1. Maui Boat Trips

    1. Maui Boat Trips

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    Wailuku, HI

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    Maui Boat Trips

    3.8 (12 reviews)
    Open 7:00 am - 3:00 pm

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    Trilogy Excursions - Justin BEING A FREAKING BOSS

    Trilogy Excursions

    (2.4k reviews)

    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.

    What an adventure! We couldn't be happier with our experience on Trilogy IV. Captain Zech, Kanani &…read moreKenzie were just fun to talk with and took phenomenal care of us. I would 100% recommend taking this trip while you are in Maui. It is an experience you will never forget. We started to trip with cinnamon rolls and they provided really great gluten free muffin for me. Then made sure to always provide GF food options for me throughout the day. Snorkeling was fun and accessible because they had prescription masks available, which is a must if you cannot/do not wear contacts and want actually see the ocean life. We had a plenty of time to float and observe the fish. Lunch was delish and they prepared some tasty gluten free noodles JUST for me. On the way back, one of our daughters helped hoist the sail and we were able to catch the wind of a bit. We also had the good fortune of observing a pod of Hawaiian spinner dolphins on the way to and back from Lana'i. Book this trip! It is SO worth it!!!

    Rent A Maui Boy

    Rent A Maui Boy

    (14 reviews)

    An unforgettable adventure that even a broken toe couldn't ruin!…read more I arrived in Maui completely running on fumes after working two weeks straight as a nurse with zero days off, plus my usual spin classes 5 times a week. I was exhausted but determined. During the excursion, I actually ended up breaking my toe! I chose not to mention it to Henry because I didn't want to slow down the day, which meant I quietly missed out on the option to dive off the waterfalls--but it didn't stop me from having the time of my life. The beauty of booking with Rent A Maui Boy is how naturally the tour caters to all levels of energy and physical capabilities. Even with me resting my foot on the sidelines at times and my husband choosing to sit a few of the other physical activities out, we never felt like we missed a thing. Henry made sure my husband was thoroughly entertained, safe, and comfortable the entire time, while I got the exact restful, scenic recovery I desperately needed from my brutal work stretch. We spent a magical day soaking in the culture and eating fresh treats at local fruit stands. Lunch at a local food truck. Forget your cell phone. Do not need it. Supporting an owner-operated business like Henry's makes all the difference--he provides a flawless, memorable day no matter what includes a memorable video for this amazing day. Highly recommend

    I was worried that I had to high of expectations for Henry but he lived up to the hype! Henry…read moreescorted through the Full Day of Road to Hana and helped create memories that will live forever. This trip was specifically for my son who is wheelchair bound and he made sure that everything we did revolved around my son having the time of this life. We learned lots about the area, laughed till we cried and felt like we met our new best friend on Maui. I really wanted to be present with my group so the fact that Henry captured photos and took videos of the day was the main reason I chose him. We received both within a couple days and have shared the video and photos to everyone in our lives. To say this was a magical, amazing experience doesn't sum it up enough but if you are reading this, don't hesitate, BOOK WITH HIM NOW!

    Pride of Maui - The Pride of Maui returning from Molokini

    Pride of Maui

    (846 reviews)

    Great experience and crew. The crew was thoughtful and handled our family with care. I would…read morerecommend this boat adventure to anyone.

    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.

    Hike Maui

    Hike Maui

    (813 reviews)

    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.

    Sea Maui - Memorable sunsets

    Sea Maui

    (1.2k reviews)

    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 !!

    Maui Boat Trips - boatcharters - Updated September 2026

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