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    Rent A Maui Boy

    5.0 (14 reviews)
    Open Open 24 hours

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    Elmer A.

    Henry was a wonderful host, we got to see and do more than what I expected. Well worth the price. A magical experience. I will recommend to all my friends and family. Thank you Henry!!

    Olivia L.

    Do not pass this up! I surprised my husband with a road to Hana trip and it was easily the most enjoyable day of our vacation in Maui. To this day, we still reminisce on the beautiful views, delicious food, and hidden adventures Hana has to offer. We are so appreciative of our guide, Henry, for making sure we had the best experience possible. Having amazing photos to reflect back on is just the cherry on top!

    Very special black sand beach

    Our visit to Hana was extraordinary! Firstly, our guide Henry, is a lovely human being, with deep knowledge of and connections to the island. He personalized the experience for us every step of the way, and introduced us to some lovely people, a pig named Chanel, and to some of the most beautiful nature we've ever seen. It was also really nice to have someone else be responsible for the photos and videography, so that we could just enjoy ourselves. Also, I'm not someone who likes to be photographed, but Henry made it super fun. We laughed a lot! Our tour with Henry was definitely the highlight of our visit to Maui!

    We had an amazing time taking the road to Hana with Henry in June 2023. He was a blast to hang out with and took care of everything for the day. It was the most memorable part of our trip, and he took high quality photos and videos or everything we saw. You will not regret it!

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    Ask the Community - Rent A Maui Boy

    Review Highlights - Rent A Maui Boy

    Henry is easy to talk to and knowledgeable about where to go, what to do, what to eat, and Hawaii's history.

    Mentioned in 13 reviews

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    Trilogy Excursions - Captain Michael

    Trilogy Excursions

    4.9(2.4k reviews)
    17.8 km

    Captain Michael and crew who led our "Discover Lanai" day were awesome! Super attentive, the food…read morewas abundant, the boat was very clean, and I felt safe out snorkeling even with a pretty big swell shift from the Hurricane. The details: Our tour started by meeting at tree at the Sheraton, which sounds awkward but for us was super convenient and it was fun boarding the sailboat from the beach but you will get a little wet! Captain Michael walks you though the day and then you are off for about ~90 minutes to Lanai. During that time you are served (not a buffet) two meals. The cinnamon rolls were great and the breakfast croissants are now something I make at home. There was also a photographer on board so we took advantage and took some family photos (you buy at the end and I found them a whole lot cheaper and less stress than an actual family shoot). Once you get to the Island you can take a golf cart or take a short walk to the beach where they have all the gear you need. After the safety briefing you have about 2 hours to snorkel with the crew serving as lifeguards in the water. It is VERY easy to lose where you are when you've got your head underwater. I appreciated how attentive the crew was to where the four of us were at since there were a few times we needed some gentle guidance out of a harms way (shoreline rocks). The photographer also captures your snorkel sesh. After snorkeling, you're treated to another full meal of noodles and chicken. Followed by anything you might need for a little seasickness to prep for the journey back . My 12 yo son was pretty full at this point and had befriended the captain who let him help get the boat ready for the return trip. That was very cool! The ride home was a bit bumpy (Hurricane Lowell was coming) but Captain Michael did a great job avoiding anything major and even found a pod of dolphins. We also enjoyed the mai tais! Great experience! We will book more tours in the future. I would have booked another snorkeling or sunset tour during this trip but the water quality really deteriorated with the upcoming storm.

    The crew on our Trilogy sunset dinner cruise--Kayden, Kevin, Michelle, and Captain Kukii--did an…read moreamazing job making the evening unforgettable. The level of service exceeded our expectations from beginning to end. Everyone was friendly, attentive, and made us feel incredibly well taken care of throughout the cruise. The four-course meal was stellar and much better than we expected from food served on a boat. Everything was fresh, beautifully prepared, and delicious. Between the incredible crew, exceptional service, wonderful food, beautiful ocean views, and Maui sunset, this was the perfect way to end our time in Maui. We couldn't have asked for a better final evening on the island.

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    Trilogy Excursions - Justin BEING A FREAKING BOSS

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    Pride of Maui - The Pride of Maui returning from Molokini

    Pride of Maui

    4.3(848 reviews)
    10.5 km
    43 years in business
    Locally owned & operated

    While on our Babymoon, I booked a reservation for my husband and I to go snorkeling on the Pride of…read moreMaui. I chose this particular tour because it was a smaller group size and I did not want to feel crowded or overwhelmed on a boat with strangers. It was the perfect amount of people, and my husband and I ended up chatting with most of the other passengers, having lots in common. Our captain was Caiden, who was extremely kind, informative, and entertaining. We also had crewmates Sienna, Diego, and Jim looking out for us and making sure that we were comfortable and had all of our wants and needs met. I felt completely safe and comfortable the entire trip and I appreciated having a certified lifeguard on boat with us. The snorkeling experience was phenomenal and being pregnant, it made me feel so calm and relaxed. I appreciated learning the history of the two various locations we snorkeled at and the opportunity to see a sea turtle. The ship itself was pristine, and the restrooms were some of the cleanest I have ever experienced on a boat. The breakfast and lunch that they served us was tasty, and the macadamia nut cookies at the end were the perfect sweet treat. I appreciated that they were able to offer me mocktails since I cannot drink at this time, and those were tasty as well. This experience was worth every penny and I would definitely come back and do it again.

    I snorkeled with Pride of Maui twice. We visited the crater, Turtle Town and Coral Garden. The…read morecrater was super cool but the Coral Garden had the best snorkeling experience. The cost of the trips were worth it because we got four things. 1) Meals, 2) open bar, "ongoing" beverages like passion fruit juice and ginger drink, 3) the boat ride itself and 4) snorkeling, snorkel support and equipment. I was surprised that 130 were on the trip both times yet it did not seem crowded at all. The old school metal slide was extremely popular. I learned on these trips that you can't guess the calmness of the upcoming snorkeling spot. It might be white caps in the middle of the harbor while Coral Garden could be super calm. The staff members were nice, professional and smart. I would go a third time!

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    Pride of Maui - Starboard side of the Pride of Maui

    Starboard side of the Pride of Maui

    Pride of Maui - Guests jumping into the water to snorkel

    Guests jumping into the water to snorkel

    Pride of Maui - Guest enjoys Maui SNUBA diving, one of the most incredible ocean activities

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    Hike Maui

    Hike Maui

    4.9(813 reviews)
    3.2 km
    41 years in business
    Eco-friendly

    We had to reschedule our hike day..due to the Kona low and the office staff were more than helpful…read more This is not our first hike with Hike Maui... we've come to Maui for the past 50 years..37 times to be exact... and Hike Maui is our go to during the past 20 years when we want to get out into the rainforest. We have taken three of their "Morning Walks" with our grandkids and it's a perfect introduction to hiking. Honestly we've had three different ...wonderful.. experiences. It's not strenuous and you're taken back to some private land that you'd not have access to if you just drove up and parked (if you found a parking spot) and hiked back in. We were lucky to have the lovely, fun, and knowledgeable guide named Randolyn ..aka Ran. She was the perfect blend of kind, patient and engaging with the grandkids, and very helpful with us old folks! On the drive on the way home she advised a few newbies to the island where some great places to eat were... they greatly appreciated her ideas! She had the most pleasant demeanor.... :) If you want a fun morning walk, call Hike Maui

    I wasn't sure what to expect. Michael was a priceless guide to the natural world and he is a great…read morehost and calming presence. I was worried it would be hot, but I was never hot or cold because there's shade and swimming. The hike was pretty challenging due to uneven terrain, mud, loose rocks, and creek crossing but easy in terms of distance and pace. This was the highlight of my trip.

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    Sea Maui - Memorable sunsets

    Sea Maui

    4.9(1.2k reviews)
    20.2 km

    Sea Maui's cocktail sunset cruise was easily one of the highlights of our trip. Nick, Luke and…read moreJames were absolute rock stars. And when they say open bar... they mean it. Beers, cocktails, spirits, pretty much whatever you wanted and the crew constantly walked around asking if anyone needed another drink. The heavy appetizers were also way better than I expected for "boat food", chicken katsu, Chinese chicken salad, pasta salad and kalua pork sliders, everything was really good. (No pictures cause I mopped it lol) The cruise itself was around 1.5 to 2 hours and our ride was incredibly smooth, although obviously that'll depend on the weather. They also offer a kamaʻāina discount if you call to book, which brought it to around $100 per person for us. Between the views, legit open bar, surprisingly good food and an awesome crew, I thought it was absolutely worth it. Would do this again in a heartbeat.

    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 !!

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    Rent A Maui Boy - tours - Updated September 2026

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