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    Gemini Sailing Charters

    4.7 (510 reviews)
    Open 7:00 am - 6:00 pm
    Updated 3 months ago

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    Services - Gemini Sailing Charters

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    Sunset dinner cruise. Sunset and weather were perfect.

    Rich and Russel were great entertainment and very friendly and informative. Ship was awesome. Weather was awesome. Food was on point. Liquor was never ending. Highly recommend. Would book again.

    Whale/snorkel tour
    Natalie C.

    This was our second time aboard the Gemini and there is a reason we went back. The boat itself is very clean and maintained. The staff is very knowledgeable and all help each other creating good vibes. Meredith deserves a gold star for her patience and helpfulness. It was a busy day on the boat and she was doing the damn thing. Rich did a great job remembering everyone's drinks and story, love the attention to detail. And Captain Brad & Drew made sure we all made it too and from safe. Thank you for all you do! We will be back.

    Our whale tales person
    Leslie T.

    Just a few fun videos and great memories ! We went on Match 1st and enjoyed everything! All girls crew with captain Linda.

    Amazing perfect day on the water with Gemini. We got mugged Saw a competing pod. Saw led flaps, tails, sideways breeches. Rich and the crew was amazing - fantastic info, great treats, wonderful hospitality. Well worth the cost and then some.

    Scott J.

    Best sailing charter in Maui. Friendly staff, attention to personal needs. Would highly recommend the Gemini. Very professional. They treat everyone like you're their best friend!

    Gemini Sailing Charter

    Linda, Rich, and Russell were awesome. We saw the first Humpback whale of the season. The sunset was beautiful.

    This was very close

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    1 month ago

    Had a great time from the beginning until the end. The whole crew was amazing and kind, best time of my life.

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    1 year ago

    Fantastic crew! Beautiful catamaran! Honolua bay was a perfect snorkeling spot and the lunch was delicious. Highly recommend!

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    Page 1 of 13

    Gemini Sailing Charters Reviews in Other Languages

    Ask the Community - Gemini Sailing Charters

    What do you serve for sunset dinner cruise?

    Aloha KimBerly and mahalo for reaching out! Yes, we do! Please visit us at GeminiSailing.com for details and to book your tour. For reaching out, please use promo code KM2024 save 20% on your tour. Hope to see you aboard soon!

    Is there a bathroom on the boat?

    Aloha Sherry and mahalo for reaching out. Yes! We have both women's and men's heads (bathrooms) on board. Please visit us at GeminiSailing.com for more details on the accommodations of the boat. Hope to see you aboard!

    My girlfriend and I have pretty bad motion sickness on boats. Is this dinner suited for people that have motion sickness?

    Really depends on the conditions on the sea. My wife is prettt sensitive as well but she was fine he whole trip

    Don’t See Your Question? Ask Away!

    Review Highlights - Gemini Sailing Charters

    We spent the afternoon snorkeling at Honolua Bay and saw beautiful fish, sea turtles and bright colored coral.

    Mentioned in 31 reviews

    Read more highlights

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    THE BEST THING WE DID ON MAUI!!!…read more We did the Ma'alaea Sunset Cruise with Captain Zach, Catherine, and Becca. The crew was so kind and so attentive. And the food was GREAT! We did the appetizer cruise and it was definitely enough food to be full. The drinks were great and the crew made sure our cups were never empty. The sunset was absolutely beautiful. We would absolutely do it again. They even have a photographer, so we ended up buying a picture from them (although $40 seems a little overpriced for one photo). If you are looking for a romantic (or just fun thing to do) on Maui, you have to check this out!

    My wife and I booked the voyage as our 22 year anniversary and it did not disappoint…read more The entire tour (Lahaina to Lanai) was spectacular. Captain Riley explained much of what the islands in the past (before Captain Cook) and to today. The boat (Trilogy VI) was brand new and beautiful. When we arrived on Lana'i we went to a beautiful white sand beach with great snorkeling, and a hike to see some amazing views. The food...! It almost never stopped with breakfast, a big and delicious lunch. Got back on the boat and saw dolphins, flying fish, and other tropical sea life. The crew were amazing from start to finish. Friendly, helpful, and great crew members. The photographer was friendly and knowledgeable about the best shots. They provide the photos electronically via a very reasonable $85 (nice as a keep sake of the photos of the two of us that the photographer placed us in.) Cannot recommend Trilogy enough. They've been around since 1973 and really have it figured out. Our 18 year old son loved it too. It's great for any age.

    Blue Maui - Whale watching in west Maui. Tail of a whale!

    Blue Maui

    (81 reviews)

    Killer whale watching tour. Smaller but spacious boat than the competition, Kevin and his staff…read moreare very knowledgeable and kept it super entertaining. We got very up close and we're able to really experience these amazing creatures. Got more video that's way better with breaches but I feel like we were very fortunate to see what we did. Make sure you tip your staff w/ cash, they work hard! Also a Let us get away and swim in the deep! Away from the whales of course.

    Thank goodness one of my coworkers told me about her whale watching tour that she bought through…read moregroupon! I bought a 2 hour whale watching tour for 2 people for only $60!!! Let me tell you, this was THE BEST $60 I've spent in my life! I can't stop talking about it & sharing the pictures & videos of my experience. Park at the Whaler's village parking lot & make your way to the beach fronting Leilani's restaurant. There you will see blue umbrellas with Blue Maui's logo. Make sure to check in 15 mins before your trip & go to the bathroom before you get on the boat! From the beach you'll get into a small boat which will take you to the medium sized boat. I forced my boyfriend to sit at the front of the boat because I wanted to get the full experience! Let's just say we went out really, really far... For the first 30 mins we say only a few whales from far away, but then things changed! We saw a few boats that were just chilling & decided to join them. The whales were popping up & checking out the other boats. I screamed with excitement so many times. I literally love whales! The whales made their way towards us & I almost died because they were so close. We even got splashed by them with their tail! Make sure you take your GoPro because you're able to stick it in the water! We got amazing videos! The whales were so close & you could even hear them! I'm telling everyone about Blue Maui & how it was such a lifetime experience. Thank you to our guides who did such a great job finding the whales & giving us lots of info. Make sure you wear lots of sunscreen cause we got super burnt! We had a whale of a time & will hopefully island hop back next year to see the whales!

    Zephyr Maui

    Zephyr Maui

    (103 reviews)

    Snorkeling with electric sea scooters is the BEST! Our guide, "Octopus Joe", is extremely…read moreexperienced: he knows the area well and we saw and swam with 2 turtles. As promised, he found an octopus and put on a show with it (humanely, of course). We saw tons of tropical fish too. The scooters themselves are an absolute blast. They're the most fun thing I've ever done in the water. This is our second time doing an e-scooter tour and we highly recommend this place. We had plenty of time to scoot around on our own in pairs, too.

    If you only do one thing on the ocean in Maui, do the Zephyr kayak + snorkeling "whale watch"…read moretour!! We've been to other snorkeling in Maui, and this was the BEST experience ever. We were swimming with SO. MANY. TURTLES. (Apparently if you go in the winter season, you'd see a lot of whales!)! I know there are other "turtle town spots around the island, and we've been to a "turtle town". But the sheer amount of turtles you will see here is unparalleled. Our guides Derek and Robbie were awesome: 1. They took so many photos of us - diving under waters to capture the turtles and us, took 200+ photos and 40 videos and was constantly in the water looking out for turtles. 2. They are also such great swimmers and made me feel at ease given that I'm fairly new to snorkeling. At some point I lost one of my fins and started panicking, but Derek swiftly recovered the lost fin! We also capsized at some point, but with Robbie's calm instructions, we quickly made it back to the kayak. Whew! 3. We also heard several interesting stories and facts about the history of the islands around. Overall, this is absolutely a can-not-miss tour in Maui and we can't wait to be back for the whale season!

    Sea Maui - Memorable sunsets

    Sea Maui

    (1.1k reviews)

    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 !!

    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!

    Gemini Sailing Charters - boating - Updated July 2026

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