Maui Luxury & Special Occasions

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Maui Activities

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Maui Historical Island Tour in a Stretch Limousine
4.8 (63)

Maui Historical Island Tour in a Stretch Limousine

We are a local company from Lahaina. We have 2 white stretch limousine that can fit up to 14 passengers. We offer a flexible day...

4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4.8 (63)
from
$200
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
5.0 (813)

Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!

Enjoy Maui’s ONLY PRIVATE Air Tour and Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui...

80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
80 to 90 minutes • Free Cancellation
5.0 (813)
from
$536
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
5.0 (595)

Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!

Maui’s ONLY *PRIVATE* Air Tour is Cool Hawaii #1 Ranked Outdoor Activity on Maui! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (595)
from
$380
Rainforest Tour to Hana and Beyond
4.8 (880)

Rainforest Tour to Hana and Beyond

Hāna and Beyond is a family-owned and operated tour company rooted in Hawaiian heritage. With us, you'll delve into our home, uncovering its rich history,...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (880)
from
$210
5 Hour Molokini Snorkel & Turtle Tour in Maui
Likely to Sell Out
Likely to Sell Out
5.0 (208)

5 Hour Molokini Snorkel & Turtle Tour in Maui

Maui Snorkel Charters has been perfecting the Maui Snorkeling experience since 2010. If there is any question you'd like to ask, don't hesitate to call...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (208)
from
$219
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
Unlimited Guided Snorkeling Tour for Beginners Plus
4.9 (41)

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our...

1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
4.9 (41)
from
$85
Molokini Crater + South Maui Coast Adventure from Kihei, Maui
5.0 (1,608)

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Speed through the water from Maui to the Molokini Crater for a small-group snorkeling adventure where the underwater visibility often exceeds 180 feet (55 meters)!...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1,608)
from
$199
West Maui and Molokai Special 45-Minute Helicopter Tour
4.9 (749)

West Maui and Molokai Special 45-Minute Helicopter Tour

Soar over majestic Maui and Molokai on exclusive 45-minute Maui helicopter tours. Enjoy the deep valleys and craggy ridges of the magnificent West Maui Mountains...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (749)
from
$368
Maui Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.8 (210)

Maui Sunset Sail

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (210)
from
$138
Midday Whale Watch: Mā’alaea Harbor
Likely to Sell Out
Likely to Sell Out
4.9 (103)

Midday Whale Watch: Mā’alaea Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (103)
from
$100
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
Road to Hana Tour - Best of Maui
Likely to Sell Out
Likely to Sell Out
4.9 (137)

Road to Hana Tour - Best of Maui

Excitement, Adrenalin, Refreshing Waterfalls, and mesmerizing cliffside views. Everything about our road to Hana adventure is epic, personalized, photographed, videographed, and unforgettable. We’ll take you...

6 to 9 hours • Free Cancellation
6 to 9 hours • Free Cancellation
6 to 9 hours • Free Cancellation
4.9 (137)
from
$333
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
5.0 (404)

Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour

Take Maui by Storm! Our expert guides immerse you into an experience that you will never forget! From waterfalls to spectacular beaches, from hidden gems...

9 to 12 hours • Hotel pickup offered • Free Cancellation
9 to 12 hours • Hotel pickup offered • Free Cancellation
9 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (404)
from
$1,600
Cycle to the Sea with Maui Bombers
5.0 (425)

Cycle to the Sea with Maui Bombers

17 miles, split into two unique biking experiences. Maui Bombers offers the premier biking experience on Maui. Voted #1 bike tour company for 2019-2024. The...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (425)
from
$270
Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip
Likely to Sell Out
Likely to Sell Out
4.9 (92)

Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip

Experience the highlights of the legendary Road to Hana on this small-group day trip. Travel by luxury Limo-Van along the breathtaking Pacific coast and through...

10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.9 (92)
from
$385

Frequently Asked Questions

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

Recent activity reviews
Great excursion
New York City
Small-Group Luxury Tour: Road to Hana and Ka’eleku Cavern Day Trip
E6673QUjamesm, Sep 2026
Great excursion
Randy was great. I would highly recommend him.
Read more
Helicopter cancelled, they saved the day
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
mitchels665, Sep 2026
Helicopter cancelled, they saved the day
They saved the day after helicopters cancelled on us. Grateful for the last minute booking acceptance and excellent service. Also amazed by how smooth the ride was.
Read more
Spectacular Maui Tour!
New York City
Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL!
Voyager65686953581, Sep 2026
Spectacular Maui Tour!
Spectacular day in the air! Couldn’t possibly recommend more! Would give it 10 stars if I could!
Read more
Highlight of our Kīhei trip
New York City
5 Hour Molokini Snorkel & Turtle Tour in Maui
mandomat, Sep 2026
Highlight of our Kīhei trip
We chose the same tour as in July 2025. This time the conditions were not ideal, but they made the trip fun and memorable. Next time we are in Maui we will book this trip again!
Read more
5 hour w Jake and Chase
New York City
Molokini Crater + South Maui Coast Adventure from Kihei, Maui
amandahadley9, Sep 2026
5 hour w Jake and Chase
the BEST snorkel tour I could have asked for. More than worth the time and money!!! Tour guides Jake and Chase were so knowledgeable and fun, they definitely made the whole experience!
Read more
Maui Sunset Sail from Lahaina
New York City
Maui Sunset Sail
F6516QAlarryf, Sep 2026
Maui Sunset Sail from Lahaina
Friendly crew. Sunset and rainbows were awesome. We've been on PacWhale sailings before and will go again. The cause is wonderful and the price is fair. We saw a wonderful sunset and multiple rainbows above Maui.
Read more
Worth the money!
New York City
Molokini Crater + South Maui Coast Adventure from Kihei, Maui
681garrettp, Sep 2026
Worth the money!
Tim and Emma were amazing! The winds were high today but they pushed through and gave us the confidence to snorkel in rougher conditions. We had an amazing time and it was very worth the money! Couldn't suggest this more! Already suggested this trip to my brother in-law!
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
Ani on the Road to Hana
New York City
Road to Hana Tour – Best of Maui
Gigi_L, Aug 2026
Ani on the Road to Hana
Our tour guide, Ani, was amazing! She made sure that we hit all of the “spots” and spent so much extra time with us. She played great tunes all day and she’s also a great singer. I can’t say enough wonderful things about her. ❤️
Read more
A must do
New York City
Rainforest Tour to Hana and Beyond
Nathan_B, Aug 2026
A must do
Tour guide made the whole trip worth the money! Very knowledgeable and a local. You can seat back and enjoy the ride.
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
Awesome experience with Mark
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
brswo, Aug 2026
Awesome experience with Mark
We had an absolutely incredible experience with Hawaii by Storm, and I cannot recommend our driver, Mark, highly enough. I am a very anxious passenger and, before our Road to Hana tour, I was genuinely worried about the drive. With Mark, I was not scared for even a second. He is an exceptionally skilled driver, knows the road inside and out, and made me feel completely safe and comfortable the entire day. For someone who gets nervous on winding and challenging roads, that alone made the experience priceless. But Mark was so much more than a great driver. He was funny, friendly, incredibly knowledgeable, and just an absolute pleasure to spend the day with. He knew so much about Maui, the Road to Hana, and Hawaiian history and culture, and shared it in such an interesting and entertaining way. We were traveling as a family—my husband and me and our two young adult children—and he related so naturally to every one of us. He was also completely flexible and made the day feel like our tour rather than a set itinerary. We did the Epic Tour, which I highly recommend. Instead of turning around and driving back the same way, we continued around the full loop and got to experience the incredible backside of Maui as well. We are so glad we chose that option. This was a splurge for us, but it was worth every penny. Having Mark drive meant that all four of us could relax, enjoy the scenery and experience the Road to Hana together without anyone having to concentrate on navigating or driving. If you are considering a private Road to Hana tour, book Hawaii by Storm and request Mark. I truly can't say enough good things about him. He made what I had worried might be a stressful day into one of the highlights of our Maui vacation. Thank you, Mark, for an unforgettable day!
Read more
Amazing!
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
Scribbleink, Aug 2026
Amazing!
This was one of the best experiences for my parents and me. Unforgettable! Eric was so helpful and informative. So many pictures to get memories. We loved it and highly recommend it.
Read more
Fantastic
New York City
Rainforest Tour to Hana and Beyond
lauraaK7419XK, Aug 2026
Fantastic
Very knowledgeable guide. Lots of places to see.
Read more
Worth every penny- ask for SPENCER!
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
GeorgeM854, Aug 2026
Worth every penny- ask for SPENCER!
We had an incredible experience with Hawaii by Storm’s Half-Day Road to Hana tour. It was the perfect way to experience the beauty of the Road to Hana without committing to an entire day.Our guide, Spencer, was outstanding. He was knowledgeable, personable, and genuinely passionate about Maui and its history, culture, and natural beauty. He knew exactly where to stop, kept the day moving at a comfortable pace, and made the entire experience fun for our family. Having Spencer as our guide allowed us to relax and actually enjoy the drive and scenery instead of worrying about navigating the Road to Hana ourselves.The half-day format was also ideal. We saw waterfalls, incredible coastline, lush rainforest, and some truly spectacular scenery while still having plenty of the day left afterward.If you’re considering a Road to Hana tour, I highly recommend Hawaii by Storm, and ask for Spencer if you can. He made an already amazing experience even better.
Read more
Euphoric!!!
New York City
Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE!
leekV6868SV, Aug 2026
Euphoric!!!
Exceeded our expectations and the pilot was fantastic!
Read more
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