Whale Watching with Maui Fun Charters

Whale watching during the winter months in Maui is a must do adventure. Humpback whales make the journey from the cold waters of Alaska to Maui’s warm waters to breed and give birth. We whale watch in protected waters of The Hawaiian Islands Humpback Whale National Marine Sanctuary for the best viewing and the highest concentration of whales.

We have 3 vessels to choose from:

Marjorie Ann

During Maui’s whale season, our fishing charters almost always seem to come with the best whale watches. The midday sunshine and whale activity start to peak just as we are finishing up the fishing trip so we decided to make our vessel available for private afternoon whale watches on any day we have a fishing trip in the morning.
   The Marjorie Ann is a very stable vessel with lots of shade on her back deck and plenty of rail space for looking out for turtles, dolphins and the famous Hawaiian humpback whales that crowd the waters just outside Kihei and Maalaea harbor. The Marjorie Ann is Coast Guard certified for 20 passengers but we keep the group size limited to 10 for passenger comfort.
    Bring your own snacks and drinks. (alcohol ok) While the Marjorie Ann has a very well shaded back deck, we still recommend bringing sun protection like a hat and sunscreen. A better-than-cell-phone camera might be nice to have but it is also nice to just enjoy the view without having to fuss with equipment on the trip. (Buy the postcard back at the gift shop.) Binoculars can help with spotting the whales and also checking out the coastline from a different perspective.

Usually does fishing trips in the morning but also available for whale watching in the early afternoon. Up to 10 passengers.
Private charter only



Artemis – 47′ Catamaran SV 

For our high-end clients, or those ready to splurge, this is the sailboat for you! The 47′ catamaran allows you to have a clear view of the whales anywhere you choose to sit. The real star of the show is the bow of the vessel. The vast trampolines are perfect for relaxing and enjoying the spray and the sun while watching and listening to the whales. Sit on one of our princess chairs, or lounge on the trampoline and enjoy everything Maui has to offer.

Perfect for families with small children and infants as well as our older clients that wish to relax in the shade in our spacious cockpit.

 $3000 up to 6 guests

Please Call Us for Availability


Nova – 42′ Monohull SV 

For those that want to feel the heel while sailing around the bay looking for whales, this is the boat for you. SV Nova offers both back deck shade, and dangling your legs off of the bow while watching humpback whale behaviors. SV Nova is ideal for smaller groups, but can certainly accommodate your party of up to 6 perfectly. 

$1700 up to 6 guests

Buddy Boat option

Book the ultimate in private charters with our Buddy Boat option. Sail side by side with your very own private fleet. Booking both our monohull and catamaran is the perfect option for large parties of up to 12 guests. We set sail side-by-side in Maalaea bay and enjoy whales, sailing, and more.

What’s Included:

  • Expert interpretation of whale behavior
  • Listen to the whales underwater with our state of the art hydrophone (waterproof microphone)
  • Light snacks
  • Non-alcoholic beverages: water, juices, and sodas are provided

What’s Not Included:

  • Alcoholic beverages are not included. However, you are welcome to bring alcohol onboard and we have all the appropriate glassware for serving.
  • Gratuity is not included in your charter price. (Private yacht standard generally starts at 20%)


 All vessels have a cooler full of ice on-board. BYOB

Maalaea harbor is conveniently located 15 – 20 min. north of the Kihei / Wailea / Makena resort areas, and 20 – 30 min. south of the Lahaina / Kaanapali resort areas. One of the best places in the world for whale watching, Maalaea Maui is home to one of the highest concentrations of north pacific humpback whales in the world.

The calm waters off of Kihei, Wailea, and Lahaina are a favorite of whales and whale watchers alike. Although the whale watching on Maui is seasonal, you can almost be guaranteed to see several whales during the peak of our whale watching season from Dec. 15 till May 15th.

Several other whale watching tours operate out of the Kihei, Maalaea, and Lahaina areas during whale watching season but most of them take between 50 and 140 people. If you are interested in a more intimate whale watching experience, then we just might have the boat for you.