2026 Sailing Tours Guide

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Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

Serendipity 491

Tucked away on a peaceful cul-de-sac in the heart of Nags Head, Serendipity is the perfect getaway for families looking to unwind by the sea. With a beach access just across the street, your toes will be in the sand in no time. Bring along your...

  • Nags Head
  • 4 Bedrooms
  • 2.5 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

Tee Dreams

Available for golf weekends, short weekend rentals. Discounted green fees and priority tee times at the Currituck Golf Club when you book TEE DREAMS!!  Currituck Club amenities include a trolley to the beach in season! Relax and take the shuttle to...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

5727 - Whalebone Station

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Whalebone Station is centrally located on the beautiful Outer Banks of North Carolina. Located at the very beginning...

  • Nags Head
  • 9 Bedrooms
  • 10 Bathrooms
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

ARABELLA

Overview Relaxing vacation days are ahead at Arabella, a lovely ten-bedroom oceanfront estate at Milepost 8 in Kill Devil Hills. Mere steps from the beach, this beautiful home offers a winning combination of a stellar location and...

  • Kill Devil Hills
  • 10 Bedrooms
  • 11 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...

Celtic Dream SS-954

Nestled on a wooded lot in Southern Shores lies Celtic Dream, a cozy five-bedroom, three-and-a-half-bath beach cottage with a private pool was built with rest and relaxation in mind all in a serene setting. Family-friendly in most ways, the...

  • Southern Shores
  • 5 Bedrooms
  • 3.5 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Moon Landing

Located in Salvo | 5 Bedrooms | 3 Full BathroomsThe best days start with a sunrise over the Atlantic Ocean & end with a sunset over the Pamlico Sound. We invite you to come, relax, and star-gaze at Moon Landing, you'll appreciate it here! Only...

  • Salvo
  • 5 Bedrooms
  • 3 Bathrooms
Cosmo's Pizzeria in Corolla

Best Pizza in in Corolla since 1995! Cosmo’s Pizzeria has continued to be a family favorite on the northern Outer Banks for over 15 years. Outdoor dining, full bar, and specialty menu (including gluten-free pizza) are a few of our many...

4918 - Stress Less

Always Included, complimentary linens and made beds! THIS A PET FREE HOME. Welcome to Stress Less! This 4 bedroom, 3.5 bathroom oasis is ready for you and your family to experience a perfect vacation...

  • Kitty Hawk
  • 4 Bedrooms
  • 4.5 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 grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...

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.