 Bedrooms
  • 2 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...

Mother of Waves

OCEANFRONT Waves — Sea Vista Dr. — If having your head in the clouds on a sunny beach surrounded by your favorite people sounds like the ideal vacation, then MOTHER OF WAVES is the ideal place to hit pause and let it happen. Perched on the...

  • Waves
  • 7 Bedrooms
  • 6.5 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...

Sandy Drawers

Located on a quiet cul-de-sac, this house has a remodeled kitchen and a large 17’ X 30’ pool. When you are not lounging by the pool, you can shoot some hoops at the basketball goal or pack your beach cart and take a short walk to the beach. For...

  • Duck
  • 4 Bedrooms
  • 3 Bathrooms
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

SUNSET ON THE SOUND

Awesome sunset sound views, limited horizon ocean views, thoughtfully decorated living spaces with numerous original oil paintings and prints, cheerful bedrooms, beautifully landscaped grounds, heated pool, hot tub and more!  3,200 square feet...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 14
5/10 - 5/17
$3,039  $3,893
$854 off
6/7 - 6/14
$4,757  $6,230
$1,473 off
6/14 - 6/21
$5,199  $6,780
$1,581 off
7/12 - 7/19
$6,944  $7,483
$539 off
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...

079 | Whalebone Beach

Fantastic location w/direct access to the Beach, lovely decor, great amenities and a location that provides Ocean to Sound views combine to make "Whalebone Beach" an outstanding vacation choice. Enjoy the convenience of having your own Private...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
5/16 - 5/22
$2,295  $2,695
$400 off
6/27 - 7/3
$6,995  $7,895
$900 off
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



LUCKY DUCK

A magnificent home in an exceptional location. Barely 115 yards from the ocean access, this 8 bedroom, 6 ½ bath home with elevator has 4,500 square feet of beautifully decorated interior. Large updated pool and lounge area with shallow area for...

  • Duck
  • 8 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 18
8/22 - 8/29
$7,255  $7,927
$672 off
8/29 - 9/5
$6,695  $7,108
$413 off

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...