This Maalaea Harbor Sunset Dinner Cruise from Wailuku is perfect for couples or anyone looking to add a beautiful, sunset experience to their trip while in Maui. When booking, choose from multiple dinner options such as prime rib, baby back ribs, and a vegetarian penne pasta. During your cruise, sit back with tableside service and drinks included as your captain and crew take care of the rest and you take in the sunset with island-style music playing in the background.

Cruise from Maalaea Harbor in a 3-story catamaran, taking in sunset views
Table-side service and Hawaiian-style music provide a relaxing experience
Alcoholic beverages are included from the ship’s full, onboard bar
Choose from a variety of premium dinner options such as prime rib or mahi mahi

What's Included

Dinner
Alcoholic Beverages
Soft Drinks, juice, water
Island-Style Music
Experienced Captain and Crew
Tableside Service

Gratuities
Hotel Pick-Up and Drop-Off
Parking fees

Meeting and Pickup

Meeting point

101 Maalaea Rd, Wailuku, HI 96793, USA
Meet at Ma'alaea Harbor: 101 Ma'alaea Road, Wailuku, HI 96793 Slip 82 to fill out safety waiver and complete check-in MANDATORY CHECK-IN 30 MINUTES PRIOR TO DEPARTURE

End point

This activity ends back at the meeting point.

What To Expect

Your evening starts at Maalaea Harbor. Head to slip 82 to fill out a safety waver and complete check-in 30 minutes prior to departure. Then, meet your crew and captain and board your vessel, a beautiful 3-story catamaran called “The Calypso.”

Cruise out from the harbor into Maalaea Bay and relax while experiencing a Hawaiian sunset on the water. Sit back and enjoy tableside service and drinks with music playing in the background.

Depending on your booking, dine on prime rib, baby back ribs, mahi mahi tuna, vegetarian pasta, or other dishes. Grab a few drinks from the ship’s full onboard bar and sail back to the harbor after sunset.

Maalaea Harbor

2 hours • Admission Ticket Included

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Service animals allowed
Near public transportation
Most travelers can participate
PLEASE PRINT OR DOWLOAD YOUR TICKET AFTER CHECKOUT - THE MAJORITY OF YOUR QUESTIONS CAN BE ANSWERED WITH THE INFORMATION LISTED ON YOUR TICKET
Mandatory Check-in 30 minutes prior to departure
Meal selection: Your meal choice during booking will be the meal choice for your entire party unless you contact us at time of booking and make a meal selection for each person in your party

Vegetarian, gluten-free, and other special dietary needs meal requests must be made at time of booking
There is no meal provided for children ages 3 and under. Someone in your party can share their meal with the small child or you can purchase a child ticket that comes with a meal included
Valid photo ID required for passengers ages 21+ who will be drinking alcoholic beverages
Operates in most weather conditions, please dress appropriately
Children must be accompanied by an adult
A 24-hour notice is required for cancellation or reschedule
Seating is on first come first serve basis
Bring cash if you'd like to tip the crew
This tour/activity will have a maximum of 40 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Traveler Photos

Reviews

4.5

190 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

We perform checks on reviews

Showing 1-10 of 190 reviews

Non-memorable cruise

Raymond_S, Apr 2024

Nothing memorable. No interface by Capt. Had to determine myself when time to take in the sunset. Also, asked to purchase T-shirts. Crew said would do it but never did, so no t-shirts food was good.

Perfect dinner cruise

Dan_K, Apr 2024

Everything about this cruise was great. Crew, food, the sights, the boat…. All awesome. The sunset was meh, but can’t win them all. It’s a quick tour, 2 hours or so…. Just enough time.

Windy cruise but good food

Lee_W, Apr 2024

Very windy- hard to hold drink and eat at same time. Need to strongly recommend bringing jacket or wrap. Food good. Drinks ok. Service very good. Disappointed that I lost my sunglasses on your boat…

Meal with a fantastic view

Ray_M, Apr 2024

Watching the sunset and the service was excellent. Be sure to bring a wrap as it gets very windy and cool on the outside decks.

Paradise found!

Thomas_S, Apr 2024

Fantastic !! Don’t miss this!! Just amazing would recommend for sure. Support Maui!! Please help and support!

Response from Host, Apr 2024

Wow, wow, wow! Mahalo for your support! We are happy to hear you enjoyed the sunset dinner cruise aboard Calypso. Aloha!

A must do here on Maui!

Tracy_C, Apr 2024

Great Service from everyone from beginning to end! Excellent food! We met some new friendships. I can’t speak highly enough for the crew and boat. Calypso crew You Rock! ( but the sail was smooth)

Response from Host, Apr 2024

Wow, thank you for this rave review of the sunset dinner cruise aboard Calyspo! We are happy to hear you enjoyed the food, staff, and even met some new friends. Sounds like an amazing evening! Aloha.

Not again

Clay_H, Mar 2024

Food was great, the ride beautiful. Myron and Kristoff (crew members) awesome. Music, could use someone else, not the cheeriest fellow. Everything else seemed just so robotic. We paid the same as everyone else on there (all tourist) no kamaaina price. Wouldn't recommend it.😔

Response from Host, Apr 2024

Thank you for taking the time to send in your feedback about your cruise. Providing fun, safe boating adventures is our highest priority, and we are very sorry to hear that your experience was anything less than wonderful. We are looking into every aspect of your trip to find where we fell short so that we can address those issues immediately. We are family orientated activity, and many of our passengers are large families. Our captains and crew are fully-trained on ocean safety and customer service. Our record shows that the safety and care of all our passengers is our top priority. We are sorry if the crew appearing anything but fully prepared and safety orientated. Many of our reviews on trip advisor compliment the crew on their good attitudes, service and attention to safety. We strive to provide stellar customer service to all our passengers and guests. While over 90% of our reviewers rate us as excellent or very good, we appreciate and value all feedback our customers choose to provide. We love taking guests out to experience Maui's amazing ocean environment and are very sorry that we did not meet and exceed your expectations. Please give us a call or visit us again on your next visit to Maui. We’d love to get a chance to win you over.

Wonderful sunset dinner cruise

Donald_B, Mar 2024

We found excursion well worth the price. Beautiful sunset great food outstanding staff. Boat very comfortable.

Response from Host, Apr 2024

Amazing! Mahalo for recommending the sunset dinner cruise aboard Calypso.

Worth it!

Christopher_K, Mar 2024

Food was awesome as was the service. We were lucky to be here in March and saw tons of whales! The onboard singer was also a perfect addition.

Response from Host, Mar 2024

Amazing! Thank you for recommending the sunset dinner cruise aboard Calypso

Sunset Dinner Crusie

Tom_C, Mar 2024

The captain and crew were outstanding! They made sure we were comfortable and safe. It was very windy leaving the harbor and we were seated inside for a very short time. They kept the drinks coming and the food was delicious. The stopping spot for sunset was unbelievable! A gorgeous sunset indeed! All around a great experience! Thank you to all the crew!

Response from Host, Mar 2024

Wow! Thank you for this in-depth review of your sunset dinner cruise aboard Calypso. The crew, food and sunset on this tour are the best on Maui! We were happy to provide a memorable experience for your. Join us again soon!

We went with my sister...

Janelle_C, Mar 2024

We went with my sister and her husband and had a very enjoyable evening. Saw some whales, the sunset was beautiful and the dinner was delicious.

Response from Host, Mar 2024

Amazing! The sunset dinner cruise aboard Calypso is the best family vacation activity on Maui. Mahalo for the review!

Beautiful dinner cruise!!

Robert_F, Mar 2024

Wife and I had a fantastic time on this dinner cruise. The food was very good. Portions and drinks were nice. The views and crew were fantastic. Well worth the money. We highly recommend this dinner cruise.

Response from Host, Mar 2024

Amazing! We appreciate this amazing review of your sunset dinner cruise aboard Calypso. Thank you for recommending this tour to others! Aloha.

Blown Away

Cindy_M, Mar 2024

Great staff and girl singer sang wonderful fun songs. Beautiful voice! Food and drinks were delicious. So happy we chose this adventure.

Response from Host, Mar 2024

Amazing! Thank you for recommending the sunset dinner cruise aboard Calypso.

One of the most memorable experiences we’ve had since we’ve been here.

James_T, Feb 2024

The crew were excellent and very friendly. The captain was awesome. On of the smoothest sunset cruises I’ve ever been on. The music was great. Got to see some whales. The food was delicious. Was seated right next to a window. The crevices my Retro Rifle shirt with the sharks on it. My wife also loved the cruise too

Response from Host, Mar 2024

Wow, this sounds like an all around fantastic day aboard Calypso for the sunset dinner cruise. This tour has the best crew, captain, music, food... everything! Thank you for taking the time to leave a review. Aloha!

A great evening!

Dave_H, Feb 2024

The sunset! The meal was excellent too! We liked the live Hawaiian music as well. The singer had a nice voice. In addition, we saw some whales! The cruise was smooth despite the wind. It was not bumpy at all. We had a very enjoyable evening! Kindest regards, Dave and Helen Virginia, USA

Response from Host, Mar 2024

Thank you, Dave and Helen, for this amazing review of your sunset dinner cruise aboard Calypso! This tour is the best vacation activity on Maui, and we are so glad you saw whales. Join us again soon!

dinner with the whales

Craig_N, Feb 2024

very friendly staff. they worked with us when we had to re-schedule twice. great adventure. we will definately do it again

Response from Host, Feb 2024

Mahalo for recommending the sunset dinner cruise aboard Calypso!

Great date night!

Sarah_K, Feb 2024

My husband and I chose this cruise for our romantic Valentine's Day activivty and had a great time! The food was amazing, service was great, the sunset was lovely, and we saw some surprise whales!

Response from Host, Feb 2024

Wow, this sounds amazing! The sunset dinner cruise aboard Calypso is the best valentines day activity on Maui. We are happy to hear you enjoyed your trip. Aloha!

Highly recommend this romantic cruise!

suearmstrong, Feb 2024

Food was delicious. A Humpback whale swam around the boat! Live music was awesome. Best of all the servers were so nice, efficient, patient and fun!

Response from Host, Feb 2024

Amazing! The crew, food and entertainment on the Calypso sunset dinner are truly the best on Maui. Thank you for taking the time to leave a review. Aloha!

Don't Miss This Opportunity!

Debi_D, Feb 2024

Everything was.on time, food was fantastic, crew was so nice. We got the bonus of seeing whales, too! It was a perfect evening.

Response from Host, Feb 2024

Whales are always a great bonus! Thank you for recommending the sunset dinner cruise aboard Calypso. Aloha!

Best Dinner Cruise

Felines1, Feb 2024

Best Dinner cruise we’ve had since coming here to Maui! The meal and whales were unbelievable! We all enjoyed every bit of this cruise!

Response from Host, Feb 2024

Wow! Thank you for the huge compliment:) The sunset dinner cruise is the best vacation activity on Maui. The crew, food and whale action are incredible. Join us again soon!

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