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%.
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.
We had the best experience with Peg! Morning was perfect with sunshine, being on the water, and seeing turtles! Peg was a great teacher for beginner paddle boarders and took great pictures. Couldn’t recommend anyone better for a great paddle board experience in Maui.
Nicole Martin
May 18, 2026
We had the best experience with Peg! Morning was perfect with sunshine, being on the water, and seeing turtles! Peg was a great teacher for beginner paddle boarders and took great pictures. Couldn’t recommend anyone better for a great paddle board experience in Maui.
Nicole Martin
May 18, 2026