Spot Hawaiian humpbacks by paddleboard with a private guide
2 or 3 Hours
Private guide, Paddleboarding 101
Glide over coral reefs off Wailea on a private stand-up paddleboard tour. Learn the basics with Paddleboarding 101 as you search for Hawaiian humpback whales.
Available December 15 to April 1. Suitable for ages 3 and up.
Please provide 48 hours notice so the space can be filled. Cancellations within 48 hours are charged 100%.
Product ID: 86XWGD
Makena Landing - Wailea/Makena
Peg stands out as the heart of these tours, consistently praised for her patience, professionalism, and ability to tailor instruction to different skill levels. Reviewers repeatedly mention how she made nervous beginners feel comfortable and helped everyone from kids to anxious adults get up on paddleboards successfully. Beyond the excellent teaching, guests appreciate her thorough safety orientation, the stunning photos she captures during tours, and her helpful recommendations for restaurants and local activities. Other guides like Chris, Stephie, and Brittany also receive glowing mentions for their expertise and warm approach. The turtle sightings during snorkeling portions seem to be a regular highlight, along with occasional encounters with whales, dolphins, and even monk seals depending on the season. Families especially rave about the private tour format, which allows guides to work at everyone's pace without the pressure of keeping up with a larger group. One particularly touching review highlighted how accommodating the team was with a special needs family member, demonstrating genuine flexibility and understanding. The early morning time slots appear particularly magical, with calmer waters and better conditions for both paddling and wildlife viewing.
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water. They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish. One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come. Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels. We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.
David Maron
July 16, 2026
Wonderful time with the family and awesome staff! Our family, along with my sister's family, had an absolutely wonderful experience with Peg, Johnny, and Brittany during our paddleboarding adventure in Maui. From the moment we arrived, they were incredibly welcoming, patient, and enthusiastic, making everyone feel comfortable and confident on the water. They did an outstanding job teaching us how to paddleboard on the beautiful, warm waters of Maui. The entire experience was filled with laughter, fun, and unforgettable memories. As an added bonus, they brought snorkeling gear, and we had the opportunity to explore beneath the surface, where we were lucky enough to see several sea turtles and a variety of colorful tropical fish. One of the highlights was that their team took numerous photos throughout the experience, capturing so many special moments that we'll cherish for years to come. Peg, Johnny, and Brittany were not only exceptionally knowledgeable and informative but also outstanding instructors who genuinely cared about making sure everyone had a great time. Their positive attitudes and encouragement made the experience enjoyable for all ages and skill levels. We can't wait to do this again on a future trip to Maui and highly recommend them to anyone looking to learn a new skill while creating lasting memories in one of the most beautiful places in the world.
David Maron
July 16, 2026
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