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Boat Tour Agency – We’re Family Owned and Committed to the Quality of Your Experience.


One of the best ways to explore the island of Maui and enjoy your time in Paia, Hawaii, is to schedule a professional skippered charter or go bareboat! When choosing whether to go on vacation using a skippered charter or bareboating, it’s important to know the difference between the two. Depending on your experience level, you can have a private adventure and go bareboat or schedule a skippered charter tour with professional sailing experts.

Differences Between Bareboat and Skippered Charters

Sailing on your own is sometimes called bareboating. If you know how to operate a sail, have been yachting on your own, and know how to fix any potential mechanical or sail issues on your yacht that can happen out at sea, a bareboat tour can be right for you.

Even if you don’t own a boat, you can rent a boat during your vacation, including luxury yachts and small sailboats. Sailing bareboat has many benefits, such as enjoying a vacation and watching the sunset on your own, relaxing and not dealing with crowds, and being able to travel wherever you want. Professional skippered charters usually have a set destination and pit stops.

If you don’t have any sailing experience and don’t know the first thing about boat maintenance or operations, it’s best to get help from a professional company that offers manned tours and trips. This manned tour is known as a skippered charter, with a skipper being the captain of the ship! A skippered charter is a great way to travel through Hawaii, the Caribbean, Croatia, and other islands!

Types of Chartered Tours

Private and other charter tours allow you to travel with a group of your friends and family, enjoy some drinks, and voyage along the coast without worrying about sailing on your own. Keep in mind, that a captain and crew can offer support while manning their sea vessel and have years of experience sailing and boating in case weather conditions suddenly change. This can put your mind at ease during your vacation. You can book charter tours for a private party, or go with a group of other tourists.

Tours can be small or large. Luxury cruises take place over several days and can voyage for hundreds of miles. Cruises are still considered skippered charters and are crewed with hundreds of staff at the helm at other parts of the ship to keep it running. They even have a chef on board!

Small skippered charter tours can still offer luxury amenities, including:

  • Sightseeing
  • Drinks on board
  • Sailing
  • Sunset cruises
  • Snorkeling

You can book a private skippered charter for the holidays for as little as an hour or an entire day. At Kai Kanani, our activities include all of the above, and we include whale watching, sightseeing from our luxury catamaran boats, private group tours, private rentals, and exclusive access to the Molokini Crater! Call us today to book your next Maui adventure!

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Snorkeling is a fun water activity that allows swimmers and tourists to experience underwater sights. A snorkel is a type of mask that allows a wearer to keep their head in the water while still breathing air. Safe, exciting, and inexpensive, snorkeling is an activity that anyone can enjoy—even those who can’t swim.

Swimming helps make your snorkeling experience more enjoyable. When you can swim, you are likely to have less fear of the water and can enjoy your snorkeling without spending time learning key skills. However, snorkeling can be enjoyed by all. Many different guides and touring companies that offer snorkeling are aware that swimmers will have different skill levels and are there to help. The equipment used during snorkeling can help those who don’t have swimming skills.

Many people tend to confuse snorkeling with scuba diving. Scuba diving is a different activity that requires training and knowing different swimming techniques to be enjoyed. Scuba schools exist to teach people how to navigate underwater with complicated equipment and get the basic safety lessons needed to start learning how to scuba without a guide.

Thankfully, snorkeling is a much less complicated activity. The equipment used helps snorkelers stay afloat rather than dive under the water. Snorkeling doesn’t require any license or specialty skills. With a few tips or help from a guide, swimmers of any level can enjoy their snorkeling experience.

Snorkeling is a wonderful activity offered at beaches across the globe, including Hawaii. Whether you are a strong swimmer or only know how to tread water, snorkeling is still an activity you can participate in. Don’t be afraid to try snorkeling even if you aren’t a strong swimmer. Plan to enjoy yourself at any swim skill level.

Snorkeling Tours in Maui – See the Magical World Under the Surface.

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Sightseeing Tour Agency – Let Us Show You What’s Out There.


Whale watching is one of the most popular activities among those visiting coastal communities. From small children to senior citizens, everyone finds it thrilling to see one of these amazing creatures from the deep up close. It isn’t just their great size, however, that inspires overwhelming awe in the average human. Following are just a few of the many reasons why whale watching is an enthralling activity.

Whales Are Mesmerizing

Creatures of this size are commonly associated with ungainliness and clumsiness, but whales are among the planet’s most graceful mammals. They often jump completely out of the water in a process known as breaching. Besides their stunning appearance, whales also create entrancing sounds that many people have described as nearly hypnotic.

Whales Are From Another World

The undersea world is dark, mysterious, and teeming with life, and most people are only able to catch small glimpses of it. Seeing whales in their natural environment often fosters a healthy respect for nature and inspires people to advocate for the preservation of whales and other ocean creatures.

Whale Watching Tours Are Educational

Participants get the most out of whale watching when they book tours led by experienced, knowledgeable guides. Whale-watching tours that are guided by local experts provide participants with the latest scientific information regarding these magnificent creatures. Thanks to advances in modern marine biology, discoveries occur all the time, and no one is ever too old or too young to learn.

Whale Watching in Maui – We know the best spots.

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The best place to whale watch in Kihei is in our catamaran at sunset.

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Paia, Hawaii

On the north shore of Maui island is located the quiet little town of Paia, Hawaii. Paia is now a modern, hip, and cultured area of Hawaii that embraces its roots of hippies and old plantations. Paia has a variety of local eateries, restaurants, and beach parks. Its census as of 2021 is 2,249, with people flocking here to vacation and enjoy the serene beach, or buy affordable homes and grow their family.

Paia once housed the Hawaii Commercial and Sugar Mill and is now a popular stop on the Hana Highway. It’s known as the windsurfing capital of the world! Daredevils can enjoy surfing in Maui Bay most days of the year, with the forecast of Paia calling for 275 yearly days of sunshine! This weather is perfect for surfing, walking along the beach visiting local tourist shops, or eating at your favorite restaurant. Tourists can also explore Paia through sailboat rentals and local cruises.

There are various highly-rated restaurants you can stop by while visiting, like the Paia Fish Market, Mama’s Fish House, the Flatbread Company, and Cafe Des Amis. Visitors can stop at the Aumakua Kava Lounge bar or take the family to Baldwin Beach Park only 2 miles south for picnics and barbecues!

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