Maui Luxury & Special Occasions

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Maui Activities

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Sound of the Ocean Whale Watch Sail
5.0 (1)

Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$164
Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour
4.7 (70)

Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour

Take an adventure and experience an important part of Hawaiian history on this 1-hour canoe tour in Maui. Paddle a traditional Hawaiian outrigger canoe while...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (70)
from
$155
Maui Pineapple Planting Experience
5.0 (3)

Maui Pineapple Planting Experience

Step into the heart of Hawai‘i’s pineapple heritage with the Pineapple Planting Experience—a hands-on, educational tour designed for those who want to dig deeper. Suit...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$152
Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach
4.9 (72)

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

The Maui South Shore Kayak and Snorkel Tour combines an enjoyable lengthy paddle along the beautiful Makena coastline with a snorkeling adventure of a lifetime!...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (72)
from
$151
Private Guided Waterfall Hike Rainforest Adventure
5.0 (4)

Private Guided Waterfall Hike Rainforest Adventure

This is a waterfall hike you don't want to miss. It is a moderate hike in difficulty but you will be blown away by the...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (4)
from
$150
Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
4.6 (644)

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (644)
from
$150
Exceptional Maui Whale Watch
5.0 (4)

Exceptional Maui Whale Watch

Spend more time with the whales, on our 2 1/2 hour whale watch, aboard Maui's ONLY air conditioned, luxury power catamaran. We are a family...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (4)
from
$148
Waterfall, Rainforest, Chocolate Tour & Historical Sites
4.7 (169)

Waterfall, Rainforest, Chocolate Tour & Historical Sites

"VOTED BEST OF MAUI" Fun Easy Mini Waterfall hike, Chocolate Tour, Rainforest Adventure & Ancient Historical Sites at "The Legendary Kings Gardens Maui" * See...

2 hours
2 hours
2 hours
4.7 (169)
from
$148
Deluxe Whale Watching Sail on Maui
Likely to Sell Out
Likely to Sell Out
4.8 (60)

Deluxe Whale Watching Sail on Maui

This special three-hour informative and fun whalewatch is led by a team of Pacific Whale Foundation’s certified Marine Naturalists and Marine Biologists, who explain and...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (60)
from
$148
Haleakala Express Self-Guided Bike Tour with Bike Maui
4.7 (269)

Haleakala Express Self-Guided Bike Tour with Bike Maui

For those who prefer to just go cruising down the slopes and switchbacks of the volcano, our Haleakala Express tour is the best bet. Guests...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.7 (269)
from
$146
Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level
4.7 (92)

Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level

The Haleakala Day Journey has been one of the most popular bike tours offered at Maui Mountain Riders for over 30 years. The tour begins...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.7 (92)
from
$145
Maui Atlantis Submarine Adventure
4.8 (798)

Maui Atlantis Submarine Adventure

All riders must be 36 inches or taller to participate/ride submarine. Dive 100 feet below the surface and experience Maui’s marine treasures off beautiful Lahaina...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (798)
from
$144
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
4.8 (33)

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.8 (33)
from
$143
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
4.8 (90)

1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle

The First Beautiful "WATERFALL" On The Road To Hana! Jungle chocolate tour & Royal Historical Sites "Voted Best Of Maui, "The Kings Gardens Maui" *...

2 hours
2 hours
2 hours
4.8 (90)
from
$140
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
4.4 (791)

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (791)
from
$140
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
4.9 (528)

Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders

For over 25 years Maui Sunriders Bike Company has been offering the Self-Guided Haleakala Downhill Bike Tour on Maui. We're the only bike tour on...

4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4.9 (528)
from
$139

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
It was amazing and would...
New York City
Maui Atlantis Submarine Adventure
Barbara_C, Sep 2026
It was amazing and would...
It was amazing and would do it again. Calvin was great and was very knowledgeable. Great experience.
Read more
Best activity in Maui
New York City
Maui Atlantis Submarine Adventure
Michael_M, Sep 2026
Best activity in Maui
I was impressed by how friendly and knowledgable the team was! The whole experience was the best thing I did in Maui, the boat trip to the submarine had the best scenes, the guide was funny and knew everything, the submarine tour was a great experience especially watching the fish and sunken ship. I would do it again and gain
Read more
Thrill Seeker Adventure
New York City
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Adrian_R, Sep 2026
Thrill Seeker Adventure
This was exhilarating, highlight of our trip to Maui. Bike guide was very knowledgeable and entertaining.
Read more
Maui Gold Pineapple Super Yummy
New York City
Maui Pineapple Planting Experience
JuliaJules829, Sep 2026
Maui Gold Pineapple Super Yummy
***I took the Maui Pineapple Tour: The Planting Experience in September 2026, and it was fantastic! Our guide, Rudy, was excellent. I loved learning about the history of the Maui Gold plantation and tasting fresh pineapple straight from the field. ***A few essential tips: Wear dark-colored tops, long socks, and non-slip rubber-soled shoes—it gets very rainy, windy, and slippery out there, so you will get dirty! Bringing a towel and a wide-brimmed farmer hat is also a must.
Read more
Highly Recommend
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
Dot_S, Sep 2026
Highly Recommend
What a great excursion. Not only did we see tons and tons of fish, but the crew was truly exceptional. They were all very knowledgeable and helpful with anything you might need. The food was amazing. Great fish and pork tacos with all the trimmings along with hotdogs. I would absolutely recommend this if you wanna have a good time with a fantastic crew!!
Read more
Windy but wonderful
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Raymond_S, Sep 2026
Windy but wonderful
The food was great. We all had different things and everyone had great things to say about their food. (Have the ribs) The servers were very attentive and the drinks were strong and yet tasty!
Read more
Sunset Cruise
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Janet_S, Sep 2026
Sunset Cruise
Staff was very friendly and always on the ready. Seeing the sunset while having my prime rib was great. Food and drinks were good.
Read more
Wonderful experience!
New York City
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Road194716, Aug 2026
Wonderful experience!
Wonderful bike ride! Enjoyed the views and seeing the towns along the way. Our guides were amazing-very helpful and provided a lot of information about the area.
Read more
The BEST host!
New York City
Waterfall, Rainforest, Chocolate Tour & Historical Sites
Patina_G, Aug 2026
The BEST host!
Arjuna truly exceeded our expectations on this tour! He was so knowledgeable about the forest and the plants. The chocolate was the best part! He contributed to us feeling safe in an unknown area, he is truly the BEST! I would recommend this tour to anyone as long as Arjuna is leading it!
Read more
A great afternoon activity.
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
NCfamilytraveler, Aug 2026
A great afternoon activity.
If you are not an early-morning person, then book this shorter afternoon tour instead.The boat was clean. The crew was friendly and helpful.The non-swimmers enjoyed seeing fish through the glass panels at the bottom of the boat.The taco bar was delicious.
Read more
Safe, Scenic, and So Much Fun!
New York City
Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level
R3678IUjennifere, Jul 2026
Safe, Scenic, and So Much Fun!
Our Hawaiian downhill bike tour was a highlight of our trip! Joe was an outstanding guide—kind, safety-conscious, and happy to let our group set a comfortable pace. The ride was beautiful, fun, and unforgettable. Highly recommend!
Read more
What a fun and relaxing...
New York City
From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Italo_T, Jul 2026
What a fun and relaxing...
What a fun and relaxing dinner. The crew and atmosphere were amazing. The live music and food made this a perfect evening
Read more
Great guide
New York City
Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour
Mimi_G, Jul 2026
Great guide
Jesse was a fantastic guide, very knowledgeable about cultural and geographical history of the area, oceanography etc. Saw only one sea turtle but it was huge and beautiful, swam under our canoe and came up to surface to say hello!
Read more
Great Excursion!
New York City
Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour
Vida405, Jul 2026
Great Excursion!
This was a last minute excursion. Alex was a great outrigger skipper! We saw quite a few green sea turtles! He was very informative and we had a blast! We had our 12 year old that loved it!
Read more
Family fun
New York City
Haleakala Express Self-Guided Bike Tour with Bike Maui
FarAway54814, Jun 2026
Family fun
Awesome! Very personal and family friendly.
Read more
An unexpected gem.
New York City
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
FarAway61967531416, Jun 2026
An unexpected gem.
Jojos makes this trip informative and interesting. We did not know what to expect but had a wonderful time. He really looks after you.
Read more
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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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