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Register Here - all events are still open.
Register for the Sunset Dinner Cruise
Sunday is now sold out. Monday still has availability.
The Maui Oceanfront Marathon does not take bookings for the dinner cruise.
Text Jenn to book at 808-283-6764 with your menu choice and credit card info.
Join the Race Director and Race Committee for a post-race get-together with runners and families on the Calypso. Cocktails, dinner, live music, and probably whales to watch. These are private charters for runners and their families or friends; to book, please text Jennifer at Calypso. Please provide your menu selection when booking. Do not book online, as this is a private charter.
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The Maui Oceanfront Marathon offers a private dinner cruise on the Calypso on Sunday, January 18, 2026 & Monday, January 19, 2026, from 5-7 pm, with check-in at 4:30 pm at Maalaea Harbour.​Each cruise will take 80 paying passengers, plus 12 race volunteers. Price $129.95, including discount, taxes & fees. (Regular price is: $149.95) Menu choices include prime rib, served with horseradish sauce & au jus, fish (mahi-mahi or ono, breaded and accompanied by lemon butter sauce), baby back ribs, BBQ boneless chicken breast, or a vegetarian option: penne pasta with Thai basil marinara sauce.​All Options Include: Caesar Salad with homemade croutons and fresh shaved parmesan cheese. Jasmine-infused white rice. Vegetable medley. Soft breadsticks. Dessert choice between chocolate cake or New York style cheesecake. 2 cocktails included, unlimited sodas, juices & water. Guests should TEXT Jennifer Clarke, private charter agent for Boss Frog/Calypso charters, 808-283-6764. BE READY TO GIVE HER YOUR MAIN COURSE MENU CHOICE. Please do not call her. Text her.​ Aloha
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