2026 Nags Head Sailing Guide

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Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

5437 - WeekAway

Always Included, complimentary linens and made beds! New for 2026: New Carpeting on Stairs, Hallway, 2nd Floor Bedrooms, and 3rd Floor Master Bedroom. NEW FOR 2025: New chairs & sofas in the...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

DROP ANCHOR

Sixteen bedrooms, each with its own private bath, anchor this oceanfront Kill Devil Hills estate from Carolina Designs, where fourteen king suites, an elevator, and a home theater make Drop Anchor a rare find for very large groups. Milepost 8...

  • Kill Devil Hills
  • 16 Bedrooms
  • 18 Bathrooms
OBX Laser Tag and Arcade

Here’s some high energy entertainment for the kids, and for young adults (or young at heart) who love laser tag. On one side of this large facility is the “moon bounce inflatable room,” where the young ‘uns can go and bounce...

HEART OF THE SUNRISE

Just off the pool deck at Milepost 11.5 in Nags Head, Heart of the Sunrise offers something rare among Carolina Designs oceanfront homes: an elevator and eight bedrooms that each claim a private bath. Nine full baths and a half bath keep...

  • Nags Head
  • 8 Bedrooms
  • 9.5 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

1428 - Ocean Raves

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW SUNDAY CHECK-IN FOR 2027! Ocean Raves is home to your next pet-friendly getaway on the picturesque shores of...

  • Corolla
  • 6 Bedrooms
  • 6.5 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

Suntana

OCEANFRONT Waves- Sea Isle Hills Dr. Luxury and comfort are the hallmarks of this cavernous oceanfront home. This four-level flagship gives you the space for huge gatherings and privacy when you need it. You enter the home from the double driveway...

  • Waves
  • 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...

PENN STATION

A family favorite! Spacious and beautifully decorated, Penn Station offers the comforts and amenities of home. 2,950 square feet of living area and 1,900 square feet of decks provide ample room to relax and enjoy a carefree vacation in a lovely...

  • Southern Shores
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
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...

THE GREAT ESCAPE

Location! Location! Location! Escape to this beautiful beach home only 2 ½ blocks from the ocean with direct access to the beach life-guarded during the summer season. Large 39-foot in-ground pool with lounge chairs. Enclosed outdoor shower! Bike...

  • Southern Shores
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
10/4 - 10/11
$1,719  $2,042
$323 off
10/11 - 10/18
$1,719  $2,042
$323 off
10/18 - 10/25
$1,435  $1,687
$252 off
10/25 - 11/1
$1,498  $1,687
$189 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.