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    Gemini Sailing Charters

    4.7 (509 reviews)
    Closed • 7:00 am - 6:00 pm

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    Response time

    4 days

    Response rate

    100%

    Gemini Sailing Charters Photos

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    Recommended Reviews - 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
    Neel G.

    Best whale watching so far. Crew was amazing. Decent food and cocktails. Meredith was an excellent guide.

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    4 months 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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    Trilogy Excursions - Professional pictures taken

    Trilogy Excursions

    (2.4k reviews)

    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.

    Makai Adventures - Baby breeching

    Makai Adventures

    (380 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.

    Maui Ocean Adventures - Beginning the day with a rainbow!

    Maui Ocean Adventures

    (42 reviews)

    We had such an amazing experience with Maui Ocean Adventures from start to finish. We went this…read morepast week, and Captain Shannon and Alison were absolutely fantastic guides. Not only did we see 5+ whales, but we were also thrilled to spot a pod of 12+ dolphins--such an unforgettable surprise! Shannon and Alison made the trip extra special with their fun personalities, deep knowledge, and genuine passion for marine life. It was clear they truly care about the ocean and treat the animals with the utmost respect, which made the experience even more meaningful. I would highly recommend Maui Ocean Adventures to anyone looking for a memorable and responsible whale watching experience. Plus, it's a wonderful bonus to support a woman-owned business

    Maui Ocean Adventure - Solid from Bow to Stern…read more Maui Ocean Adventure came through big time. Captain James and First Hand Mindy ran that boat like true ocean pros steady hands, sharp eyes, knowing the water like family. Soon as we cleared the harbor, whales everywhere. Huge humpbacks breaching, tail-slaps rolling across the channel, blowholes firing like steam bursts. And the scenery? Unbeatable. Beautiful, scenic rainbows stretching over the ocean, mountains shining behind us, whole place looking like it was made just for that moment. We cruised through the swells like an old-school whaling crew, everyone along the gunwale waiting for the next giant to rise. Mindy calling out, "Port bow!" and boom another massive tail popping up to say aloha. For the price, the views, the whole vibe worth every cent. Met some good bradas and sistahs on board too, all sharing one awesome day. If you want a real-deal ocean adventure, this is the one. Mahalo

    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!

    Gemini Sailing Charters - boating - Updated October 2026

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