If you’re looking for a truly unique way to see Humpback Whales while in Maui, this Private Paddleboard Whale Watch might just be your best bet. Imagine gliding quietly along the crystal-clear waters of the Wailea-Makena Coastline, feeling the ocean beneath you, and catching sight of these majestic mammals up close. It’s an experience that combines adventure, serenity, and a touch of nature’s magic—all in one go.
What we love about this tour is how personalized it is. Because it’s a private experience, you can go at your own pace—whether you’re a seasoned paddler or trying it out for the first time. Plus, the tour includes a lesson for beginners, so no worries if you’re new to paddleboarding. The second thing that stands out is the focus on eco-conscious, small-footprint tourism. It’s clear the guides care deeply about sharing their love of the ocean while respecting the environment.
Of course, there’s one consideration to keep in mind: this experience involves being on the water, so a moderate level of physical fitness is recommended. If you’re not comfortable with balance or physical activity, it might be a bit of a challenge. But overall, this tour invites anyone eager for a peaceful, up-close whale-viewing outing that’s both fun and environmentally respectful.
This experience suits travelers who enjoy outdoor adventures, are curious about marine life, and prefer small, private tours over busy group excursions. It’s especially good if you want a memorable, scenic encounter with Maui’s whales, away from crowds.
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome
“Fun time paddle boarding with Brittany. She is a great instructor and gave us a lot of Hawaiian history. Enjoyed it so much!”
Key Points

- Private and Customizable: The entire tour is tailored to your skill level and pace, making it accessible for beginners and seasoned paddlers alike.
- Close Whale Encounters: Paddleboarding offers a more intimate view of Maui’s humpbacks than a boat tour, giving you the chance to see whales up close.
- Educational and Personal: Guides include Hawaiian history and offer personalized instruction, enriching the experience.
- Eco-Friendly Focus: The tour emphasizes environmentally responsible practices, keeping a small footprint on Maui’s delicate marine ecosystem.
- Duration and Convenience: At around 2 hours, it’s a manageable half-day adventure with a convenient meeting point in Kihei.
- Highly Rated: All reviews rated the experience 5 out of 5, emphasizing the knowledgeable guides and stunning views.
Starting Point and Meeting Logistics
The tour kicks off at 20 Makena Alanui in Kihei. This location is accessible and near public transportation, which makes it easier to plan your trip. Since your tour ends right back at the starting point, you won’t have to worry about additional transportation arrangements.
The Duration and Structure
The whole experience runs approximately 2 hours, giving you plenty of time to enjoy paddling and whale spotting without feeling rushed. Your guide will start with a lesson—perfect for beginners—and then proceed to navigate along the Wailea-Makena Coastline, part of the Hawaiian Humpback Marine Mammal Sanctuary.
Whale Watching from a Paddleboard
What’s so special about whale watching on a paddleboard? For starters, it’s incredibly close. Unlike boat tours, this approach allows you to feel like a part of the ocean rather than just observing from afar. The quiet and stability of paddleboarding means whales can approach more comfortably, and you get to see them in their natural habitat, often surfacing and breaching nearby.
The Experience of Paddling in Maui’s Calm Waters
Many reviewers have noted how fun and relaxing paddling is with a good instructor by your side. As one reviewer mentioned, “Fun time paddle boarding with Brittany. She is a great instructor and gave us a lot of Hawaiian history. Enjoyed it so much.” Even if you’re new to paddleboarding, the guide’s personalized attention ensures you’re comfortable before heading out.
Wildlife Encounters and Scenic Views
The Wailea-Makena Coastline offers pristine waters and scenic vistas. Expect to see not just whales but also a variety of marine life and beautiful coastal scenery. Watching these giants breach or spyhopping nearby is awe-inspiring.
The Guides and Their Knowledge
Guides are passionate about the ocean and its creatures. Their knowledge, including Hawaiian history, adds depth and context to the experience. It’s clear from reviews that guides like Brittany do a great job at making the tour both educational and enjoyable.
Cost Analysis
At $189 per person, this tour isn’t the cheapest option for whale watching in Maui. But given it’s a private tour, the personalized attention, expert guidance, and the chance to paddle with whales up close add a lot of value. It’s a unique experience you’re unlikely to find on larger, group tours that often focus on boat-based whale watching.
Environmental and Safety Considerations
The tour’s focus on eco-consciousness is a plus. You’re paddling in a protected marine sanctuary, and the guides are committed to keeping the footprint small. Safety is also prioritized—especially with beginners—since the guides include lessons and presumably monitor conditions closely.
Weather Dependency
Like all outdoor activities, this tour is weather-dependent. If the weather takes a turn for the worse, the activity might be canceled. Luckily, the policy is flexible, offering full refunds or rescheduling if needed.
Who This Tour is Perfect For
This adventure suits those who love outdoor activities, are comfortable with moderate physical exertion, and are interested in a more intimate whale-watching experience. It’s ideal for travelers who want to avoid large crowds and prefer a blend of adventure, education, and wildlife observation.
Itinerary Breakdown
The tour begins with a personalized lesson on paddleboarding, perfect for beginners or those who want a refresher. The guide will assess your comfort level and help you get into the rhythm of paddling. Once underway, you’ll glide along the coast, keeping a lookout for whales in the sanctuary waters.
The guides are known for their knowledgeable approach, sharing Hawaiian history and marine facts. This enriches the experience beyond just whale watching, turning it into an educational adventure.
Whale Encounters and Viewing Tips
During the tour, you’ll be on the lookout for surfacing whales. As noted in reviews, many are close enough to see breaches and spyhops without binoculars. The peaceful nature of paddleboarding means you can quietly observe without startling the animals, and the guides are skilled at positioning the group for optimal sightings.
The Sound of the Ocean
One of the best parts is simply being on the water, hearing the waves and feeling the gentle sway of your board. It’s a calming experience, even if you’re paddling against a slight breeze, and it enhances the sense of connection with nature.
The Personal Touch
Because it’s a private tour, your group can set the pace—whether you want to paddle more or take breaks to rest and take photos. The guides are attentive and flexible, making sure everyone is comfortable and having a good time.
This Private Paddleboard Whale Watch in Maui offers an exceptional blend of adventure, wildlife viewing, and personal attention. If you’re someone who appreciates smaller, eco-conscious tours with knowledgeable guides and a relaxed pace, this experience is perfect. It’s especially suited for those who want to see whales in their natural environment and enjoy the ocean from a different perspective.
Travelers with moderate physical fitness will get the most out of it, but beginners shouldn’t worry—lessons are included, and the guides are experienced. It’s a quieter, more intimate alternative to traditional boat tours, with the bonus of being environmentally friendly.
While the cost is on the higher side, the personalized experience, up-close whale encounters, and the scenic beauty of Maui’s coastline make it a worthwhile investment for a memorable day on the water.
- Is this tour suitable for beginners? Yes, the tour includes a lesson, so beginners are very welcome. The guides are experienced at helping first-timers get comfortable on the paddleboard.
- How long is the tour? It lasts about 2 hours, offering enough time to paddle, relax, and enjoy whale sightings without it feeling too long.
- Where does the tour start and end? It begins at 20 Makena Alanui in Kihei and ends back at the same spot, making logistics straightforward.
- What is the price? The tour costs $189 per person, which includes the private, customized experience and instruction.
- What should I wear or bring? Bring swimwear, a towel, and sunscreen. The tour provider may supply life jackets and paddles, but check beforehand.
- What if the weather is bad? If weather conditions are poor, the tour may be canceled, but you’ll be offered a different date or a full refund.
Whether you’re chasing a once-in-a-lifetime whale sighting or after a peaceful day on the water, this paddleboard tour in Maui offers a rare chance to connect with nature in a personal and respectful way. It’s an experience that combines the thrill of wildlife encounters with the tranquility of paddling in Maui’s pristine waters.
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