Page 7) Things to Do in Maui in 2026 – Tours & Activities | HawaiiActivities.com

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Maui

All Reviews for Sunset & Cocktail Cruises

Overall rating

4.69

429 Reviews
Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Highly recommend! Great food, strong drinks!
Activity Date: 2021/09/30 | Posted on: 2021/10/04

I'd highly recommend this cruise. Calm, laid back environment with amazing food!

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Couples
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Calypso Sunset Dinner Cruise with Cocktails & Island Music from Maalaea Harbor
Loved it!
Activity Date: 2021/09/12 | Posted on: 2021/10/02

We had such a great time! The slide at the end was a fun surprise. We saw so many bright and colorful fish too. It served as a great memory for us. The crew was really hospitable and cool too. Everyone was really laid back yet took the right precautions to make sure everyone was safe. Such a great Maui experience. We highly recommend!

Packages: Standard Sunset Dinner Cruise Package
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Great dinner
Activity Date: 2021/09/25 | Posted on: 2021/09/29

Food was excellent and service was right on point. Cruise was very relaxing.

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Couples
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Calypso Sunset Dinner Cruise with Cocktails & Island Music from Maalaea Harbor
Amazing Experience!!!!!
Activity Date: 2021/09/20 | Posted on: 2021/09/26

I would recommend Calypso Sunset Dinner Cruise to everyone!! We are definitely doing this again when we return for another Hawaii vacation. Everyone was super nice and friendly! They truly cared to make your experience a memorable. They also offered to take really nice pictures of the sunset....and those are the memories we can take back with us and cherish!

Thank you Calypso and all crew members for a great experience!!!!

RK

Packages: Standard Sunset Dinner Cruise Package
Attended as: Couples
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2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui
Wonderful Sunset Cocktail Sail
Activity Date: 2021/08/24 | Posted on: 2021/09/18

This is our second time choosing Sea Maui Kaanapali Sunset Cocktail Cruise. A bit concerned this year due to Covid restrictions, but Sea Maui did not fail! Easy boarding/seating, the crew was SO friendly and engaging. Immediately went around getting cocktail orders from everyone. After we set sail, we enjoyed the beautiful evening on the sea, again with crew refreshing drinks if needed. They do serve appetizers and two years ago the protocol was everyone got up and got their own - this year crew distributed pre-packaged containers with all they offered, sealed until they got to us! You were welcome to request more as well. A singer was on board who played music/sang for part of the sail.

It was a beautiful night out, never once did we feel "compromised" because of Covid and yes of course out on the sea we did not have to wear masks. I highly recommend Sea Maui Sunset Cocktail cruise - the price is right, crew is fantastic and it will make a very enjoyable relaxing evening. Well worth the money.

Packages: Sunset Cocktail Sail with Live Music (Tue & Thu)
Attended as: Friends
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Lahaina Sunset Dinner Cruise w/ Live Music & Cocktails - Maui Princess [CLOSED]
Sunset cruise
Activity Date: 2021/09/09 | Posted on: 2021/09/10
Moy

Enjoyable good food nice music. Only downside not easy to find and parking in area was a challenging

Packages: Sunset Dinner Cruise
Attended as: Couples
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Kaanapali Deluxe Sunset Cocktail Sail with Open Bar & Appetizers - Trilogy
Amazing staff!
Activity Date: 2021/09/08 | Posted on: 2021/09/10

Great ship, but the staff was what made the cruise. I would recommend this to anyone. Unless you have a big appetite the appetizers were great and a meal for me. Very friendly attentive staff. Overall a great, relaxing, fun time.

Packages: Sunset Sail from Lahaina
Attended as: Solo Travelers
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Trilogy Deluxe Sunset Cocktail Sail Open Bar & Gourmet Appetizers from Maalaea
Fun happy hour cruise
Activity Date: 2021/08/14 | Posted on: 2021/09/04

Fun time with a fun crew.

The drinks were great, really good value we’d do this again

Packages: 2-Hour Sunset Sail
Attended as: Friends
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2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui
Excellent!
Activity Date: 2021/08/08 | Posted on: 2021/08/28

One of the best experience in Maui! Me and my boyfriend had a blast relaxing and watching a sunset. The crew was amazing and chilled. You didn’t even have to leave your place because the girls were all the time checking on you if you need anything from the bar. The drinks were strong which was surprising (in a very good way). The snack was okay and the music playing absolutely the best they could choose for that kind of cruise! I recommend 100%, when I come back to Maui, definitely gonna do that again!

Packages: Original Sunset Cocktail Sail
Attended as: Couples
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Maui Romantic Sunset Dinner Sail Cruise with Open Bar - Trilogy Catamaran
Perfect romantic evening that exceeded our expectations!
Activity Date: 2021/07/29 | Posted on: 2021/08/24

My husband and I absolutely loved this sunset cruise! The food we had was amazing! The drinks were great too and the service on the boat was outstanding! The views from the boat were breathtaking! We will absolutely go on this cruise again during our next trip to Maui!

Packages: Dinner Cruise from Lahaina Harbor
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Great experience.
Activity Date: 2021/08/21 | Posted on: 2021/08/24

Everything was amazing. Thank you to entire crew and specially to our server Meg.

Packages: Premium Sunset Dinner Cruise
Attended as: Couples
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Ocean Spirit Sunset Cruise with Appetizers & Seasonal Whale Watching Experience
An experience not to be missed!
Activity Date: 2021/08/13 | Posted on: 2021/08/17

The Ocean Spirit experience was fantastic. The crew was attentive, the and drinks were tasty and the musical entertainment was pleasant and informative about the islands and history of the people. And the sunset was epic!! It was truly a great way to cap off our visit with friends.

Packages: [Fri & Sat] Adults Only Sunset Sail Package
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
The service was excellent thanks
Activity Date: 2021/08/06 | Posted on: 2021/08/15

Thanks for the patience to share with us and now we are doing great love

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Couples
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Kaanapali Deluxe Sunset Cocktail Sail with Open Bar & Appetizers - Trilogy
Awesome!
Activity Date: 2021/07/27 | Posted on: 2021/08/12

The captain & crew were fantastic; we thoroughly enjoyed being under sail for a portion of our evening; the cocktails were delicious as were the Tapas. We will definitely book one of these cruises again the next time we are in the area! Can't wait to go again

Packages: Sunset Sail from Lahaina
Attended as: Couples
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2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui
Wonderful Time!
Activity Date: 2021/08/08 | Posted on: 2021/08/10

Sunset Cruise on the Sea Maui was just great. Crew was welcoming and took care of everyone. Drinks were plentiful and food was delicious. One of our group was a tad seasick, and crew tended to her and had tricks to make her feel better. Sunset was beautiful and champagne with chocolate strawberries was perfect!

Packages: Premium Sunset Cocktail Cruise (until 12/14/2021 ONLY)
Attended as: Couples
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Kaanapali Deluxe Sunset Cocktail Sail with Open Bar & Appetizers - Trilogy
Really enjoyed!
Activity Date: 2021/08/05 | Posted on: 2021/08/08

It was relaxing and wonderful. Loved the drinks and food.

Packages: Sunset Sail from Kaanapali Beach
Attended as: Families
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Ocean Spirit Sunset Cruise with Appetizers & Seasonal Whale Watching Experience
Outstanding sunset cruise!!
Activity Date: 2021/08/02 | Posted on: 2021/08/04

What a wonderful sunset cruise. The crew was amazing and catered to everyone’s needs. The appetizers were extremely tasty to go along with the live music on the ukulele. Our family had a great time and would highly recommend booking a cruise with this team on your trip to Maui! The price is very reasonable compared to other cruises.

Packages: [Tue, Wed & Thu] Family-Friendly Sunset Sail Package
Attended as: Families
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Lahaina Sunset Dinner Cruise w/ Live Music & Cocktails - Maui Princess [CLOSED]
Good experience
Activity Date: 2021/07/26 | Posted on: 2021/08/03

I wish we picked a better day. Sunset was completely covered with the cloud so we couldn't really see the sunset at all. Food was average so does service there. they also pair you to sit with some other couple facing each other, which I thought it was pretty awkward and uncomfortable. I was surprised that they made us to tip the server separate to us, but was alright.

Packages: Sunset Dinner Cruise
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Lovely Cruise and staff. , small dinner serving
Activity Date: 2021/07/27 | Posted on: 2021/07/29

We really enjoyed our experience with Pacific Whale Foundation- we went on a snorkel cruise a couple of days prior to dinner cruise and had a blast. Solid staff with lots of Passion and knowledge about the oceans and specifically Maui.
The Dinner cruise was nice but we were all fairly disappointed in the food servings and 3 of our steaks were basically blood rare and we ordered them MR. it was too late to get them back on the grill. first course was a delicious good size at artichoke spinach dip. Or something close to that. It’s was tasty and plentiful but just a few pieces of bread for the whole thing and there was so much dip and no seconds on bread !? Kind of ridiculous, especially for the price of the dinner. The salad of mixed greens and some veggies was served with very tasty dressing … sure would have been nice to have some bread with that .. then came our entrees … so small ! A petit steak and one piece of chicken or a few prawns … small portions of protein then this outrageous amount of carrots. And a scoop of purple sweet pot mash which was tasty too. Drinks were okay- not great. Very sugary. … Mai tais , margaritas or wine were some of the choices.
Brownies for dessert were delish !
It was beautiful to cruise Lahaina area and eat on the water. Just wish the food was more plentiful - it’s really felt skimpy with all those carrots … just seemed like they were cutting corners. We ate when we got home. That should tell you something.
The staff wonderful , sweet, nice energy.

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Families with Young Children
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Lahaina Sunset Dinner Cruise w/ Live Music & Cocktails - Maui Princess [CLOSED]
Not romantic at all!!!
Activity Date: 2021/07/24 | Posted on: 2021/07/26

Way overpriced! The boat is really cramped. If you’re looking for something romantic then DON’t pick this. You will have to share your table with strangers, the drinks are watered down and the food was not good. Extremely bland!

Packages: Sunset Dinner Cruise
Attended as: Couples
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2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui
Sunset cruise in Maui
Activity Date: 2021/07/20 | Posted on: 2021/07/22

This was absolutely one of the best 2 hours we spent in Maui! The staff on board was truly fantastic and the live music was delightful! All of this despite losing my phone overboard. ‍♀️

Packages: Sunset Cocktail Sail with Live Music (Tue & Thu)
Attended as: Friends
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Maui Ultimate Luxury Sunset Gourmet Dinner Sail & Open Bar - Alii Kai Catamaran
Must do!
Activity Date: 2021/07/18 | Posted on: 2021/07/20

The Alii Nui Sunset Cruise was incredible! My husband and I booked the cruise for our honeymoon and were very pleased with the whole experience. The boat launched from Maalaea Harbor around 5pm and began serving drinks once out of the harbor. We loved the signature drinks! Dinner was delicious and offered gluten free options including seared ahi tuna, prime rib, potatoes, and chocolate covered strawberries for dessert. The ribs were advertised as GF, but had bbq sauce containing gluten on top. The crew was very helpful when I asked to check on gluten friendly options!

We could see amazing views of the sunset the whole time which was super important to us. We also loved that we had freedom to move around the boat as desired.

The whole crew was fantastic! Captain Jamey, Kalina, Farel, and Jackson went out of their way to make our experience enjoyable. We were impressed that the crew not only served throughout the dinner, but also picked guests up from hotels, sailed the boat, bartended, and also made time to be friendly with the guests. The cruise also had a professional photographer, Anna, who took beautiful photos of the guests throughout the evening. During the dinner, she edited the photos and then we were able to purchase them as keepsakes.

This would make a great romantic evening for any honeymooners or couple! We highly recommend. :)

Packages: Standard Seating Package
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Awesome!
Activity Date: 2021/07/16 | Posted on: 2021/07/18

Our experience couldn’t be any better. Thank you!!

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Couples
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Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching
Great time
Activity Date: 2021/07/07 | Posted on: 2021/07/15

Ride was very relaxing. Food was good - we had steak and chicken. Drinks were good, too. Staff was very friendly.

Packages: Premium Sunset Dinner Cruise [Ocean Quest Vessel]
Attended as: Families
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Ocean Spirit Sunset Cruise with Appetizers & Seasonal Whale Watching Experience
What a beautiful evening!!!!
Activity Date: 2021/07/12 | Posted on: 2021/07/14

Excellent staff!!! I mean it, what a cool people to sail with they really took care of us, beautifulllll boat and excellent snacks…. More than what I expected. Was able to make wonderful memories for my honey moon. Thank you for your excellent service!! I would highly recommend more than anything.

Packages: [Tue, Wed & Thu] Family-Friendly Sunset Sail Package
Attended as: Couples
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Calypso Sunset Dinner Cruise with Cocktails & Island Music from Maalaea Harbor
Anniversary Sunset Cruise
Activity Date: 2021/06/14 | Posted on: 2021/07/11
MEF

We wanted to do something special for our 41st anniversary, and this sunset dinner cruise met all of our expectations! The boat was very comfortable, you had a choice of sitting inside or outside. We ate inside and once we finished eating we moved outside to watch the sunset. The sunset that night was absolutely amazing and was definitely the highlight, the sky looked like it was on fire, with pink and orange Hugh's. The staff was very friendly and went out of their way to make sure everyone was taking care of. Definitely include this on your next trip to Maui...I don't think you will be disappointed.

Packages: Standard Sunset Dinner Cruise Package
Attended as: Couples
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Ocean Spirit Sunset Cruise with Appetizers & Seasonal Whale Watching Experience
Nice, short cruise with friendly crew
Activity Date: 2021/06/29 | Posted on: 2021/07/11

This is a nice 2-hour sunset cruise. The crew was very friendly and professional while being fun. The appetizers were a little fancy but just ok-tasting. The drinks, too, were ok. There was also live music by a singer who played an instrument. He was pretty good.

Based on our experience, this cruise is suitable for anyone, including for families and couples. We had a mix of both. Everyone had their own seat but we could move about as we wanted during the cruise.

Packages: [Tue, Wed & Thu] Family-Friendly Sunset Sail Package
Attended as: Families
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Calypso Sunset Dinner Cruise with Cocktails & Island Music from Maalaea Harbor
Everything was great!
Activity Date: 2021/06/17 | Posted on: 2021/07/10

Our first trip to Maui and we chose our first activity to be this dinner cruise. From the moment we boarded the captain and crew were attentive and helpful. Everyone was smiling and enjoying themselves! We saw dolphins playing and the sunset was the most beautiful I’ve ever seen! We will definitely do this cruise again!

Packages: Standard Sunset Dinner Cruise Package
Attended as: Couples
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Ocean Spirit Sunset Cruise with Appetizers & Seasonal Whale Watching Experience
Lovely Time
Activity Date: 2021/07/02 | Posted on: 2021/07/06

We had a really nice time. The staff was helpful and friendly and overall, we would give it a good review. The musician was awesome and fun and added to the experience, for sure. The food and drinks were just so-so but we still had a good time. Thanks

Packages: [Fri & Sat] Adults Only Sunset Sail Package
Attended as: Friends
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Trilogy Deluxe Sunset Cocktail Sail Open Bar & Gourmet Appetizers from Maalaea
Just okay, would do something else instead.
Activity Date: 2021/07/04 | Posted on: 2021/07/06

Not a great view. They didn’t sail very far before turning around and it felt like we didn’t make much progress. Food was cold when we got it, drinks were very watered down or little alcohol, some of the staff was rude. We did love our captain. She was very friendly and personable. You could talk to her and she even let some of the kids have a turn steering the sail boat. Overall I wouldn’t do this again if given the choice and would chose something else.

Packages: 2-Hour Sunset Sail
Attended as: Couples
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Things to Do in Maui in 2026 – Tours & Activities | HawaiiActivities.com
Book a Hawaii sunset cruise and watch the sky light up over the Pacific. Compare sunset dinner cruises, cocktail sails, and happy hour boats departing from Oahu, Maui, Kauai, and the Big Island. Browse evening boat tours by price, drink packages, and onboard dining options. Choose from romantic sunset sails for couples, lively party boats for groups, or elegant yacht experiences with live entertainment. Find the best sunset cruise in Hawaii and end the day with stunning ocean views and aloha.