Sunset Whale Watch

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Sunset Whale Watch

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Maui, Hawaii
Unlock the Magic of Maui Whale Watching with These Essential Tips
Maui, Hawaii
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Maui, Hawaii
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Tour Overview

Offered January 5 – March 25, 2026

Whales and sunsets — a Maui must-do. From January through March, the Maui Diamond transforms from a dive boat into your front-row seat for one of the ocean’s greatest shows. Join us for an intimate Maui sunset whale watch, where humpback whales breach and play against the golden backdrop of a Hawaiian sunset.

Enjoy a Whale Watch without the Crowds

Unlike larger tour boats, we keep our whale watch trips to just 20 guests maximum — even though our 46-foot boat is rated for 49 passengers. That means more space to move around, unobstructed views, and a relaxed, personal experience.

What to Expect

  • 2 to 2.5 hours on the water
  • Departing from Slip 23 at Maʻalaea Harbor
  • Comfortable shaded and sunny seating areas
  • Knowledgeable (and funny!) captains and crew sharing whale facts and ocean stories
  • Light refreshments — just enough to sip while you watch the show (no alcohol served)

We usually return to the harbor just after sunset, making this the perfect way to wrap up your Maui day.

Why Choose a Sunset Whale Watch?

Humpback whales migrate to Maui each winter, and there’s no better time to see them than in the golden glow of late afternoon. The ocean softens, the light turns magical, and the whales often seem just as playful as the setting sun. It’s a uniquely Maui experience — part wildlife adventure, part sunset cruise, and all unforgettable.

Book Your Sunset Whale Watch Today

Spots are limited, and our small-group approach means these trips often sell out. Reserve your Maui sunset whale watch now and make it the highlight of your trip.

Timing

Check in is at 4:30 daily, Slip 23, Maalaea Harbor – limited spots available – make your reservation now.

Pricing

US$119 Passenger Age 10 and up – Not entering the water.

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808-879-9119

Call to book or message us for more info.

Maui Diamond Sea Sports
4.9
Based on 333 reviews
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Robert “3motos” Danley
20:18 25 Oct 25
I made my first boat dive with Maui Diamond 15 years ago as a freshly certified open water diver. I have dived with them dozens of times since. Great crew of knowledgeable friendly experienced dive masters and one of the best dive boats you will find anywhere. The Maui Diamond is a fast spacious dive boat. First class operation in all respects and that's why I keep returning.
Van Freidin
01:44 25 Oct 25
Crew was safe fun helpful. Highly recommend these guys.
Chad McFadden
22:42 24 Oct 25
Maui Diamond was first rate from start to finish!! Captain Luke was amazing at how he operated the vessel! So safe! We had Dave as our dive master. He was SPECTACULAR! He not only found us so many cool things but also took incredible pictures! He was so knowledgeable and helpful! It doesn’t get any better than this!
Maysie Tam
07:34 23 Oct 25
We live on Maui. We always dive with Maui Diamond because they’re no ka oi, the best.

Capt. Don delights us with his safety protocols that make us laugh but remember. He pilots through rough chop with smooth ease of experience over 25 years.

The crew is our diving masters. They set up and down our dive gear even wash it. DMs inform us above the sea and guide us below, plus serve snacks and drinks.

Maui Diamond is truly a diamond of “first water”, best quality.
Linda Tesar-Amimoto
17:06 22 Oct 25
As a resident of Maui, I can most assuredly tell you that this is the most comfortable dive boat available. The staff is wonderful and I love dive Master. Kim.
Sparsh Agarwal
08:57 20 Oct 25
When choosing a dive shop, I look for competence, safety, and hope to get a crew that is fun and warm. Maui Diamond exceeded my expectations in all respects.

Beth was super friendly and accommodative, helped me get a last minute seat on the boat. I called her so many times to check for a spot and I was grateful for her patience and warmth on the phone. On board, she was genuinely excited to have me dive and this made me feel really welcome and was a great start to the trip.

Crew was great and professional. Took procedures and briefings seriously and ensured everyone understood safety measures in place. I felt safe diving with them. The equipment was in great shape.

The dive itself was great. Lanai Cathedrals is an underwater lava tube - so lots of caves to go through. Can be a bit intimidating if you’re a brand new diver with poor buoyancy control. We saw a huge school of dolphins chase our boat which was super fun and set the tone for our second dive.

It’s a long boat ride (90+ mins each way) so something to watch out for if you get sea sick. Also group sizes tend to be large (we had 21 on our boat, 7 per dive master). But Maui only has a couple of boat diving options left after the fires - so this is standard unless you’re going to charter a boat.
Chad Bailey
16:20 15 Oct 25
Hands down a very professional and customer friendly team! They made the experience extremely convenient, from having dry bins for our personal items, spreading us out to get our gear on which made it a breeze, taking and sharing photos, and even rinsing us off with warm water. Highly recommend!
Jon Port
02:35 14 Oct 25
Amazing dive boat, great crew and we were able to dive back wall of Molokini 5 star day !!!
rbtobeck
04:41 10 Oct 25
Superb diving company. Lanai trip was amazing! Captain Ben was great, Nick, Beth, Brian, and David were all great! They all remembered everyone on the boats names which was impressive to me. Would dive with them again no questions asked
Chris Vaughn
06:13 09 Oct 25
Our Lanai dive was incredible! The most professional and enjoyable crew we've dived with. They really make sure you don't have to worry about anything outside of diving and having fun. I'm sure there are other great crews around Maui, but it was such an awesome experience, I couldn't imagine diving with anyone else.
Stephanie Russell
04:20 09 Oct 25
Fantastic diving with Maui Diamond today! Beautiful day and fantastic conditions off Lanai… Cathedrals 1 and Nob Hill were awesome! Our guide Nick was the best and Beth with the on deck service killed it! We will be back (very soon) for more! Mahalo Maui Diamond! 🤙
Laura Pedersen
17:28 07 Oct 25
Nick was rad, very knowledgeable and we all had a great safe dive both in Molokini and Makena Bay. I loved that he was able to coordinate when other divers were low on air they could safely return to the boat and the rest of us could stay down longer, such a luxury when this is potentially a once in a lifetime trip for many. Also great on boat service to a wide range of divers/snorkelers which made it fun for all!
Keith Youngblood
14:51 07 Oct 25
Booked a 2 tank dive, Beth was very accommodating with rescheduling due to low numbers. The entire crew was awesome! Ernie was our guide and showed us cool spots and got us into all the fish, sharks and even saw an octopus cruising around.
Michael M
01:21 07 Oct 25
Dove with these guys in March of 2024. Didn’t think to review the experience as I was a new diver at the time. Now with 70+ dives in five different countries (French Polynesia, Maldives, Fiji, Mexico, HI/FL) I feel obligated to share my experience.

This place was hands down the worst dive outfit I’ve ever dove with. Assembly line packed boat of ~30 divers pre-departure took an hour to checkin and verify docs. Plus 30 min safety brief full of pervy dad jokes to even get on the boat. Dives were with people of all mixed experience levels and typically eight divers to one guide. Our guide was too busy chasing other divers. Pretty much dove by myself the whole time and kept loose track of the group. People floating to the surface, dive guide legit disappeared several times. I wish I would have just rented gear and shore dove somewhere else on the island for notably less. Was somewhere $125-140/tank which I more than I pay for long range dives on other Hawaiian islands. Would not dive with them again. Just skip and go snorkel somewhere. I promise you’ll have a nicer time.
Randy Frank
02:56 04 Oct 25
Maui Diamond ranks as my #1 dive charter on Maui. Professional service all around from front office to dive staff, all great dm's (DM Dave is awesome), and safety focused without treating every diver like a new diver. Dives were 60 minutes or longer, there was room to explore without having to be right next to each other, dives were never rushed, lots of snacks and drinks. The boat is comfortable, clean, and roomy. Whether you are a beginner, intermediate, or experienced diver you will enjoy great service and diving with Maui Diamond. Fyi, they don't have a storefront but respond promptly to calls and emails.
Jessica Almgren-Bell
00:44 04 Oct 25
I can’t recommend Maui Diamond highly enough! From start to finish, the experience was outstanding. The staff were knowledgeable and friendly, and Joe (our divemaster) took the time to get to know us, answer our questions, and ensure that both dives felt special. The team was also incredibly communicative and helpful while planning, responding to all of our questions with patience and care.

If you’re considering diving in Maui, do yourself a favor and book with Maui Diamond. They were excellent, and the dives were awesome - we saw lobster, octopus, sharks, and more!
Nada Aiouche
02:28 29 Aug 25
Great team! Everyone is happy, passionate and chill! They set up all the equipment for you, as they really want you to feel like you’re in holidays and enjoy your time! Enjoyed my dives with them and special credit to Michelle 🤙🏻
Irene Engels
17:52 28 Aug 25
My husband and I had the best time diving 6 days with the Maui Diamond team during our vacation!

Big shoutout to our DMs Kim, Ernie, Dave, and Nick who were absolutely wonderful and so much fun to dive with.
The entire crew + captains were so kind and accommodating.

We will definitely be back!
Basem Samuel
17:08 27 Aug 25
The entire crew were amazing. Professional yet friendly and funny. Would definitely recommend them to anyone looking for a great scuba experience.
Matt Greve
19:56 26 Aug 25
Great dive experience. The team did a fantastic job going over all of safety protocols, the dive plans, and dive instructions. They were very thorough and made it a great experience.
Randy Gimple
05:45 25 Aug 25
I’ve dived twice (so far) with Maui Diamond on their trips to Lanai. The entire crew was awesome. This is an extremely professional operation with captains and guides (like David, Dave, Nick, Beth and so many others) who are passionate about diving and devoted to assuring their guests have every opportunity to share that passion. Plus, the boat we had was perfectly designed. Plenty of space for divers, ample dry storage and really good banana bread and sandwiches. I’ve dived with dozens of companies and rank Maui Diamond among the best.
Justin Murphy
18:47 21 Aug 25
David, Dave, Ben, Kim and Don were wonderful. Best crew I have ever gone out with. Highly recommend you booking!!
JM & Eric Llorey
15:27 19 Aug 25
Maui Diamond is a fantastic boat and crew. They made my dive to Molokini Crater a great experience! Took care of all the little things so I could focus on enjoying the wonderful location. Mahalo!
Barbara Brignone
16:37 16 Aug 25
Very kind and super professional crew. Very organized. Wonderful experience. We did Molikini Crater and a second dive. Highly recommended!!!
J Hw
00:36 10 Aug 25
A good scuba tour company with nice and competent staff. I have done two trips with them, one to Lanai and the second to Molokini. Both trips went very well despite of the weather.
Stanley Johnsen
20:45 09 Aug 25
Thanks people for showing Cathedrals last Wednesday. Great dives and wonderful hosts!
Christina Reidy
23:53 08 Aug 25
Absolutely unforgettable 2-tank dive at Molokini Crater! We brought our three boys (18, 16, and 13), all newly certified divers who had just earned their certifications a few weeks before our Maui trip. From the moment we stepped aboard, the crew’s energy, experience and warmth set the tone for the day.

Our dive master, Ernie, was nothing short of exceptional—patient, calm, and incredibly knowledgeable. He guided our boys through every step, making them feel confident and comfortable in the water. The moment we descended, we were surrounded by crystal-clear blue, schools of colorful reef fish, and coral gardens that looked like something out of an aquarium .

Between dives, the captain and crew kept the atmosphere light and fun, sharing tips, stories, and a genuine passion for the ocean. Watching our kids surface grinning ear-to-ear after their very first ocean dives is a memory we’ll treasure forever.

Five stars aren’t enough—this team made our first family dive in Maui truly magical. We hope to be back again soon!
carolyn hieken
04:54 07 Aug 25
The Maui Diamond Team really makes this a special experience and because of them, this is the second time we have dove with Maui Diamond on our trips to Maui. The first time we dove with Maui Diamond our sons did discovery dives and they were hooked due to the enthusiasm of our captain and dive masters. We returned this year to find the same level of excellence. The knowledge of all the staff and love for what they do shines. The upbeat engaging instructions and introductions from Captain Don to the briefings and care of all of the dive masters. Today we did a two tank dive to Cathedrals of Lani. It is so worth it. The boat is sizable and room to spread out for the crossing. Other amenities on the Maui Diamond are excellent- gear, very comfortable ladders good for rough seas, lots of snacks and drinks (they joked they had a Costco aisle on the boat, they were right) and a clean, and for a marine head, a spacious bathroom. The crew also provided lunch since this was a 6 hour day. The dive masters before, during and after made sure we had everything we needed for a comfortable, but most importantly a safe dive. Our Divemaster Nick was very patient on the first dive as we got acclimated. He found amazing creatures such as the largest species of Eel in the world and guided us through thousands of other species and corals. The Cathedrals dive is especially interesting because it has unique cavern like structures and lots of swim through that refract the light into many colors. The captain and dive masters all helped each other and engaged with all the divers for fun conversation, very grateful to Don, Nick, Beth, Dave and Ernie. Dave also is an avid underwater photographer and shared some great shots with all of us. We are very grateful. We have dove others in Maui and all over the world. They are the best in the business. I would recommend booking multiple days of diving with them if you are planning more than one day of diving while in Maui. I also would recommend them for snorkel and combined Scuba as well as discovery dives (those trying it out before being certified). Truly appreciate the amazing day!
Melisa Restrepo
22:51 04 Aug 25
We had an amazing and unforgettable dive!! Every crew member was friendly, organized and knowledgeable. We felt safe and had so much fun! Shout out to Bryan, our dive guide!! Thanks so much and hope to dive again with you in the future.
Wendy Hales
22:25 01 Aug 25
My wife and 2 kids, 13 and 15, just got back from Maui, we went with the Maui Diamond, and it was excellent! We did 2 tank dives at the Lanai Cathedral 2 and Menpachi. Both dives were amazing! Brian was our dive master and he took very good care of us! The captain and the entire boat crew were amazing!! Highly recommend this company!! :) Loved the warm shower as we got out of the water.
Sebastian Beckett
23:33 29 Jul 25
Nick is the man and I’m so glad he led our group. Maui Diamond is top notch!
Erik Lisitza
23:15 29 Jul 25
The Maui Diamond team was outstanding!!! From Capt Ben to Newbie Nate and everyone else (both Dave’s), they do an amazing job. Professional, courteous and accommodating.

Special shout out to Kim for the excellent bottom time and eagle sharp eyes for critters.

I will be booking them again!!
Carla Pister
04:51 29 Jul 25
Dove molokini crater today with this crew and they were amazing. Kim was the dive master for myself and my son and she took extra care of me since it was my first dive and I was especially nervous about ascending safely…she took the time to do it with me one on one and let me go without her on the second ascent. Amazing first diving experience with my 18 year old son😎
Phez Phez
23:08 25 Jul 25
We went on the Molokini Crater and Cathedrals dives and both were excellent. The visibility in Molokini was incredible with so much to see and the Cathedrals were majestic, we made fantastic memories to treasure. The staff are what really made it, Brian was our guide on day one and Ernie on day two. Both my children are newly qualified divers and we felt in such safe hands with both guides, their experience shone through. Beth and Dave are also worth a special mention as such friendly and helpful staff. The boat was really well equipped with the latest diving gear and plenty of drinks and snacks. Such a wonderful experience on both days, would recommend to anyone.
Rafael J Munoz
00:59 17 Jul 25
Booked my scuba dive trip with Maui Diamond Sea Sport, was the best choice I made for my scuba trip to the Molikinu Crate in Maui, The trip was amazing, the boat is big, with drinks and snacks, the have everything planned and organize for you, you just show up, and scuba. The crew go above and beyond for you, so you can enjoy your dive to the max. I recommend this scuba center and give Maui Diamond Sea sport a 1000 stars
Alex Mihlstin
02:14 15 Jul 25
Second year in a row of incredible diving with a great company. Friendly and professional staff. Comfortable layout. All of the gear we needed was provided. Great stock of snacks and drinks aboard this boat! Amazing memories were made!

Don was our guide this time and he was great! His briefings were professional and he was a great leader through both dives. Dave went around from group to group underwater and took photos of us in action. This was truly the highlight of our trip. It allowed us to focus on the diving without managing a camera.

We highly recommend Maui Diamond to anyone and everyone!
Nemanja Jovanovic
04:18 30 Jun 25
Spacious boat, great crew, all well organized, Nitrox is available.
Maui Diamond Sea Sports saved my trip to Maui.
Came to dive with different company that cancelled dives and was lucky enough to get spot on Maui Diamond, not once but on two different days.
Crew was very professional, put emphasis on safety, boat was stable, food was tasty, and as they advertise, they do try to spoil clients.
As a cherry on the top, we were lucky to encounter whale-shark, a rare sight that I will remember forever.
Needless to say, for my future trips I now know with whom to book Maui/Lanai diving.
Chenyang Zhou
21:48 23 Jun 25
Absolutely amazing experience. The staff are knowledgeable and patient with passion and love for the ocean and their job! Dived with Joe, super cool guy. And we saw a whaleshark on the way back!
Nan Cayler
03:32 23 Jun 25
Great crew, good operation for a large boat! Equipment fit well, worked well. Thank you!
Larry Connor
22:17 22 Jun 25
The crew was experienced and very attentive. Our dive master did a great job of not only pointing out unique sea life, but telling us what it was on his pad. I enjoyed the crater, but the second dive (at Marty's reef) was even better.
Bradley de Geus
06:41 20 Jun 25
Fantastic Boat with an amazing crew who loves what they’re doing and knows all the popular dives sites as well as some hidden gems. We picked a wildcard day and it was amazing. Captain Ben was super friendly and very thorough with the safety briefing. The dive team was well staffed and very organized. We had divemaster Don who was super chill, laid back, always smiling and very thorough on the dive briefings and provided a very clear picture of each dive site and the different things we might encounter at each dive site. If you’re looking for a unbeatable diving experience this is it!!
Francesca Capizzi
17:52 17 Jun 25
Highly recommend! The crew is a 10 and the divings are amazing, equipment and boat in perfect conditions. Moreover if you have a good air consumption the instructors will extend your dive and you are not forced to come back with your buddy / group.
Thank you so much !
Kevin Greer
12:38 17 Jun 25
Maui Diamond Sea Sports was awesome to dive and snorkel with. We chose an outfit whom would allow me to dive and my wife to snorkel. They were 100% professional and took us to the best dive spots in Maui, especially when weather turned and got in the way (Pali coast sites). We saw so much with them (Turtles, eels, octopus, so many fish, starfish, etc.) It was an absolutely epic adventure and would not have been so without Captain Ben whom took us up and beyond and David wrote out fish names underwater on his white board to educate. Very cool experience and I so HIGHLY recommend - I'm going to dive with them again!!!
Jeremiah Farinella
20:51 14 Jun 25
Great dive experience with Michelle, Dave, and Crew from Maui Diamond. Equipment was in great shape and the boat had plenty of space for the group size. Used aluminum tanks to 3k psi, digital dive computer, normal BC and backup regs. We dove on the 13 June 2025 with the 1st dive down to around 80 to 90ft at Molokini Crater and the second dive at Pu'pu Olai cinder cone around 40-50ft. During the dive notable sealife included baby reef sharks, barcuda, eagle ray, lion fish, sponge crab, plenty of native Hawaiian fish and great coral. Thanks again for the great dive experience!
Kaitlyn Caudill
23:28 10 Jun 25
Took their Lanai Cathedral dive excursion and it was a wonderful experience and would absolutely go diving with them again!
Bernardo Freitas
16:46 10 Jun 25
Amazing experience!
Jason Harris
17:12 09 Jun 25
Fantastic dive guide team and boat ride. Friendly, personable, and professional. Great dive spots and safety briefings. I did two excursions (two different days). First was the Molokini Crater two tank dive. Second day was the Lani Cathedrals two tank dive. Molokini Crater visibility was great. Dive guide pointed out a frog fish and octopus, in addition to some small reef sharks swimming by. Cathedrals was a new experience for me, diving through the lava formations and seeing the rare black coral. Very cool! The second dive for both excursions was a drift dive along the shore rock walls, where we saw eels, turtles, and lots of variety of fish.
Danae Valle
03:18 04 May 25
What a well organized top notch dive company everyone and everything was on point. I’ve been diving hundreds of times and it’s probably one of the nicest boats I’ve been on. It was a bit tight on space but everything was so organized and function extremely well my Dive Master Dave went above and beyond to make sure I had an amazing dive and I also took great pictures… I’m super careful with my air consumption and he took that into consideration and we had an extra long day while also making sure we were safe. We didn’t see a lot of things on our Dive* today, but he sure did a good job capturing what we did see I would definitely dive with this company again! Thanks _divewithdave_ for the photos