If you’re dreaming of seeing whales in their natural environment while paddling through crystal-clear waters, this kayak and whale watching tour in Maui might just be what you’re looking for. We haven’t done it ourselves, but based on the rave reviews and detailed descriptions, it seems like an experience that hits many of the right marks. It’s especially appealing for those wanting a more personal, close-up encounter with Maui’s marine giants rather than a traditional boat trip.
What really makes this tour stand out is the proximity to the whales—many reviewers mention how close they got to these gentle giants, often hearing them singing underwater and even witnessing breaches and tail slaps firsthand. Add to that the knowledgeable guides like Chris, who clearly know their stuff, and the fact that it’s a small-group experience (max 8 people), which makes everything feel more intimate and controlled.
Of course, a big consideration is the weather dependency—if conditions aren’t great, the tour can be canceled or rescheduled, so flexibility helps. Also, keep in mind that this experience requires a moderate level of physical fitness. It’s not a leisurely paddle for everyone, but most active travelers should find it manageable.
In general, this tour seems best suited for adventurers, nature lovers, and anyone eager for a memorable, hands-on whale experience. It’s not necessarily for those with mobility issues or very young children, but for most travelers who want to connect with Maui’s ocean environment, it looks like an excellent choice.
Key Points

- Close-up whale encounters: Many reviewers highlight how near they got to whales, often seeing breaches and hearing their songs.
- Expert guides: Guides like Chris are praised for their knowledge, patience, and ability to spot whales.
- Unique water-level perspective: Kayaking provides an intimacy with whales that boat tours can’t match.
- Limited group size: With only 8 travelers max, the experience feels personal and less crowded.
- Weather-dependent: The tour’s success relies on good weather; cancellations are possible.
- Value for the price: At $125, most find this experience worth every penny given the quality and intimacy.
An In-Depth Look at the Maui Kayak and Whale Watching Tour
Planning more time in Maui? We've covered other experiences worth considering.
Setting the Scene: What does the tour involve?
This 3-hour kayak adventure begins bright and early at Makena Landing Park in Kihei, around 7 a.m., giving you that peaceful morning window when the ocean is often calmer and the light is just right for photos. All necessary equipment is provided, so you don’t need to worry about bringing your gear. The small group size—up to 8 people—ensures a more relaxed, personal experience.
The Natural Beauty of Maui’s Coastline
We loved the way this tour takes you paddling through the clear waters off Maui’s coast. The scenery alone makes it worthwhile, with stunning views of the shoreline, cliffs, and lush surroundings. Gliding softly through the water, you get a different perspective than from a boat or land. You’re immersed in the environment, feeling the sea spray and hearing the sounds of nature all around.
Whale Encounters: The Heart of the Tour
From mid-December to late March, Maui transforms into a hub for humpback whales migrating from Alaska. This is prime time for whale watching, and the tour is timed perfectly for that window. Several reviews mention how spectacular it is to see whales breaching right beside your kayak or to listen to their songs echoing underwater—something many say is an emotional experience.
One reviewer even noted, “You can hear them singing without a microphone while on the kayak,” which really speaks to how close you can get. Many described their encounters as breathtaking and emotional, with one mentioning tears brought on by the whales’ proximity and displays.
The Guides: Why They Matter
The success of this tour heavily relies on the guides’ ability to find and interpret whale movements. Many reviews are glowing about Chris, highlighting his ability to locate whales efficiently and his knowledge about the animals and the local environment. One comment even called him “absolutely phenomenal,” which suggests that a knowledgeable guide truly enhances the experience.
The Experience Itself
Expect to paddle at a moderate pace, with plenty of opportunities to stop and observe the whales. While it’s physically moderate, you should have a reasonable level of fitness, as paddling and balancing in a kayak require some effort. The tour is designed to bring you close to the whales without disturbing them—an important aspect of responsible wildlife viewing.
Several reviews describe the experience as relaxing and exciting at the same time. The thrill of seeing whales so close, coupled with the serenity of paddling in calm waters, creates a unique blend of sensations. And because it’s water-level, your perspective is different from the usual boat tours—getting close to the whales without the roar of engines or crowds.
The Cost and What You Get
At $125 per person, this experience offers considerable value. Compared to boat-based whale watching, which can be pricier and sometimes more commercially crowded, this tour’s intimate setting, knowledgeable guides, and up-close encounters stand out. The reviews consistently mention how money well spent this was, especially when witnessing breaches and hearing whale songs.
Who Should Consider This Tour?
This experience is ideal for adventurers, wildlife lovers, and those wanting a personal connection with Maui’s marine life. It’s suited for travelers comfortable on the water and with a moderate level of physical activity. Since the group size is small, it’s less intimidating for those who prefer a more personal experience. However, it may not be the best fit for very young children or those with mobility issues.
Cancellation and Practical Details
Weather plays a big role here—if conditions aren’t safe or favorable, the tour might be canceled, though you’ll be offered a different date or a full refund. Booking requires some planning, as most trips are reserved about 56 days in advance. It’s a good idea to confirm your spot early, especially during peak whale season.
Final Thoughts

This kayak and whale watching trip in Maui offers a rare chance to see humpback whales from an extremely close and personal vantage point. The combination of expert guides, small group sizes, and the peaceful water environment makes for an experience that many consider a highlight of their Maui trip. The reviews confirm that it’s well worth the price—most people walk away with memories that last a lifetime.
If you’re seeking a more intimate, water-level view of Maui’s whales and coastline, and you’re comfortable with paddling, this trip will likely exceed your expectations. It’s perfect for travelers who want to connect deeply with nature, enjoy a peaceful paddle, and witness the awe-inspiring behavior of whales in their natural habitat.
Kayak and Whale Watching Tour
“This was a highlight of the week! We highly recommend taking this trip. We saw whales super close by. Chris was a great guide full of helpful know…”
Frequently Asked Questions

Is this tour suitable for beginners?
Yes, as long as you have a moderate physical fitness level. The tour involves paddling, but guides are experienced in helping all skill levels and ensuring safety.
What is the best time of year to see whales?
The tour runs from mid-December to late March, which is the peak whale season in Maui when humpback whales migrate from Alaska.
How close will I get to the whales?
Many reviews mention how close they get to the whales, often within arm’s reach. Water level paddling offers a perspective that boat tours can’t match.
What should I bring?
While the tour provides all necessary equipment, you might want to bring sunscreen, water, and a camera. Dress in comfortable, weather-appropriate clothing.
Can I hear whales singing?
Absolutely. Several reviewers mention hearing whales sing without microphones, a highlight of the experience.
What happens if the weather is bad?
The tour is weather-dependent and can be canceled if conditions aren’t safe. You’ll be offered a different date or a full refund if that happens.
This Maui kayak whale watching tour combines adventure, education, and a true connection with nature. For those ready to paddle and look a whale in the eye, it’s an experience that’s hard to beat.
More Whale Watching Tours in Maui
- TEST Ultimate Whale Watch from Lahaina
- From Maalaea: Whale Watching Tour Aboard the Quicksilver
- Kayak, Whale Watch, and Snorkel With Optional Photo and Video
- 12 Passenger Kaanapali Beach Whale Watch tour. Onboard Whale Mic
- Whale Watching Cruise with Open Bar from Ka’anapali Beach
- Eye-Level Whale or Dolphin Watching Eco-Raft Tour from Lahaina
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More Maui experiences we've covered
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- From Maalaea: Whale Watching Tour Aboard the Quicksilver
- Maui 8 line Zipline Adventure: Soar above valleys & Island views
- Turtle Town Clear Kayak & Snorkel Tour (10:30am-1pm)
- Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo
- The Maui Butterfly Farm Tour
- Sea Scooter Snorkeling Guided Tour – Wailea Beach
- Feast at Mokapu Luau in Wailea
- Polynesian Wood Carving on Maui
- West Maui Self-Guided Audio Tour
- Kayak and Whale Watching Tour
- Deluxe Orchid Lei Greeting (Maui, Kahului Airport, OGG)


