Top picks for Wailea Experiences

Discover 16 Experiences in Wailea on Trip.com, updated January 17, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From SGD 43.55 per person, with an average total of SGD 208.57. Choose the option that suits your plan.

With 4.466k verified reviews, Experiences Wailea boast an average rating of 4.8.

This week's most popular Experiences: "Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo", with 842 reviews and a 4.4 rating.

Now on Trip.com: " Private Beginner Paddleboard Lesson with Snorkel in Turtle Town", a 2-hour adventure in Wailea!

The next available day tour departs on January 18, 2026. Book now to secure your spot!

Wailea Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!

75% of Wailea Experiences now offer English-speaking guides

January is perfect for visiting Wailea! Choose from Experiences available day tours, including seasonal hits like Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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16 results for Wailea Experiences

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Reviews/Trip Moments

Reviews: Private Beginner Paddleboard Lesson with Snorkel in Turtle Town
Guest User2024-10-19
I honestly cannot say enough about Paddle On! My bestie and I were celebrating our 50th birthdays with a girls' trip so wanted to try something new! Peg, the owner, was a stellar teacher for the two of us, who are, admittedly, not the most graceful and coordinated gals! She started with a lesson on the beach and then we paddled into the crystal clear Pacific. We both stood up on the first try with Peg's instruction, patience, and encouragement!!! It's harder than it looks, and we ended up in the water more than once but got back up every single time. It didn't matter that we fell off, the water was PERFECT! Midway through, we rafted up and Peg had the most lovely and thoughtful birthday toast on the water. After, we snorkeled for a bit. We saw countless fish, several turtles and even a ray!!! She took amazing pictures throughout which was incredible considering we were first-timers and a bit unsteady. After paddling back to the beach, Peg told us about the area. She sent us a carefully cultivated list of places to eat, drink, and celebrate. We took her advice and we were not disappointed. She knows her stuff!!!! I honestly feel like I've made a friend on Maui and I cannot wait to come back and Paddle On! with Peg again!
Reviews: Maui Whale-Watching Tour by Raft from Kihei
Guest User2025-02-28
Captain Dani and Josh were so knowledgeable and nice. We loved our experience. It was a smaller boat so you felt like it was a personal tour. We saw a lot of whales, including a baby calf “playing”. I would highly recommend using them!
Reviews: Maui: Feast at Mokapu Farm-to-Table Luau in Wailea
Guest User2024-10-10
Gorgeous venue! Drinks and food were delicious. Loved that the food was served to our table and not buffet style. Our server Dani was fabulous, super friendly and attentive. Even offered to bring out chicken tenders and fries for our younger kiddos! Our whole family really enjoyed the music and entertainment, they even had “tattoo” stamp station and a complimentary photographer. This was the 3rd luau I’ve been to and was by far the best!
Reviews: Eco-Raft Tour: Eye-Level Whale or Dolphin Watching from Lahaina
Guest User2024-04-19
Whata great experience! Captain Jack and Jen were awesome..sea turtle and whale sighting w/in minutes of leaving the dock! Highly recommend..!!
Reviews: Molokini and Turtle Town Snorkel Adventure aboard Pride of Maui
Guest User2025-08-18
We had a great time. They had lots of flotation devices, the food was delicious (I’m gf and they were very accommodating), the people were very relaxed and the snorkeling was nice:) Not as many fish as off some of the reefs we snorkeled at on our own, but still a wonderful time. I recommend floating and not swimming around because you’ll see more fish:)
Reviews: Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo
Guest User2024-07-10
My family and I really enjoyed this experience and the crew was amazing. We saw and received everything that was mentioned to us when booking. I have already recommended this place to my friends, family and even strangers asking what we have done on the island so far. Thank you Rich,Brannen, Ana and Josh for an experience that my kids and I will treasure. We will be back
Best Contact Center 2024 - Bronze
Best Contact Center 2024 - Bronze