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    Maui Custom Charter

    5.0 (13 reviews)
    Open 8:00 am - 8:00 pm

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    Enjoying apps on the sunset sail
    Camille D.

    Did the private sunset sail for our honeymoon. Lydia and Taylor were so nice and friendly! The sail was perfect and the appetizers (sushi, lillikoi and other fruits and veggies with a dip) were delicious - not just your average chips. It was also BYOB. Would recommend this to anyone looking to celebrate a special occasion or looking to enjoy a beautiful view!

    Living Large and in style on Shadowfax. We love Captain Mike!
    Jen T.

    Shadowfax, Captain Mike, Tina, Malcom and crew are the best ! This sailboat is the perfect size and with just 6 pax allowed, you will never be overcrowded (like many of the Maui boats I have been on). Tina is an excellent chef and most of her tasty delights are home grown on Maui. I have seen it all on Shadowfax and been out multiple times - Whale tail slapping, pods of dolphins, Lanai, Molokini, Molokai, West Side, the Pali, South Side, snorkeling with turtles. I take all my friends out on Shadowfax since I live here and every single one has said sailing with Mike and Tina is the highlight of their trip. When you live on Maui and find the best of anything you share ! So here I share one of Maui's best activities to do on the water. If you do nothing else on Maui, SAIL ON SHADOWFAX !!! If you live here, take your family and friends out very chance you get ! Aloha ~

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    2 years ago

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    11 years ago

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    10 years ago

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    7 years ago

    Had a great time. If you're looking for an intimate sailing experience I highly recommend Captain Lydia and Shadowfax.

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    9 years ago

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    11 years ago

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    Review Highlights - Maui Custom Charter

    The sail was perfect and the appetizers (sushi, lillikoi and other fruits and veggies with a dip) were delicious - not just your average chips.

    Mentioned in 5 reviews

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    Sea Maui

    Sea Maui

    4.8
    (1.1k reviews)

    We've sailed with Sea Maui 8 or 9 times on their Sunset Dinner, Sunset Cocktail and Whale watching…read morecruises. For us, we prefer the Sunset Cocktail cruise as it's the perfect amount of food and drinks. This last trip, we took the whole family for the express snorkel trip. It's a shorter trip, which worked perfectly for the younger kids and didn't tie up a big amount of island time. Captain Nick and his crew was all about making sure all had a great time while keeping safety at the top of mind. They guaranteed we'd see turtles... we did! Immediately. I accused them of being remote controlled because they were there right on cue! I'm not a big snorkel guy, but I had a blast. We'll keep returning to Sea Maui. Greatest crew on Maui !!

    On our vacation to Maui last week, we took trips out to the sea with Sea Maui twice. Our first trip…read moreout was an adults-only family excursion while the kids hung out with their grandma and auntie. The catamaran was pretty sweet, with some really comfy bean bags overlooking the edge out to the ocean. While we did occasionally get splashed in this area, it was worth the unobstructed view of the sunset and the breeze in my hair. The crew was especially sweet and treated all of us like absolute royalty. A note to those who are prone to motion sickness: do not try to be brave and only wear sea bands thinking you'll be okay. Take your Dramamine an hour before you board the catamaran. While the first half of our dinner cruise was fine with my motion sickness, the second half of the trip left me feeling really queasy around dinner service time. This made me very sad. This was no fault of the crew, and 100% my fault for thinking I could tough it out. If you are ill-prepared, the crew has ginger ale, club soda and ginger chews to help. Speaking of dinner, the few bites I was able to eat on our first trip were fantastic: a full dinner buffet prepared by Cafe Jai. The salmon was perfectly tender, as was the short rib. The caesar salad was just the right amount of tangy (and the extra dressing was really great on the salmon as well.) I'm not sure what kind of sauce was on the crispy seasoned potatoes but they were absolutely delightful. And of course, the crown on top of a delicious meal was the mini brownie cup we were served for dessert before we wrapped up the trip. Our second trip (where I was prepared with some Dramamine) was a memorial for our grandparents, where we released their cremains at sea with eco-urns. I must say that the crew handled everything wonderfully. We had the full bar, another beautiful buffet spread including some delicious crispy chicken, a pesto pasta salad, pulled beef sliders, and rolls. After we said our emotional goodbyes, we were given rose petals to release into the ocean. We even received certificates after the trip that gave us the coordinates of where my grandparents cremains were released. I seriously cannot thank Sea Maui enough for giving my family a truly memorable experience on our trip to Maui. They made our trip so special. A million thanks for the kindness!

    Four Winds Molokini Maui Snorkel Tour

    Four Winds Molokini Maui Snorkel Tour

    4.6
    (803 reviews)

    My friend is going to be leaving the islands after 25 years. He also wanted to visit my family on…read moreMaui. I thought I would make his departure very special with a Molokini snorkel trip. We could not have been more lucky. I called to make sure there was vegan options for food and also the person that I spoke with made it easy to purchase 4 tickets for my father and stepmother as well as for my friend and I. We arrived early and found parking. There is also easy parking on the pier for a dollar an hour. I booked these tickets about a month in advance. Why I say we were very fortunate is because the weather although cloudy on the way to Molokai cleared up twice while we were in the water. The breakfast was fresh there was croissants small corn muffins and fresh fruit as well as deviled eggs. My parents enjoyed the devil eggs tremendously. The croissants were very fresh tasting. There were plenty of fish to snorkel and see. The crew was spectacular the captain pointed out different formations and shared interesting history 2 and from the island. What made the trip spectacular was the incredible amount of whales we saw. At 1 point the captain cut the engine because whales played around our boat going underneath several times. It was a trip of a lifetime.

    They hide the fact that you have a 50% chance of not going to the crater…read more... I am writing this review while on the boat because instead of going to the crater, they took us to a spot easily accessible from the road with little fish/diversity. Snorkeling off the beach from our hotel has much more fish and diversity than the spot they took us to. Waste of money and more importantly precious vacation time as you might be stuck at an awful spot for 5 hours. The day is not particularly windy either so I suspect it was due to the amount of children on the boat is why they neglected to deliver on going to the crater and instead went somewhere utterly useless.

    Trilogy Excursions

    Trilogy Excursions

    4.9
    (2.4k reviews)

    THE BEST THING WE DID ON MAUI!!!…read more We did the Ma'alaea Sunset Cruise with Captain Zach, Catherine, and Becca. The crew was so kind and so attentive. And the food was GREAT! We did the appetizer cruise and it was definitely enough food to be full. The drinks were great and the crew made sure our cups were never empty. The sunset was absolutely beautiful. We would absolutely do it again. They even have a photographer, so we ended up buying a picture from them (although $40 seems a little overpriced for one photo). If you are looking for a romantic (or just fun thing to do) on Maui, you have to check this out!

    My wife and I booked the voyage as our 22 year anniversary and it did not disappoint…read more The entire tour (Lahaina to Lanai) was spectacular. Captain Riley explained much of what the islands in the past (before Captain Cook) and to today. The boat (Trilogy VI) was brand new and beautiful. When we arrived on Lana'i we went to a beautiful white sand beach with great snorkeling, and a hike to see some amazing views. The food...! It almost never stopped with breakfast, a big and delicious lunch. Got back on the boat and saw dolphins, flying fish, and other tropical sea life. The crew were amazing from start to finish. Friendly, helpful, and great crew members. The photographer was friendly and knowledgeable about the best shots. They provide the photos electronically via a very reasonable $85 (nice as a keep sake of the photos of the two of us that the photographer placed us in.) Cannot recommend Trilogy enough. They've been around since 1973 and really have it figured out. Our 18 year old son loved it too. It's great for any age.

    Maui Custom Charter - boatcharters - Updated July 2026

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