2026 Nags Head Sailing 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...

Four-Sea-Sons 590

Four-Sea-Sons is a lovely home with classic Outer Banks style, just 40 yards to the nice, re-nourished beach, and 4th house back from oceanfront! Ideal location for families with small children, this home is located on a quiet cul-de-sac at milepost...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Carole's Dream PH-9

At Carole's Dream on the beautiful 4x4 beaches of Penny's Hill, experience a beach vacation reminiscent of vintage OBX! Sleep to the sounds of the ocean and enjoy amazing views of the night sky, full of beautiful stars. The whole family, including...

  • Carova
  • 3 Bedrooms
  • 2.5 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...

Admirals View ADV-3B

Welcome to Admiral’s View, an inviting oceanfront condo perfectly situated in the heart of Nags Head. This beautifully updated retreat offers everything you need for a relaxing beach getaway, from modern comforts to stunning ocean views just...

  • Nags Head
  • 2 Bedrooms
  • 2 Bathrooms
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...

Knights in Salvo

SOUNDSIDE Salvo — North Sand Dollar Ct. — If you're looking for a appealing home with vistas of both ocean and sound, KNIGHTS IN SALVO will come to your rescue. Located in Wind over Waves community with community sound access and boat ramp...

  • Salvo
  • 7 Bedrooms
  • 6 Bathrooms
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...

1725 - Sunshine and Whiskey

Always Included, complimentary linens and made beds! Tucked away on a quiet cul-de-sac, Sunshine and Whiskey offers the quintessential oceanside escape in the highly sought-after community of...

  • Corolla
  • 4 Bedrooms
  • 4 Bathrooms
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge...

401 | Whispering Waters

Welcome to Whispering Waters, a newly built home in the gated community of Colington Harbour. This beautiful home is perfect for beach lovers looking for added privacy on the sound. Whether you are lounging on the Sound Facing Spacious Decks...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 6
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...

1402 - Salty Dawg

Always Included, complimentary linens and made beds! Located in the heart of Corolla lies Salty Dawg. This 8-bedroom, 5.5-bathroom Corolla rental has everything you need to make the best of your next...

  • Corolla
  • 8 Bedrooms
  • 8.5 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.