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    Sail Maui- Maalaea

    4.8 (325 reviews)
    Open 7:00 am - 7:00 pm

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    Sunset tonight !  Stunning

    What a fantastic time my daughter and I had together taking the sunset sail on Monday ! Capt Brandon was fantastic ( and yes he looks like chris Pratt's doppelgänger). He gave great Hana recommendations and the entire crew was so much fun. Shout out to Matt with some killer picture taking skills , Tay with the drink recommendations and Jeremiah who docked us perfectly. I can't recommend them enough. The food was really good and drinks and food were included in the price. Go take this sunset cruise ! What are you waiting for ? 10 /10!!!

    Every minute was a gift!
    Jenifer F.

    The day was overcast and a bit cold but the warmth and hospitality of the crew and their attention to our comfort and confidence while exploring Molokini and the Lapehu point areas made this my favorite snorkel boat trip to date. We would all join Brandon, Joe, and Jandein any day for this sailing adventure. We were blessed with personalized care and more whale sightings (can you say 3 breaches in 3 minutes?) than I could have dreamed or imagined. I appreciated their accommodation for my dietary needs (GF) and the time sailing on the way back was a treat. Mahalo plenty, Sail Maui. We will be back!

    Captain Brandon, McKenzie and Joe!

    Great staff! Extremely professional, fun and informative. Captain Brandon, Joe and McKenzie were so friendly and accommodating. Drinks, sandwiches, and fresh fruit. Bathroom on board is a bonus! Highly recommend them for whale watching, sunset cruise or snorkeling.

    Snorkeling Molokini
    Kelly F.

    My wife and I wanted to snorkel at Molokini on our vacation. But we weren't looking to go with any BIG corporate crews. We found Sail Maui and gave them a try. WOW!!! We are so glad we chose SM. It's a local family owned company with midsize cat boats. Captain Brandon and the crew were hospitable, knowledgeable, and attentive. The trip itself was amazing. We detoured on our way to Molokini to catch sight of some whales. And we weren't disappointed, we witnessed whales mating and a baby whale completely breach. Then when we arrive at the crater, Cap. Brandon chose the perfect spot. Fantastic clarity and at least 20 different types of colorful fish. On our way back (after a delicious sandwich lunch) we dropped the sails and made our way to turtle town. All this for a price less than "The Big Guys."

    Whale sighting
    N. R.

    This has been the highlight to our Maui trip so far. -We had a lot of great whale sightings. -We had a beautiful view of the sunset. -The crew was great -- very friendly and accommodating with making sure we had drinks and food (there was an open bar). -The trip started and ended on time. 100% would recommend. Thank you!

    Allison P.

    My husband and I came to Hawaii to celebrate our 10 year anniversary. This sail, snorkel excursion was hands down the best thing we did all trip! From the views, snorkeling, and crew, it was all amazing. Greg, Cass & Dan were so friendly, knowledgeable, and professional. I wish I had booked the full day option so we could see the other side of Molokini Crater and snorkel even longer. If we ever make it back to Maui, this will be the first excursion booked!

    Sunset sail
    Molly G.

    My husband and I did both the sunset cruise and the Molokini snorkel adventure. We thoroughly enjoyed both! The crew on both days was super kind, knowledgeable, and attentive. The drinks on the sunset cruise were well made and the food was great! They served kebabs, caprese skewers, a veggie platter, egg rolls, and maybe some other things that I have forgotten since. As for the snorkel excursion, that was my favorite. We got lucky and had a group of only 10 people when normally it's about 50. Again, an amazing and helpful crew. It was my first time snorkeling and the captain helped me out a lot and gave me tips. More great food for breakfast and lunch! I can't recommend them enough. It'll be a good time no matter what sail you sign up for.

    K L.

    Shout out to Captain Greg for a fabulous sunset cruise! My family and I had an absolute blast that evening (Sunday), we genuinely appreciate your entire crew's enthusiasm and Hawaiian hospitality during our tour! Highly recommend.

    A Happy Crew

    We joined Sail Maui once again on their new catamaran, Akialoa. Captain Brandon, crew Lily and Nianoa. The captain's smile in the attached photo says it all, a fun and great trip. Not sure who had more fun, the captain or his passengers. We were mugged by seven whales in a competition pod that couldn't leave our boat alone. In fact, we had to stay past our return time because the whales wouldn't leave! We have many great whale watches in our experiences, this tops them all. Great crew, sail, and company.

    Sunset view from our sunset sail

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    Wonderful, fun, and attentive crew. Beautiful views. Fantastic experience. Will sail with them again.

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    Page 1 of 9

    Sail Maui- Maalaea Reviews in Other Languages

    Ask the Community - Sail Maui- Maalaea

    Review Highlights - Sail Maui- Maalaea

    Had a amazing time with our guides Ben and Greg, so cool and their passion for their jobs is contagious.

    Mentioned in 40 reviews

    Read more highlights

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    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 !!

    Four Winds Molokini Maui Snorkel Tour - Molokini Crater

    Four Winds Molokini Maui Snorkel Tour

    (804 reviews)

    Because of winds / choppy waters at the crater we had to detour to a different area. It was still…read morean amazing trip. Snorkeling experience was amazing but the differentiator was the staff and the food....just an awesome staff all around, so helpful and they actually cared / went out of their way to help the people that paid for the trip. The breakfast was hard boiled eggs, fruit, muffins, croissants....sounds basic but it was really quality - not crap food. Lunch was fantastic - fish tacos, pork tacos, vegetarian tacos or hot dog - grilled it right on the boat. Toppings were great - it was just good fresh food. Super impressed with the whole experience

    Had an awesome experience on Four Winds snorkeling Molokini Crater. The staff was super down to…read moreearth and friendly. When you get on board they have a light breakfast with fruit, croissants and muffins that you can snack on, as well as fruit juice. The ride out, they explain some safety stuff and how the day is going to run. There are 2 floors to the boat with the upstairs being much more open. There were only about 30 people the day we went but I believe they have up to 100, so a more crowded day may have a different experience. Despite being in November, we ended up seeing several whales coming to the surface (apparently they are in abundance come January). They provide snorkel gear and fins, but you are more than welcome to bring your own (we borrow fins only as we brought our own masks). They provide a simple anti fog spray which worked great. They let us snorkel for about 2 hours in the surrounding area asking us to stay within 50 yards of the boat with a buddy. The staff answered all our questions about what fish we were seeing and recommendation for how to see the best fish. There is also a glass bottom that you can climb down a ladder in the boat to see the fish without going in the water. They served lunch while docked so you could eat while you took a break from snorkeling. It was fish tacos with a selection of fish, pork or being burger meat. They had a slaw and quinoa side and some chips. Nothing fancy but o found it delicious after working up an appetite snorkeling. They had cameras for rent (extremely expensive so I'd bring your own), a photographer that took picture you could purchase for a fee ($80 for all the pictures she took of us, again a little pricey), wet suit tops for rent ($10 each) and special snorkel masks if you are near sighted (I believe this had no additional charge). The boat was pretty new, clean and open which was nice. I would 100% go out with this company again.

    Trilogy Excursions - Justin BEING A FREAKING BOSS

    Trilogy Excursions

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    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!!!

    Makai Adventures - Baby breeching

    Makai Adventures

    (379 reviews)

    An Absolute Must-Do in Maui! March 6, 2026…read more Our morning trip with Makai Adventures was easily the highlight of our vacation! If you are looking for an intimate, high-quality whale watching experience, look no further. The Boat The vessel is fantastic. It's an inflatable-style boat, but don't let that fool you--it was incredibly stable on the water. It seats about 20 people, so it feels personalized rather than crowded. Most of the seats are shaded, which was a huge plus for staying comfortable in the sun while we scanned the horizon. The Crew A massive shout-out to our captain and naturalist Levi & Travis! They were the perfect duo: Safety-First: We felt totally secure and well-cared for the entire time. Informative & Funny: We learned so much about whale behavior, and their humor kept the energy high and the vibes great. Genuine Kindness: You can tell they truly love what they do. The Whales The wildlife did not disappoint! Since we went out in the morning, the water was beautiful, and we saw so many whales. We spent the entire trip watching them breach and splash around. It was a non-stop show of tail flukes and massive splashes. Thank you, Makai Adventures, for such an awesome and unforgettable adventure. We will definitely be back!

    We booked last minute, but are so glad we decided to do it! The crew (Levi and Allison) were…read morefantastic - very knowledgeable, made it really fun and light with jokes, and were kind in letting us move around to see an up close encounter. We have recommended them to others and will book with them again if we come back during whale watching season.

    Sail Maui- Maalaea - boatcharters - Updated September 2026

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