
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 9 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome worth booking?
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome is a 2-hour experience in Maui, United States, from $189 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.9/5 rating across 9 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 4.9/5 (9)
- Duration
- 2 hours
- From
- $189 per person
Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most unique way to see Humpback Whales in Maui. Up close and personal
What you get
About this experience
Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most unique way to see Humpback Whales in Maui. Up close and personal. We lead all of our Private Tours with our hearts so we can share our love of the Ocean with you and your family with a small footprint/eco conscious, ocean loving way.
What's included
Included
- Use of snorkeling equipment
Where it starts and ends
Meeting point
Maui
We will be calling you the night before your Tour to Confirm your Private Whale Watch with some last minute details... Look for a 908 area code...(New Jersey). Look forward to paddling with you!
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
We will be calling you the night before your Tour to Confirm your Private Whale Watch with some last minute details... Look for a 908 area code...(New Jersey). Look forward to paddling with you!
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 10 travelers per booking
- Operated by
- Paddle On! Maui Private Tours
Know before you go
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Photos






What travelers are saying
Outty’s summary of the themes that recur across 9 traveler reviews. Written by us, not quoted from reviewers.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
9 verified traveler reviews for Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome. Ratings and reviews provided by Viator and Tripadvisor.
Very good
Everything was great; we really enjoyed it.
via Tripadvisor (translated)
Up close personal coonection with humpback whales on SUP!
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water. I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
via Tripadvisor
Awesome paddling!
Fun time paddle boarding with Brittany. She is a great instructor and gave us a lot of Hawaiian history. Enjoyed it so much!
via Viator
Highly Recommend!
Very personal and relaxed. We were beginners to paddle board and our guide did an excellent job at teaching the basics. We saw whales up close and personal! It was an amazing experience!
via Viator
One of a kind paddleboard tour of Maui
Peg was an incredible tour guide who took great care of us and ensured we had a safe and wonderful experience! From seeing whales to snorkeling in the perfect location it was more than we expected. Peg runs an amazing operation that caters to your specific needs and ensures a good time had by all. Definitely the highlight on our recent family trip to Maui.
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 3
- Verdict
- Worth a Look
Why this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Maui.
How much does Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome cost?
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Prices start at $189 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Maui usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Maui is not rushed.
Is Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome worth it?
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It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.9/5 across 9 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Maui, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Maui can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Maui and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Maui within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Maui?
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Maui's three signature days are the Hana road, the Haleakala summit sunrise and the Molokini snorkel sail, and all three are logistics problems as much as experiences. Sunrise summit entry is permit-controlled, Hana is a ten-hour driving day, and Molokini boats vary wildly in size. Our ranking rewards operators who handle permits and keep boat capacity low. On Outty we rank every Maui experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Molokini Crater + South Maui Coast Adventure from Kihei, Maui, Maui: VIP Private Road to Hana Tour with Pick Up, Road to Hana Adventure Maui Tour with Lunch. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Maui?
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April to May and September to October. Whale season runs December to April. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Maui?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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