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    Calypso Charters

    4.5 (420 reviews)
    Open • 6:00 am - 8:00 pm

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    Denise B.

    My husband and I had the pleasure of booking a Snorkeling trip with Calypso during our vacation. The experience from start to finish was incredible. We booked the snorkeling trip to Molokini Crater and Turtle Town. Upon arrival we were greeted by the staff who were the epitome of service with a smile. The amazing photographer-videographer, Marley worked overtime to capture all of the fun. The whole crew were constantly checking on the guests. The highlight of the trip was the second half when we stopped at Turtle Town, where we got to swim and actually see turtles. Our captain was so friendly, my husband and I had the pleasure with chatting with him. Midway through the trip he came over to us and gave us two of the biggest avocados from his tree to take back to our vacation rental. This snorkeling trip was by far my favorite and my highlight of our Maui vacation. Next time we are in town we are booking another excursion with Calypso Charters. Staff 5+++/5 Experience 5/5

    starboard view approaching Molokini
    Angelina L.

    Calypso is the only Maui snorkeling boat that is wheelchair accessible with ADA restroom. Highly recommend for other wheelchair users! The crew is very professional, helpful, kind, humorous, and efficient. The boat also supplies optical prescription snorkel masks, included with the tour fee...super amazing as I forgot to pack my contact lenses. Amazing clear waters snorkeling at Molokini with various beautiful fish, and saw 3 large turtles at Turtle Bay. Worth every penny!

    Michelle S.

    I had a lovely time snorkeling at molokini crater and turtle town while aboard the Calypso. I got a bit sea sick because of the waves but Corinne took great care of me! I also want to thank the lovely lady who helped my mom when she got nervous in the water. The other staff were also fabulous as well and you can tell they have been doing this awhile. The captain was also very funny and kept everyone engaged the entire time. I am also participating in the maui dinner cruise so will circle back on my review for that!

    Sunset on the ocean!
    Roman B.

    Booked a Sunset Dinner cruise and it was spectacular! From the beginning till the end of the cruise, that staff was amazing. The water was a little bumpy with all the ups and downs on the boat, but the captain said it might be and he would try to make as smooth as possible. Absolutely worth the price. Included 3 course dinner and 2 alcohol drinks, as well as soft drinks. Staff is very attentive and treats you so well. If you are thinking about doing the dinner cruise, well we highly recommend doing it!!

    It's of pretty fish
    Alyce S.

    Fantastic experience, very organized, food was good, snorkeling was exactly what we were looking for. Very friendly staff.

    Surpassed my expectations. Great organization/ service food drinks as soon as you board , amazing music , views and a comfortable ride ! 15/10 The only feedback would be a barcode to tip ! We felt bad Because we didnt have cash!

    Brionna K.

    This was our first time snorkeling and what better way to kick off our honeymoon with this experience. Breakfast, lunch and small bites are served. Staff was very friendly and informative. It makes two stops molokini crater and turtle town. We had such a great time!

    Watching for flying fish.
    Beau F.

    My family had a GREAT time with Captain Kiwi and crew! John and Erica were especially friendly and helpful. Erica was very patient and attentive to my 82 year old mom, who actually went snorkeling. The boat ride was very smooth, and my wife didn't feel sea sick at all, and she usually always feels nauseous on a boat. When the water did get a little choppy, the captain was able to steer to lessen the rocking. This is an ideal boat for first timers as the whole crew was very accommodating and friendly. Ryan, the cameraman, took great care to get a lot of pictures of each group on board. We loved the slides, jumping platform, breakfast, lunch, and probably my favorite part, standing at the front of the boat while cruising and seeing the flying fish jump out and fly in front of us. We all had a really fun time and made memories that were still talking about.

    Roure B.

    The experience was great and staff was very accommodating and attentive to your needs! I absolutely recommend using them. They rent out go-pros for you to create your own snorkeling experience! So much fun! One thing I do want to mention, has nothing to do with the boat itself, but with the parking to get on the boat. The app only allows you to pay up to three hours, the experience is a total Of 5-6 hours!!! Make sure you pay attention and pay for the entirety of your trip! My car got towed for failing to pay an extra $2. Cost me $200 to get it back! Highway robbery' they are waiting for you to not pay attention!

    Trying out my gear before we got in the water.
    Donna S.

    Fabulous company; went out of their way to give us a great experience. Awesome time, fun crew, clean, quality gear. Appreciated the hot coffee and breakfast at the beginning of the trip, the fruit, veggies, and lunch on board. My travel partner had a mai tai or two after we were done snorkeling, which he enjoyed. It was fun with the slides and the jump off deck. I would have loved to have had an opportunity to wear a wet suit top, but Calypso only offers on one piece, short sleeve top and shorts combination. Having three working restrooms was great as well. My travel partner and I have snorkeled with another company in Maui in the past (who canceled our originally booked trip this time) and agreed that we enjoyed our time with Calypso even though it was a little more expensive.

    Fearless Captain
    Marshall G.

    This is a strong yes. Top to bottom, more steps to go in water. Fully supplied snorkel gear , full breakfast, eggs and sausage and lunch, pulled pork on buns with potato salad and mixed beans. No towels. Deck showers, slides and a dive step 30 feet off the water. Most jumped. Some did not want to get wet, or went below for glass bottom views. Something for all abilities. They had a lifeguard in the water to observe and enforce not getting up on the dry land. The Bar was at 2.00 per, and a helpful crew male and female full of aloha. Thank you Patrick, crew, ex real estate, for the extra ice cream treats. Yum. We had whale watching both directions, but a dead stop on return leg. At least 10-15 minutes to watch a mother and baby and escort cavort. A real show at the bow, no moving on till they do. We did a generous crew tip at the end. Painless..... Thanks to the Fearless Captain. Pic in cabin provided below. He was full of whale information and jokes. We all had padded seats everywhere, some other watch trips didn't. And a final body count at both snorkel stops, both announced with jokes before we moved the boat. Can't be left behind that way.... A great 5 or 6 hours with other visitors that wanted to be there and showed it. First time on Calypso, not first to the Crater dive spot. We would come again. Mahalo

    Sunset dinner cruise.

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    Page 1 of 11

    Ask the Community - Calypso Charters

    Would this be suitable to take a 2 1/2 year old and 8 month old on (and stay on the boat obviously) while the rest of the family snorkels?

    Family members of all ages take our cruises. Adults are responsible for watching children. There is about 45 minutes of actual snorkel time so you can make a judgment! Please contact Reservations for more info - 808-661-9937. Mahalo

    How much is the scuba option for 8 years olds? Or is that included in the ticket?

    Aloha! Please call our live reservations agent and have your question answered and book directly 808-661-3333! Mahalo!

    Don’t See Your Question? Ask Away!

    Review Highlights - Calypso Charters

    “Didn't feel that was worth it for just one image :( We loved going to both the Molokini Crater and Turtle Town!”

    Mentioned in 71 reviews

    Read more highlights

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    Trilogy Excursions - Professional pictures taken

    Trilogy Excursions

    4.9(2.4k reviews)
    12.5 mi

    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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    Sea Maui - Memorable sunsets

    Sea Maui

    4.9(1.2k reviews)
    15.0 mi

    I'd add that right into the social part--it makes it clear the crowd was fun without making it…read moresound like a booze-cruise-only vibe. We had the BEST time on the Sea Maui Sunset Cocktail Cruise! From the very beginning, the experience was wonderful. We called to book and spoke with Sunshine, who was exactly that -- an absolute ray of sunshine! She was so sweet, incredibly helpful, communicated everything clearly, and genuinely made us even more excited for the experience. When it was time to board, it was immediately clear that the crew knew exactly what they were doing. We visited during "hurricane" season, so the swells were definitely LARGE -- but that didn't stop us from having the time of our lives! Great music, amazing staff, fun fellow cruisers, drinks flowing, delicious food, and the most incredible Maui sunset. The vibes were absolutely immaculate from start to finish. Somewhere along the way, I also became the unofficial, official iPhone-ographer of the boat and ended up taking photos for sooo many people! One of my favorite things about the cruise was the crowd -- it was truly all ages, and ALL ages were awesome and an absolute pleasure to party with. We met so many genuinely nice people, including a group we clicked with so well that we decided to keep the night going afterward and ended up hanging out and doing karaoke together! That probably says everything you need to know about the fun, friendly, social atmosphere Sea Maui creates. We had such a great experience that I'm already excited to hopefully book a private charter with Sea Maui for our wedding welcome party next year! 10/10 experience. Highly recommend. Thank you, Sunshine and the entire Sea Maui crew for such a memorable evening! And enjoy the pics! Sea Maui, hit me up and I'll send you the rest -- I have HUNDREDS. :

    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.

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    Pride of Maui - The Pride of Maui returning from Molokini

    Pride of Maui

    4.3(850 reviews)
    0.2 mi
    43 years in business
    Locally owned & operated

    My husband and I had a wonderful time! This was (I think)…read moreour third sunset cruise with Pride of Maui, and it was fantastic. Incredible crew, lovely boat, delicious food, and fabulous entertainment. Our cruise was last Thursday (9/3/26), and as the hurricane was beginning to make things very windy around the islands, we couldn't go too far out to sea, so our crew made sure we still had a great spot to view the sunset, all while sticking close to the coast to keep us safe. Would definitley recommend 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.

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    Hawaii Nautical - Maalaea - Whale breaching, these visitors are seen March-December.

    Hawaii Nautical - Maalaea

    4.5(8 reviews)
    0.1 mi

    I booked a snorkeling tour for one person in March 2026. Both my booking confirmation through…read moreGetYourGuide and the confirmation from Hawaii Nautical clearly reflected that the reservation was for one guest. The evening before my tour, I called to confirm everything. During that call, the representative noticed what appeared to be a duplicate reservation and assured me she would cancel the duplicate booking. She also recommended that I contact GetYourGuide to verify I would not be double charged. GetYourGuide confirmed that my reservation had always been for only one person and that I had only been charged once. Despite this, approximately two hours before my scheduled departure, I received a call informing me that my tour was being canceled because there were not enough passengers. I even offered to purchase a second seat so the tour could proceed, but that offer was declined. What is most frustrating is not simply that the tour was canceled, but that this issue could have been communicated much earlier. If the company knew they were unlikely to meet their minimum passenger requirement, there was no reason to wait until two hours before departure. By that point, I had already arranged transportation, incurred cancellation fees on my ride, and lost the opportunity to book another snorkeling excursion during my vacation. Yes, I was refunded, but a refund is the bare minimum when a company cancels a service for reasons entirely within its control. The last-minute cancellation created unnecessary inconvenience and wasted valuable vacation time. If you're booking with Hawaii Nautical, especially as a solo traveler, be aware that your reservation may be canceled at the last minute if they don't have enough passengers. I would have appreciated more transparency and significantly more notice.

    Spencer and Sam made our engagement absolutely unforgettable. What I didn't realize at the time was…read morethat they had been secretly coordinating with my now fiancé to create such a magical, perfectly planned experience. Every detail felt so thoughtful and special. They not only guided us to the most beautiful spots, but also took amazing photos and made sure we fully enjoyed every moment. Their energy, professionalism, and genuine excitement for us made the whole experience even better. If you're in Maui, I cannot recommend booking with them enough. And if you can request a captain; definitely ask for Spencer and Sam. They're the best.

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    Maui Magic Snorkel - BRAND -NEW Maui Magic

    Maui Magic Snorkel

    4.8(270 reviews)
    0.1 mi

    1. I had previously went snorkeling on the big island company and had a very poor experience. I was…read moreterrified of open water but the staff on Maui magic were very flotation device friendly. They were more concerned about my overall experience, not shaming me for my fear but rather making sure I enjoyed myself by being as accommodating as possible. And it wasn't just one person, it was all of them. Making this an extremely special and cathartic experience. 2. The food. Ok, I mean the eggs, muffins and croissants were awesome but can we talk about the tacos!!! Bro! The pork tacos were incredible. The mahi mahi tacos were also very good. The pineapple salsa was a must have! And this was all before I had 2 mai Tais... so this isn't my taste buds under the influence. 3. The charter itself was wonderful. The boat was comfortable, there was plenty of space. We went to 2 different spots and were given plenty of time to explore. The music was on point, a little Fleetwood Mac, Green Day, etc. it was eclectic alt chill. Legit they could make their own Spotify playlist, 4. It's not the cheapest, or the most expensive. But I don't know how it gets better than this and I think it was 100% worth the money. So a huge thank you to the crew of Maui magic. Maybe saying it was a magical experience seems kind of cheesy but go head and call me a big ole cheese ball, because I'm here for it!

    Amazing snorkel trip with the family. The captain and crew were great. Really accommodating and…read moremade sure everyone had a safe, good time. Started off with a light breakfast and saw some dolphins on the way for our first stop in Molokini. Lunch was far better than expected which I had the grilled fish tacos and was probably better than I've had at one of the restaurants we've eaten at in Wailea. The slide was fun and grandson had a blast. Saw some turtles on the way back as the captain stopped so we could all check out. Only thing I thought probably shouldn't do is charge $10 for a wet suit top. It's not the amount but if they fell they need to charge, raise adult price up $5 bucks to cover since seems would be better to include as part of the total cost. I would highly recommend since we have done snorkel trips on other boats and this is was by far the best.

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    Quicksilver Charters

    Quicksilver Charters

    4.2(429 reviews)
    0.2 mi

    We booked a Quicksilver Whaling tour for $49.00 a person using the Get your Guide App…read more Checked in on the day of. The quicksilver employee that was taking roll call was very friendly. After checking in with him, he guided us to go to for gate boarding. Walked to the gate and was greeted by another quicksilver employee for boarding. In the process of boarding we took a group picture. Entered the boat and took our seats in front of the boat. Not to long, we were on our way out to sea. It was always my bucket list to see whales. It did not dissapoint, I was seeing whales left, right and back. Our captain was friendly and gave facts about the whales. He did not make the 2hr tour boring. Aside from whale watching, the employees were asking us if we wanted drinks. So we ordered a few adult beverages to keep us warm and enthusiastic on seeing whales. Overall, the best $49 spent. Whales are beautiful creatures. This was an eye opener for me. Educational experience. I would definitely do this again if given an opportunity. Keep in mind, when you take a whale tour you may not be as close to the whales. Some were .2 to .5 miles away. The whales drift and fast to move. Dont expect a free willy experience. Lol Still awesome to see island and its beauties. I highly recommend Kudos to the entire Quicksilver staff! Friendly and professional.

    Our family of four participated in a dinner cruise. We enjoyed the views and the meal. Wait staff…read morewas attentive and the musician was very talented.

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    Calypso Charters - snorkeling - Updated October 2026

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