Maui Luxury & Special Occasions

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Maui Activities

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Calendar

Perfect Customized Day on Maui with Private Tour Guide
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Perfect Customized Day on Maui with Private Tour Guide

Design your perfect day on Maui with a knowledgeable private guide and a comfortable, air-conditioned SUV reserved for your group. Choose the places and pace...

1 to 8 hours • Hotel pickup offered • Free Cancellation
1 to 8 hours • Hotel pickup offered • Free Cancellation
1 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$195
Epic Surf Safari - Best of Maui
5.0 (4)

Epic Surf Safari - Best of Maui

This tour can be done on any hour, just message us and we will accommodate you! Our surf guides are out of this world, EPIC....

2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
5.0 (4)
from
$195
Lanai Snorkeling Half Day with Sea Scooter
Likely to Sell Out
Likely to Sell Out
5.0 (8)

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity...

4 hours 15 minutes • Free Cancellation
4 hours 15 minutes • Free Cancellation
4 hours 15 minutes • Free Cancellation
5.0 (8)
from
$193
Maui Sunset Dinner Cruise & Whale Watch
4.7 (503)

Maui Sunset Dinner Cruise & Whale Watch

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (503)
from
$189
Road To Hana Black Sand Beach Waterfalls & Turtles Tour
4.4 (550)

Road To Hana Black Sand Beach Waterfalls & Turtles Tour

This tour consists of a series of well packed beautiful events, all combined to give you the most fulfilling adventure experience that fills your Soul!...

6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
4.4 (550)
from
$187
Lanai Snorkel and Dolphin Watch from Maui
4.6 (219)

Lanai Snorkel and Dolphin Watch from Maui

Snorkel off the island of Lana’i and watch dolphins in the wild all in one trip. You'll discover why Lana’i has been rated one of...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.6 (219)
from
$181
Honolua Snorkel Sail from Lahaina
5.0 (58)

Honolua Snorkel Sail from Lahaina

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way,...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (58)
from
$181
Halfway to Hana Adventure
5.0 (5)

Halfway to Hana Adventure

Our Halfway to Hāna Adventure is a half-day tour that takes you partway along the Road to Hāna, offering waterfalls, rainforest scenery, and coastal views...

6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$180
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
4.8 (1,011)

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (1,011)
from
$180
Epic Waterfall Adventure, the Best of Maui
4.9 (346)

Epic Waterfall Adventure, the Best of Maui

Only tour company on Maui that offers optional cliff jumping into Waterfalls, go pro photography, and videography! This personalized experience is great for nature lovers...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (346)
from
$179
Maui Magical Waterfall and Jungle Tour: Road to Hana
4.8 (140)

Maui Magical Waterfall and Jungle Tour: Road to Hana

I have been living on the island for a total of 25 years. I am a NAI Certified Guide with over 500 tours on Maui....

5 hours 30 minutes • Free Cancellation
5 hours 30 minutes • Free Cancellation
5 hours 30 minutes • Free Cancellation
4.8 (140)
from
$179
Award-winning Dinner Cruise: Four Course Dining Experience
Likely to Sell Out
Likely to Sell Out
4.4 (379)

Award-winning Dinner Cruise: Four Course Dining Experience

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.4 (379)
from
$170
Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay
4.9 (46)

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Explore the Amazing West Maui underwater world during your Eco- Friendly Yamaha 350LI Sea Scooter Guided Tour. Rated the 10 Top snorkel beaches on Maui...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (46)
from
$169
Maui: Coast of Ka'anapali Beach Sunset Dinner Sail
Likely to Sell Out
Likely to Sell Out
4.7 (218)

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (218)
from
$168
Maui Sunset Dinner Cruise - A Hawaiian Hula Experience
4.6 (735)

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (735)
from
$168
Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level
4.5 (58)

Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level

A more affordable option to our often sold out sunrise tour, the Pre-Dawn tour offers the same beautiful colors of the sunrise from the outside...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.5 (58)
from
$165

Frequently Asked Questions

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

Recent activity reviews
Must do bucket list item
New York City
Epic Waterfall Adventure, the Best of Maui
Elizabeth_B, Sep 2026
Must do bucket list item
Wonderful experience Sirena was amazing such an uplifting energetic personality. Loved that she did pics and videos for us. Highly recommend closed shoes for experience. So much better than we expected. Everything is so amazing and breathtaking.
Read more
Superb sail
New York City
Lanai Snorkel and Dolphin Watch from Maui
cphoenix2016, Sep 2026
Superb sail
Crew and captain were extremely professional, and the catamaran was beautiful. While we couldn't go to Lanai due to weather conditions(pending hurricane), the captain took us to a safe location to snorkel. As an added bonus, we were "up close and personal" to MANY dolphins going to the sight and returning back. They swam directly under and beside the boat. Incredible!
Read more
SeaMaui dinner cruise
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
joelaI1580PE, Sep 2026
SeaMaui dinner cruise
Great time. Helpful crew. Good food. Amazing sunset.
Read more
Amazing and genuine experience!
New York City
Epic Waterfall Adventure, the Best of Maui
Andrea_H, Sep 2026
Amazing and genuine experience!
Lauren was the absolute BEST tour guide we could have asked for! From the moment we met her, she was incredibly personable, welcoming, and made us feel completely at ease. She kept us engaged, entertained, and laughing throughout the entire experience.Lauren is extremely knowledgeable and shared so much fascinating history, along with fun stories and little details that made the tour even more memorable. My husband tends to avoid tours because he’s what I lovingly call a “Lone Ranger,” so I was especially impressed by how much he enjoyed the experience. He was genuinely impressed by Lauren’s professionalism, knowledge, and personality!I would highly recommend this tour to anyone, and I would absolutely book another tour with Lauren in the future. She truly made our experience unforgettable!
Read more
Great experience
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
G6203WFdalel, Sep 2026
Great experience
“This trip was absolutely fantastic. The food was amazing, and the crew did an outstanding job. The ride was incredibly smooth, and getting on and off the boat was easy—even for two people in their 60s. We truly had a wonderful experience.”
Read more
Sunset Sailing
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Relax628076, Sep 2026
Sunset Sailing
This was such a wonderful experience! The dinner was great and the crew was even better! We took my almost 3 year old and she had such a wonderful time. The captain let her steer and made her feel so included. We had the best time and would highly recommend!
Read more
Great experience!
New York City
Maui: Coast of Ka’anapali Beach Sunset Dinner Sail
sharonlwrites, Sep 2026
Great experience!
Fantastic casual-dinner cruise! The staff were incredibly friendly and helpful. I’m a vegetarian so I wasn’t sure if there would be food I could eat, but the buffet provided plenty of options. The grilled chicken my family ate was reported as great. It was a misty evening which provided bits of rain, unbelievable sunset, and multiple rainbows. Note - you leave your shoes behind (true of all boats) and you will get wet getting on board (also true of boats).
Read more
Tour of Maui
New York City
Perfect Customized Day on Maui with Private Tour Guide
BoardingPass777202, Aug 2026
Tour of Maui
Our guide Ellie was amazing , informative & fun! We really enjoyed our all day trip in Maui with her! I really appreciated her response before tour & catering to what we wanted to do!
Read more
A memorable Road to Hana family experience
New York City
Maui Magical Waterfall and Jungle Tour: Road to Hana
M843ARandrewp, Aug 2026
A memorable Road to Hana family experience
Erik and his dad were fantastic.Erik was knowledgeable and informative without ever being overbearing, giving us a great history of Maui while weaving in his own experiences and stories from the island. It felt natural and conversational rather than like a scripted tour.His dad, who is 84, was an unexpected highlight. He is funny, full of stories, and definitely has the gift of gab. The two of them together gave the day a really personal feel that you just wouldn’t get driving the Road to Hana on your own.The beautiful stops obviously speak for themselves, but having Erik and his dad provide the history, stories and local perspective along the way made the experience that much better.Our whole family had a great time. Highly recommend.
Read more
A memorable Road to Hana family experience
New York City
Maui Magical Waterfall and Jungle Tour: Road to Hana
Andrew_P, Aug 2026
A memorable Road to Hana family experience
Erik and his dad were fantastic.Erik was knowledgeable and informative without ever being overbearing, giving us a great history of Maui while weaving in his own experiences and stories from the island. It felt natural and conversational rather than like a scripted tour.His dad, who is 84, was an unexpected highlight. He is funny, full of stories, and definitely has the gift of gab. The two of them together gave the day a really personal feel that you just wouldn’t get driving the Road to Hana on your own.The beautiful stops obviously speak for themselves, but having Erik and his dad provide the history, stories and local perspective along the way made the experience that much better.Our whole family had a great time. Highly recommend.
Read more
A beautiful experience...
New York City
Maui: Coast of Ka’anapali Beach Sunset Dinner Sail
Kendra_T, Aug 2026
A beautiful experience...
A beautiful experience all the way around! The crew was amazing, the dinner delicious, and the sailing experience provided spectacular views of the shoreline, ocean, and sunset! Highly recommend this activity—you won’t be disappointed!
Read more
Amazing
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
607laceyv, Aug 2026
Amazing
Great staff, very friendly and welcoming. Big shout out to mckenna
Read more
Surfing lessons with dolphins!
New York City
Lanai Snorkel and Dolphin Watch from Maui
jefedh, Aug 2026
Surfing lessons with dolphins!
No time share presentation! LOL Great crew. The education obtained on the outing was outstanding. A great blend of adventure, education, fun and socializing!
Read more
pride of Maui Sinset Dinner Cruise
New York City
Maui Sunset Dinner Cruise – A Hawaiian Hula Experience
Amy_V, Aug 2026
pride of Maui Sinset Dinner Cruise
The experience was delightful and captured what we want to achieve. Yoder the beautiful sunset. The brief entertainment was satisfactory and the crew was professional with captain providing adequate safety information and expectations.
Read more
Beautiful cruise. Very...
New York City
Maui Sunset Dinner Cruise – A Hawaiian Hula Experience
Roshni_M, Aug 2026
Beautiful cruise. Very...
Beautiful cruise. Very friendly staff and good eats and drinks. A nice experience for friends or family
Read more
Make sure you bring a...
New York City
Road To Hana Black Sand Beach Waterfalls & Turtles Tour
Joseph_J, Aug 2026
Make sure you bring a...
Make sure you bring a changes of clothes & shoes. Have fun and laugh. The beach is small and rocky but the views are outstanding
Read more
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Lowest Price Guarantee

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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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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
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