Best 383 things to do in Wailea, HI

Mark a special occasion with a Paddleboard 101 lesson and personalized ocean blessing in Wailea/Makena

Customize your SUP yoga practice with a certified instructor and a beginner lesson included

Cruise Maui with pedal assist and 25–45 mile range, helmet and lock included

Tandem paragliding from 6,500 feet with a USHPA-certified instructor

Hike 1,000 ft up Mount Haleakala, then fly tandem back down

Dive Maui’s less-visited sites on a 2-tank Wild Card charter

Deep wreck dive on the Carthaginian II with a second West Maui reef dive

Dive two historic sites with macro life, ideal for certified divers seeking something different

Tackle Molokini’s Backwall with a second dive site for advanced, recent divers

Enjoy an uncrowded sunset whale watch with experienced guides

See humpback whales from a stable catamaran with expert narration and hydrophone audio

An afternoon charter with two reef dives and time to enjoy your morning

Fish Maui’s bottom grounds on a private charter with captain and crew

Bottom fish in a small group with bait and tackle provided

Cruise Maʻalaea Harbor on a private humpback whale watch for up to 13 guests

Sail a private catamaran whale watch from Ma‘alaea Harbor with hydrophone listening

Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening

Experience up-close whale behavior on a small-group, ultra-stable 60 ft Super Raft in Maui’s humpback sanctuary

Book a private 6- or 8-hour sport fishing charter for up to 6 guests

Enjoy premium appetizers and whale facts while spotting humpbacks at sunset

Join a small-group whale watch with a Certified Marine Naturalist in Ma’alaea

Cruise Ma'alaea Harbor with marine naturalists and listen for humpback whale songs

Enjoy Maui sunset with appetizers, drinks, and naturalist-led whale watching in season

Cruise Maui’s coast at sunset with a tableside dinner and humpback whale focus