Maui Activities Update: Boss Frog’s Calypso and Malolo Offering Safe (and amazing!) Ocean Adventures

Posted in: Editor's Blog, People, Things to Do

Opening in 1989 as a small shop at Anchor Square, Lahaina, Boss Frog’s has grown into Hawaii’s leading full-service rental business, with shops on Maui, Kauai, and the Big Island. 

“I came to Maui on our first catamaran, the Frogman, from Santa Barbara in 1987,” says owner Phil Kasper. “My son Chris and I lived in a garage in Lahaina. I worked on the Frogman during the day. At night, I waited tables.”

From these humble beginnings came not only multiple stores on Maui, Kauai and the Big Island, but three owned and operated ocean adventure boats- the Calypso Maui, the Malolo, and the Quicksilver. 

The Calypso Maui

The Calypso operates like a spacious, floating amusement park, and her double hulls are built for stability. It is equipped with a glass-bottom viewing area, water slides, jumping off points and freshwater showers.

The boat launches from Ma’alaea – the most easily reached, centralized harbor on the island. Guests choose from the morning Molokini Snorkeling Tour, the sunset Dinner Cruise, the seasonal Whale Watch (mid-December through mid-April; for more on Whale Watch see below), and – for super special occasions, the Private Charter! The views from Calypso Maui are better than any other boat for miles, because she is the only vessel on the island that has three decks.  

The Malolo

Boss Frog’s is also operating the Malolo , a 55-foot comfortable, stable catamaran. The Malolo visits both Molokini and Turtle Town, two of the best snorkeling locales in Maui- and the world. Guests have approximately one hour of snorkeling at each site, usually plenty to see all the marine life and have a great time. The overall trip time is approximately 5 hours. 

The Malolo is equipped with easy access stairways into the water on both the front and rear of the boat. There are also two restrooms, trampolines to lay out on and a friendly, experienced captain and crew. A continental Breakfast and deli lunch are included as is all snorkeling gear. The boat is equipped with flotation devices such as foam noodles, body boards and float vests for guest use. Optional wet suits and high quality 16 mega pixel Olympus underwater digital cameras are available to rent.

Molokini has a well earned reputation as being one of the most spectacular snorkeling locales in the world. The visibility inside this volcanic crater is incredible. At times, you can see up to 100 feet. All kinds of tropical fish love this marine preserve. Amazing seabirds hang out on and around the crater, too. There is no fishing or fish feeding which allows the natural ecosystem flourish. Our snorkel vessels are all unique to accommodate our equally remarkable guests. 

Whale Watch Season is Here!

The two-hour Calypso whale watch is a thrilling, family-friendly Maui activity. From December 24th through April 15th, climb aboard the Calypso, Maui’s only catamaran with three decks. All of Calypso’s 360-degree ocean views are “fin-tastic”, even from the inside when a break from the sun is preferred. The first and second decks have spacious cabins with tinted windows. The windows make for excellent viewing through the water’s surface, regardless of the sun’s glare. Comfortable seating throughout this stable vessel ensures a relaxing time on the water while guests marvel at these incredible marine mammals. There is even a bar and snack area. 

“The onboard naturalist, captain, and crew are just as excited as guests to see humpbacks,” says Chris. “The 45-foot cetaceans inspire awe, delight, and excitement with their very existence, and whenever they come over to our 65-foot catamaran – wow, oh wow!”

“Whenever the boat is stopped for a while, you can go down to the underwater viewing room. If the whales choose to swim beneath the vessel, you’ll be able to see them through the glass panels in the bottom of the hull! That is one of the most awesome things about the Calypso whale watch.”

Dinner Cruises: The Calypso also offers an exceptional evening Maui dinner cruise.

Guests sit back, relax, and enjoy great food and great company as they glide along the coastline. Watch the sun set over Lanai.  Leave the navigation to the excellent captain, leave the dishes to the fabulous crew, and keep a light watch for dolphins while you sip your mai tai.

Boss Frog’s also offers a dinner cruise aboard the Quicksilver, which depart from Lahaina Harbor.

Enjoying a dinner cruise on this motor catamaran is a lot of fun. Live music plays as you board the floating restaurant. You and your party find a place to sit. You choose indoor or outdoor seating, and you meet your fellow passengers sitting nearby. The Quicksilver cruises north along the West Maui coastline. The amazing crew serves all your drinks and your dinner, so you can take your time watching the sunset. And during whale season, there is a very good chance that you see a whale or two before dessert.

The dinner is delicious.  You can view the most current dinner menu on Beer, wine, mai tais, and other mixed drinks are available. 

Whether it’s snorkeling, whale watching or enjoying a sunset dinner cruise, Boss Frog’s is open offering world class ocean activities on Maui. 

For more information, go to

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