2026 Nags Head Sailing Guide

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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...

278 | Jackson Cottage

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! Experience the warmth & charm of Old Nags Head in this beautiful Beach Cottage that was constructed in the traditional Nags Head Architectural style...

  • Nags Head
  • 6 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 14
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

380 | Seaside Hideaway

Seaside Hideaway is a classic Southern Shores oceanfront home that comfortable furnishings, coastal décor, and screened porch all on one level. With only a few steps to enter, this cottage is ideal for visitors of all ages and being pet friendly...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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...

Pinch Me

Located in Hatteras | Oceanfront | 7 Bedrooms | 8 Full Bathrooms | 1 Half Bath | 7 Primary SuitesFantastic upgrades for 2025: Brand-new siding and decking on the back and south sides of the home, and every room features brand-new, ultra-comfortable...

  • Hatteras
  • 7 Bedrooms
  • 8 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

Total Comfort by the Sea

OCEANVIEW Waves - Mac-Oca Dr. TOTAL COMFORT BY THE SEA offers you and your family an island welcome! This enchanting home features elegant wood and ceramic tile floors on the top level, calming colors throughout, beach decor, comfortable...

  • Waves
  • 4 Bedrooms
  • 3.5 Bathrooms
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...

THE SUN ALSO RISES

This beautifully built, designer-decorated oceanside home offers all the amenities you need for a relaxing and enjoyable vacation. This home features an elevator, six bedrooms, five bathrooms and two half baths, private pool, hot tub (new for the...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
6/27 - 7/4
$7,003  $8,981
$1,978 off
8/29 - 9/5
$4,283  $5,206
$923 off
9/19 - 9/26
$3,715  $4,282
$567 off
10/10 - 10/17
$3,742  $4,282
$540 off
10/17 - 10/24
$2,769  $3,021
$252 off
10/24 - 10/31
$2,769  $3,021
$252 off
10/31 - 11/7
$2,769  $2,871
$102 off
11/7 - 11/14
$2,619  $2,871
$252 off
11/14 - 11/21
$2,619  $2,871
$252 off
11/28 - 12/5
$2,619  $2,871
$252 off
12/5 - 12/12
$2,619  $2,871
$252 off
12/12 - 12/19
$2,763  $2,871
$108 off
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...

Changes In Latitude A-108

Time to enjoy some beach time? Changes in Latitude is a pet-friendly home, only 2 lots from the ocean, offering all that you'll need for a relaxing Outer Banks vacation. The beautiful beaches of Hatteras Island are just down the street and...

  • Avon
  • 4 Bedrooms
  • 2 Bathrooms
Resort Realty Property Management

Celebrating 39 years of service in Outer Banks vacation rental property management, Resort Realty is a company that operates locally with in-house feet on the ground; meaning impeccable care for your home with constant communication from our staff...

Bennett's Bungalow

When all you need is a seaside bungalow close to the beach, then Bennett's Bungalow nicely fits the bill.    Perfect for beach-loving families or couples that want an affordable way to enjoy the beach. And you can do just that via the boarded...

  • Nags Head
  • 2 Bedrooms
  • 1 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.