2026 Nags Head Sailing Tours Guide

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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...

SHORE PLEASURE

Overview A six-bedroom oceanfront vacation home, Shore Pleasure is thoughtfully designed and comfortably furnished, with amenities to be enjoyed inside and out. The top floor offers an open great room, kitchen, and dining area that is...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
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...

4759 - Sun Daze

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Sun Daze is a beachfront paradise ready for you and your family to enjoy! Located in Kitty Hawk, this 6-bedroom...

  • Kitty Hawk
  • 6 Bedrooms
  • 6.5 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

415 | Livin' Large

Enjoy sweeping ocean views from this spacious, bright, and beautifully furnished South Nags Head oceanfront vacation home, thoughtfully designed for comfort and convenience. Exceptionally well equipped, this home features an Elevator with access to...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
8/22 - 8/28
$6,495  $7,995
$1,500 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...

148 | Just For The Sun Of It

Premium mattresses were installed, all new for each bed for 2026!This outstanding oceanfront home is filled with amenities designed to help your entire family enjoy a truly memorable Outer Banks vacation. Beautifully furnished and stylishly...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

K0710 Coast Time 2 Bedroom Condo at Croa...

Welcome to Coast Time by KEES Vacations! Croatan Surf Club will make you feel like you are at your own private, exclusive resort, with both indoor and outdoor community pools for year-round enjoyment. That combined with the great views, and you...

  • Kill Devil Hills
  • 2 Bedrooms
  • 3 Bathrooms
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

458 | Knot A Care

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! KNOT A CARE is a terrific vacation home that offers lovely décor & comfortable furnishings along w/ ample space to spread out & relax. Decorated...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
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...

AAAH DA SEA

Relax in this beautifully designed home only three rows back from the pristine beaches of Corolla. Gaze at the breathtaking views of the ocean, sound and Currituck Lighthouse.Level 1:3 bedrooms (1 with King with private bathroom, 1 with Queen, 1...

  • Corolla
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 18
9/6 - 9/13
$4,162  $4,925
$763 off
9/13 - 9/20
$3,802  $4,407
$605 off
9/20 - 9/27
$3,692  $4,407
$715 off
9/27 - 10/4
$3,830  $4,407
$577 off
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.