THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Paddle along Maui’s Wailea Coastline and get close to majestic humpback whales on this private kayak adventure. Experience the magic of whale watching from a unique perspective!
Paddle along Maui’s Wailea Coastline and get close to majestic humpback whales on this private kayak adventure. Experience the magic of whale watching from a unique perspective!
Verified experiences and guided adventures in the surrounding area.
Operated by Paddle On! Maui · Kihei, Hawaii
moderate.
3–4 hours.
Participants should have a moderate level of fitness, comfortable paddling for several hours and managing ocean conditions.
While we recommend having basic kayaking skills, our expert guides provide instruction and support throughout the trip.
You may spot sea turtles, dolphins, and various seabirds during your paddle along the Wailea Coastline.
We follow strict sanctuary guidelines to keep a respectful distance while still providing excellent viewing opportunities.
Bring reef-safe sunscreen, water, a hat, swimwear, and a waterproof camera if you wish to take photos.
Children over 10 years old with basic swimming skills can participate when accompanied by an adult.
Tours may be rescheduled or canceled for safety reasons. We closely monitor conditions and communicate changes promptly.
The Hawaiian Humpback Marine Mammal Sanctuary protects these whales during their annual migration from Alaska to Hawaiian waters.
Paddle On! Maui actively promotes sustainable tourism practices that minimize human impact and encourage whale habitat preservation.
Paddle On! Maui is a Kihei-based water adventure company offering guided kayak and stand-up paddleboard (SUP) excursions along the Wailea coastline. Specializing in private and family-friendly small-group outings, Paddle On! Maui leads visitors to iconic local spots such as Turtle Town and the Hawaiian Humpback Marine Mammal Sanctuary. Tours include relaxed coastal paddles, snorkeling safaris, sunrise SUP sessions, ocean yoga, and dedicated whale-watching experiences from kayaks and paddleboards. All trips are led by expert guides who prioritize safety, personalized instruction, and environmental stewardship. Equipment and briefings are provided for beginners and families, with option for Paddleboard 101 lessons and beginner-friendly coaching on SUP tours. Several private tours include professional photography, allowing guests to keep high-quality images of turtles, corals, rays, and seasonal humpback whale encounters. Paddle On! Maui’s offering highlights: - Guided kayak cruises through Turtle Town for wildlife viewing and calm paddling. - SUP snorkeling and sunrise SUP yoga combining fitness with ocean access. - Dedicated whale-watch paddles inside protected marine areas during season. The operation focuses on small groups and private bookings to ensure an attentive, relaxed experience tailored to each guest’s comfort and skill level. By operating on Maui’s Wailea coastline from Kihei, Paddle On! Maui provides convenient access to shoreline launch points and protected marine habitats. Prospective guests can expect clear safety briefings, guided navigation, and opportunities for snorkeling, wildlife observation, and photography. Paddle On! Maui’s trip options suit families, first-time paddlers, and visitors seeking intimate, nature-focused ocean adventures on Maui. Reservations are available year-round online.
Book with Paddle On! Maui