Available languages
2 hours
Mobile ticket
Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Mahi-Mahi, or Penne Pasta with Thai Basil Marinara. A full bar and island music make for a memorable experience. Come join the fun and friendly captain and crew aboard the Calypso for this romantic sunset dinner cruise along the Pali coast of Maui. Step aboard, get your table and enjoy the boat as you are welcomed by our friendly crew and captain. Upon leaving the harbor, your captain cruises the coast while you hang out, listen to island-style, and enjoy a refreshing beverages.
*If members of your group want different menu options, you will need to make separate reservations, once complete please reach out to our team so we can ensure you are seated together.
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
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
The selected main course applies to all guests in this booking. For individual meal preferences, please contact us directly anytime up to 9am the day of departure.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Tableside Service
Soft Drinks, juice, water
Dinner Options: Fresh Fish, Kiawe Smoked Chicken, Baby Back Ribs, Prime Rib or Penne Pasta
Experienced Captain and Crew
Island-Style Music
Your first 2 alcoholic drinks are free, and only $5 thereafter
Gratuities
Hotel Pick-Up and Drop-Off
Parking fees
Maalaea Harbor
Calypso, Ma'alaea Harbor, Slip 76 - 78, 101 Ma'alaea Boat Harbor Rd, Wailuku, HI 96793.
Meal Orders: Please inform us 48 hrs prior to your tour to customize meal orders; otherwise, default meals will be provided for your group
No Meal Orders on the Boat: No meal orders will be taken or changed on the boat. Meal orders must be made 48 hrs prior to tour
Contact Info for Meal Orders
Duration: 2 hours
Mandatory Check-In: 30-Minutes prior to departure
MEAL ORDERS: Please inform us 48 hrs prior to your tour to customize meal orders; otherwise, default meals will be provided for your group
NO MEAL ORDERS ON THE BOAT: No meal orders will be taken or changed on the boat. Meal orders must be made 48 hrs prior to tour
CONTACT INFO FOR MEAL ORDERS
Duration: 2 hours
Mandatory Check-In: 30-Minutes prior to departure
MEAL ORDERS: Please inform us 48 hrs prior to your tour to customize meal orders; otherwise, default meals will be provided for your group
NO MEAL ORDERS ON THE BOAT: No meal orders will be taken or changed on the boat. Meal orders must be made 48 hrs prior to tour
CONTACT INFO FOR MEAL ORDERS
Duration: 2 hours
Mandatory Check-In: 30-Minutes prior to departure
MEAL ORDERS: Please inform us 48 hrs prior to your tour to customize meal orders; otherwise, default meals will be provided for your group
NO MEAL ORDERS ON THE BOAT: No meal orders will be taken or changed on the boat. Meal orders must be made 48 hrs prior to tour
MEAL ORDERS CONTACT INFO
Duration: 2 hours
Mandatory Check-In: 30-Minutes prior to departure
MEAL ORDERS: Please inform us 48 hrs prior to your tour to customize meal orders; otherwise, default meals will be provided for your group
NO MEAL ORDERS ON THE BOAT: No meal orders will be taken or changed on the boat. Meal orders must be made 48 hrs prior to tour
CONTACT INFO FOR MEAL ORDERS
Duration: 2 hours
Mandatory Check-In: 30-Minutes prior to departure
447 reviews
Total reviews and rating from Viator & Tripadvisor
Joseph G,
Sep 29, 2025
- Viator
The Calypso was a safe, big boat. The water was bouncy so it was difficult to move around the boat. The Captain never mentioned the Sunset as it was occurring , nor did he turn the boat around so we could see the sunset. Dinner was acceptable. Half of the sail was in the dark, therefore we were unable to see anything for half of the sail. Staff were friendly and efficient. Daytime water boat sail a better choice.
Greg G,
Sep 28, 2025
- Viator
It was good food and a nice ride. Quite windy, but that’s the Pacific Ocean at times! We enjoyed the live music and chatting with others. Very friendly staff!!
christian P,
Sep 27, 2025
- Viator
You got over booked and us and 18 other people got stuck I the galley. After a wile got very steamy service was great food was good
Tom D,
Sep 26, 2025
- Viator
Staff was great, friendly and knowledgeable. Food was good. Staff did not have name tags so it was difficult to give positive feedback.
Tina B,
Sep 26, 2025
- Viator
Good food. Nice relaxing and entertaining music. Weather was perfect. Water was not too bad. Bring a light sweater or jacket.
Operated by Calypso Sunset Dinner Cruises and Whale Watches