Maui Luxury & Special Occasions

Q: What are the best options for Maui Luxury & Special Occasions?

According to verified reviews on Cool Hawaii and TripAdvisor, the best Maui Luxury & Special Occasions are: Maui Historical Island Tour in a Stretch Limousine Maui -PRIVATE- Air Tour: 5 Islands: (2-5 people): SEE Even MORE! Maui -PRIVATE- Air Tour FUN: 3 Islands: (2-5 people): SEE it ALL! Rainforest Tour to Hana and Beyond From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Q: What are the best kid-friendly options for Maui Luxury & Special Occasions Activities?

According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Maui Luxury & Special Occasions are: Regenerative Farm Tour on Maui Tropical Fruit Tasting Experience Herbal Tea Tasting Tour at Maui Dragonfruit Farm Alpaca and Fruit Tasting Combo Tour at the Maui Dragonfruit Farm The Maui Butterfly Farm Tour View all kid-friendly Activities →

Q: Which Maui Luxury & Special Occasions have Instant Confirmation?

Maui Luxury & Special Occasions with Instant Confirmation include: Historic Walking Tour in Kihei Maui with Local Guide Maui Beach Parks Self-Guided Driving Tour Ultimate Self-Driving Audio Tour of Road to Hana, Maui Self-Guided Audio Driving Tour: Road to Hana, Maui Maui Loop Road to Hana Self-Guided GPS Audio Driving Tour View all Activities with Instant Confirmation →

Q: I need a ride! Which Maui Luxury & Special Occasions have Hotel Pickup?

No problem. These Maui Luxury & Special Occasions include Hotel Pickup: Halfway to Hana Adventure Perfect Customized Day on Maui with Private Tour Guide Halfway Road to Hana - Small Group - Taste of Hana and Waterfalls Maui Historical Island Tour in a Stretch Limousine Road to Hana: Full-Day Scenic Drive with Blacksand & Waterfalls View all Activities with Hotel Pickup →

Q: Got any more Maui trip ideas?

We sure do. Check out our curated lists of hand-picked Maui Activities. Top 10 Maui 2026 Senior-friendly tours Maui The best tours and activities for culture lovers in Maui Top Day Trips from Maui Things to do in Maui this summer View all Maui Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Maui?

Based on our sales data over the past year, the most popular styles of tours and activities in Maui are: Maui Outdoor Activities Maui Nature & Wildlife Maui Luxury & Special Occasions Maui Luxury Tours Maui Cruises, Sailing & Water Tours View all tour styles in Maui →

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

5.0 (4)

from
$148

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

4.6 (644)

from
$150

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

5.0 (4)

from
$150

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

4.9 (72)

from
$151

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

5.0 (3)

from
$152

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

4.7 (70)

from
$155

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

5.0 (1)

from
$164

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

4.5 (58)

from
$165

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

4.6 (735)

from
$168

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

4.7 (218)

from
$168

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

4.9 (46)

from
$169

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

4.4 (379)

from
$170

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

4.8 (140)

from
$179

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

4.9 (346)

from
$179

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

4.8 (1,011)

from
$180

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

5.0 (5)

from
$180

Frequently Asked Questions

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

What are the best options for Maui Luxury & Special Occasions?

What are the best kid-friendly options for Maui Luxury & Special Occasions Activities?

Which Maui Luxury & Special Occasions have Instant Confirmation?

Which Maui Luxury & Special Occasions have Free Cancellation?

Maui Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

I need a ride! Which Maui Luxury & Special Occasions have Hotel Pickup?

Got any more Maui trip ideas?

What are the most popular styles of Tours and Activities in Maui?

Recent activity reviews

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.

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.

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.

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!

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!

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.

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.”

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!

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).

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.

New York City

Maui Magical Waterfall and Jungle Tour: Road to Hana

Andrew_P, Aug 2026

A memorable Road to Hana family 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!

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

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.

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

New York City

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Expedition439554, Aug 2026

Must Do Snorkeling Adventure

We had an A+++ experience on this excursion! There was a small miscommunication with my booking, but Barbie was incredibly accommodating and made everything right. She truly has a heart of gold. It's obvious that she's passionate about giving back to her community, especially by making snorkeling accessible for those with disabilities. Her kindness and dedication are just as impressive as the tour itself.Barbie also sends a text the night before with clear directions on where to meet and exactly what to expect.The tour begins with an amazing presentation. I don't want to give away any details because I don't want to spoil it, but it's informative, engaging, and really sets the tone for the experience. If you've ever been hesitant about snorkeling or are concerned about safety, make this your very first snorkeling adventure. Safety was clearly the top priority from start to finish.I've been on more than 50 snorkeling excursions, and this was the first time my family was given magnetic shark deterrent ankle bands. That extra attention to safety really stood out and gave us even more confidence in the water.Viktor was our guide, and we had an absolute blast with him! He made sure everyone felt safe while showing us every square inch of one of the most beautiful bays in Maui. Along the way, he pointed out pufferfish, eels, turtles, and so much other amazing marine life that we would have completely missed on our own. He was knowledgeable, fun, and made the experience unforgettable.My kids especially loved using the sea scooters. After Viktor showed them a few tricks, they were doing somersaults underwater! My son even pulled off a double somersault with the sea scooter!This excursion was a 10/10 in every way. Between Barbie's genuine compassion and commitment to her guests and community, and Viktor's incredible guidance and enthusiasm, this was easily one of the best excursions we've ever done. I can't recommend it enough. Don't leave Maui without experiencing it, you won't regret it!

Maui Luxury & Special Occasions

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Exceptional Maui Whale Watch

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

Private Guided Waterfall Hike Rainforest Adventure

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

Maui Pineapple Planting Experience

Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour

Sound of the Ocean Whale Watch Sail

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

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Award-winning Dinner Cruise: Four Course Dining Experience

Maui Magical Waterfall and Jungle Tour: Road to Hana

Epic Waterfall Adventure, the Best of Maui

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Halfway to Hana Adventure

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