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    Calypso Charters

    4.5 (397 reviews)
    Closed 6:00 am - 8:00 pm
    Updated 2 months ago

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    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.

    It was a big boat with at least 3 levels, lots of opportunities to take beautiful photos. It was windy so we all sat inside to eat. We met some cool people at our shared table. The staff were very friendly and super accommodating. The food was okay, nothing to write home about but not disappointing. Overall the price was well worth the boat ride and meal. We loved that there was space to roam around different parts of the boat and enjoy all the beautiful views. We would definitely book again!

    This was the best experience! The captain, crew, divers were so incredible. You can snorkel with anyone, but this crew is the absolute best!! Highly recommend!

    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!

    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!

    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

    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.

    Great dinner cruise. The food was great. But the free whales watching was Awesome!!!!! The whales was incredibly close to the boat. Scale of 1 to 10, it was a 15+. Very happy.

    Molokini crater, snorkel spot!
    Brenda A.

    Awesome trip, lots of whales on the way to Molokini and back! Captain and crew were great!

    Boat
    Christie R.

    Parking looked worse than it was, but still probably get there early. Make sure you pay for a little extra time just in case - better to have the peace of mind. You will end up just hanging out in the parking lot for a little while so bring someone you like to spend time with. Once you begin to board you will meet the crew and every. single. crewmate. was AWESOME. Shoutout to Jeff, Andy, and Darius. You will be fed and it will be like the lunch your mom packed you when you were 10 and you will eat it and enjoy it because it's lunch on a boat in paradise. $10 to rent a wetsuit was very fair and saved our butts (that water was coooolldd in early April). Got to see a plethora of turts (that's turtles for you npc's) and other cool sea items like eels, coral and fishies. The allstar crew made this the awesome experience it was, you could be on a boat in Hawaii anywhere, but not with Andy, Jeff, and Darius!

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    1 year ago

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    2 years ago

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    3 years ago

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    9 months ago

    Fun trip, great crew. Helpful with Littles had plenty of food for both breakfast and lunch.

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    9 months ago

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    10 months ago

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    9 months ago

    Don't waste your $300 on this dinner/cruise. The staff was friendly, but the food was terrible and the actual cruise was disappointing.

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    10 months ago

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    3 years ago

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    2 years ago

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    2 years ago

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    2 years ago

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    3 years ago

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    1 year ago

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    2 years ago

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    1 year ago

    Family had a great day. Two adults with 2 boys 3 and 4. Also their cousins 12 and 14. All had an amazing time.

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    3 years ago

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    4 years ago

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    2 years ago

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    2 years ago

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    1 year ago

    Great crew. Very accommodating and friendly. Saw many different fish, as well as sea turtles and whales.

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    2 years ago

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    4 years ago

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    9 months ago

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    1 year ago

    Amazing staff! We were so spoiled. Food was great and staff were so knowledgeable! I highly recommend this tour.

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    1 year ago

    This was a great sunset dinner cruise with great food and whale sightings! I definitely recommend!!

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    Mahalo for joining us and recommending Calypso dinner cruise!

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    3 years ago

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    2 years ago

    Great boat, good equipment, friendly staff. Snorkeling was awesome. Highly recommend!

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    Page 3 of 10

    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 68 reviews

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    Four Winds Molokini Maui Snorkel Tour - Molokini Crater

    Four Winds Molokini Maui Snorkel Tour

    4.6(801 reviews)
    0.0 mi
    Locally owned & operated
    Kid friendly

    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.

    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

    Photos
    Four Winds Molokini Maui Snorkel Tour - Snuba, no experience necessary.  Allows you to float at any level using air just like the pros who dive.  Lots of fun, be sure to try it!

    Snuba, no experience necessary. Allows you to float at any level using air just like the pros who dive. Lots of fun, be sure to try it!

    Four Winds Molokini Maui Snorkel Tour
    Four Winds Molokini Maui Snorkel Tour

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    Sea Maui - Memorable sunsets

    Sea Maui

    4.9(1.1k reviews)
    15.0 mi

    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!

    What a wonderful experience we had today 19 January 2026. We booked the 0830 tour and were so…read morepleased with the crew. The Irish gentleman who pre-briefed us before leaving for the tour had a great sense of humor and set the tone for our excursion. Once aboard, the Captain and his crew were polite, cordial, fun loving and efficient. The food was great and the crew busied theirselves insuring everyone was comfortable, had drinks and the proper snorkeling gear. We saw many, many whales and at least 12 displays of whales big and small leaping out of the water. The hour long snorkeling provided the passengers with a myriad of tropical fish and sea turtles. We even had one try to climb the ladder into the boat. The fees for the excursion were fair and we definitely got our moneys worth for all we saw and participated in. I highly recommend The Sea Maui if you are looking for a great experience for you and your family or tour group.

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    Sea Maui - Mai tai time

    Mai tai time

    Sea Maui - Whale tail

    Whale tail

    Sea Maui - Perfect moment with my teenage son!

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    Perfect moment with my teenage son!

    Maui Reef Adventures - Hello!

    Maui Reef Adventures

    4.9(285 reviews)
    0.0 mi

    A snorkeling trip to Molokini Atoll with a side trip to swim with the green sea turtles right off…read morethe beach from the homes of Tiger Woods, Michael Jordan, and a house once owned by David Bowie, was a must for our family Christmas Vacation on Maui. We selected this company due to their excellent reviews, and we're sure glad we did! Captain Ryan and deckhands Jade and Chloe were friendly, funny, knowledgeable and accommodating. And even though the tour was for snorkeling only, Ryan decided to throw in some dolphins and whale watching we hadn't expected! Lunch and snacks were very good, too. The 60' Rigid Hull Inflatable Boat (RHIB) was maneuverable, comfortable, and with FOUR 350 HP Yamaha outboards (that's 1,400 HP), VERY fast! Just an outstanding day for the whole family. First rate all the way!

    We booked a whale watching activity at 1pm. There was probable about 10 people in the boat (small…read moregroup, which I like better). The captain and naturalist were nice, friendly and knowledgeable. We saw a lot of whales, sea turte, and we also heard the whales sing! The captain has a hyrophone and that's when we heard the whales sing. Towards the end of our tour, I heard the whale sounds with just my ear and without the hydrophone. It was a really cool and memorable experience. I highly recommend Maui Reef Adventure.

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    Maui Reef Adventures - Whale splashing

    Whale splashing

    Maui Reef Adventures - Beautiful and close to our boat. This company respected the ocean and its guests

    Beautiful and close to our boat. This company respected the ocean and its guests

    Maui Reef Adventures - Near Molokini Crater

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    Near Molokini Crater

    Maui Magic Snorkel - BRAND -NEW Maui Magic

    Maui Magic Snorkel

    4.8(267 reviews)
    0.1 mi

    Such a memorable experience!! We snorkeled mid December and it was still great weather with amazing…read moreviews. We saw plenty of fish at the reef near the bird sanctuary. Plenty many swimming around us, we even saw a baby shark and a stingray! They provide snorkeling gear, floaties, boogie boards, and a water slide for those interested. The service was amazing and super helpful. They're always checking up on you and making sure all is well. They provide drinks (alcohol for 21 and above) light breakfast, and delicious lunch. They do rent weather swim jackets for $10 incase the water is cold. We got them but there was no need.

    We had a great time going snorkling with Maui Magic. We were welcomed with breakfast. The crew was…read moresuper helpful, and they have great instructions, while also explaining things about Hawaii's history, culture and the different islands. We went to Molokini first. When we went into the water, the first thing we saw was a baby blacktip reef shark, so we were super excited. We stayed in that location for about an hour and saw many tropical fish in the reef. We then went to Oneuli, where we saw a green seaturtle and plenty more fish. They served a great lunch on the boat (fish and BBQ pork tacos) and had a cocktail. We then went back to the harbor. Check-in was at 630am and we were back around noon. These snorkel trips are expensive but the one with Maui Magic is around the same price points as other good providers (~$225 per person). I would highly recommend Maui Magic!

    Photos
    Maui Magic Snorkel
    Maui Magic Snorkel
    Maui Magic Snorkel

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    Quicksilver Charters

    Quicksilver Charters

    4.2(424 reviews)
    0.2 mi

    Aloha Don't miss this fabulous opportunity for this…read morefantastic trip If you come to Maui during whale season please don't miss it take the ride It's worth every penny If you get sea sick please take the meds. I only seen one person feel a little bit sick but it's not bad at all Aloha y to the max. Da Kine Best

    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.

    Photos
    Quicksilver Charters
    Quicksilver Charters
    Quicksilver Charters

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    Calypso Charters - snorkeling - Updated May 2026

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