Maui Luxury & Special Occasions

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Maui Activities

Attractions

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Calendar

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
Morning Whale Watch: Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
4.9 (29)

Morning Whale Watch: Lahaina 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 (29)
from
$100
Afternoon Sail With the Whales from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Afternoon Sail With the Whales from Lahaina 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
5.0 (1)
from
$100
Midmorning Whale Watch from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
4.5 (2)

Midmorning Whale Watch from Lahaina 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
4.5 (2)
from
$100
Honeymoon Airport Lei Greeting on Kahului Maui
Likely to Sell Out
Likely to Sell Out
5.0 (6)

Honeymoon Airport Lei Greeting on Kahului Maui

- Fresh lei greeting upon arrival at the airport - Dedicated greeter for a stress-free arrival - Choose a special lei set for your honeymoon...

15 minutes • Free Cancellation
15 minutes • Free Cancellation
15 minutes • Free Cancellation
5.0 (6)
from
$102
Paragon Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (30)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (30)
from
$102
Akialoa Mā’alaea Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (32)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (32)
from
$108
Whalewatch Sail from Lahaina
4.8 (85)

Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (85)
from
$112
Makena-Wailea Explorer Trip in Maui
4.6 (63)

Makena-Wailea Explorer Trip in Maui

This 4 hour South Maui kayak and snorkel eco-adventure is No Ka Oi! Enjoy the calm and clear waters of Turtle Town where you will...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.6 (63)
from
$115
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
4.9 (229)

Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (229)
from
$118
Kayak and Snorkel: Maui West Shore
Likely to Sell Out
Likely to Sell Out
4.7 (101)

Kayak and Snorkel: Maui West Shore

Go kayak paddling and snorkeling in the pristine waters of Maui's beautiful West Shore. Small groups with personal care. This is a convenient Kayaking/snorkeling tour...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (101)
from
$119
Turtle Town Sunset Kayak & Snorkel: Wailea
Likely to Sell Out
Likely to Sell Out
5.0 (5)

Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$119
Maui Turtle Snorkel & Sail with Lunch & Open Bar
4.8 (41)

Maui Turtle Snorkel & Sail with Lunch & Open Bar

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (41)
from
$122
West Side Discovery Kayak & Snorkel Tour
3.8 (4)

West Side Discovery Kayak & Snorkel Tour

Soak up the beauty and colors of the Hawaiian landscape on a Maui snorkeling trip along the shoreline of Olowalu, one of Maui's biggest reef...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
3.8 (4)
from
$124
VIP (12 Guests ONLY) Ultimate Whale Watch
Likely to Sell Out
Likely to Sell Out
4.9 (225)

VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (225)
from
$125
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Likely to Sell Out
Likely to Sell Out
4.9 (102)

FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach

Guaranteed to spot the majestic whales and hear them sing or your money back! Experience the awe-inspiring beauty of West Maui’s coastal waters on your...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (102)
from
$129

Frequently Asked Questions

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

Recent activity reviews
Awesome
New York City
Akialoa Mā’alaea Sunset Sail
D_G, Sep 2026
Awesome
Our sailing trip was truly unforgettable. The breathtaking views made every moment special, and the exceptional customer service added a personal touch that enhanced our experience. The serene atmosphere allowed us to fully relax and enjoy the beauty of the surroundings. We would absolutely do it again and highly recommend it to anyone looking for a peaceful getaway on the water!
Read more
Had a really good time!...
New York City
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
Amey_S, Sep 2026
Had a really good time!...
Had a really good time! Our guide was amazing and had lots of good information and made the kayaking experience calm and relaxing!
Read more
Great vibes,...
New York City
Akialoa Mā’alaea Sunset Sail
John_B, Sep 2026
Great vibes,...
Great vibes, drinks/snacks, and crew! Crew was very welcoming and responsive during the entire trip. Would definitely do again!
Read more
Great Sunset Cruise
New York City
Paragon Lahaina Sunset Sail
debetta2, Sep 2026
Great Sunset Cruise
The meeting spot was a parking lot, which was fine. The cruise was excellent. The crew made the cruise that much better, they were awesome and couldn't do enough to help everyone. The food was good and the drinks were great.
Read more
Makena kayak and snorkel tour
New York City
Kayak and Snorkel: Maui West Shore
joelaI1580PE, Sep 2026
Makena kayak and snorkel tour
Excellent tour and guide with Tyler
Read more
Getting Back to Lahaina
New York City
Paragon Lahaina Sunset Sail
turnbullstudios, Aug 2026
Getting Back to Lahaina
The trip was amazing and so fun to share with other locals. Thank you Maui Sail for giving back to the community and launching the boats out of Lahaina Harbor. It was an emotional trip. Mahalo Nui Loa.
Read more
Great time
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
lindsaycU7675QC, Aug 2026
Great time
Excellent experience! The crew was great
Read more
GREAT EXPERIENCE!!!
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
U6239KDmelissam, Jul 2026
GREAT EXPERIENCE!!!
On time meetup, attentive team, good food, decent drinks and beautiful spots for snorkeling. Boat is a perfect size for families and couples.
Read more
Relaxing and exhilarating day on the road to Hana modified.
New York City
VIP (12 Guests ONLY) Ultimate Whale Watch
LisaHoyle7806, Jul 2026
Relaxing and exhilarating day on the road to Hana modified.
We spent a fantastic day seeing parts of Maui with a wonderful guide who tailored the trip to us. This was during the historic rainfalls and unable to complete the road to Hana due to closed roads. We saw beautiful landscapes-and waterfalls ate at a gorgeous distillery with breathtaking views .
Read more
First time Kayak and Snorkelers and it was AMAZING!
New York City
Kayak and Snorkel: Maui West Shore
Jordan U, Jun 2026
First time Kayak and Snorkelers and it was AMAZING!
Best experience for the family! We were all first time kayak and snorkelers and the experience was everything we wanted! Our tour guide, Tyler was super knowledgeable about some of the history behind the caves and coral we saw. He was patient and showed us everything we needed to be successful and he made sure our experience was special! I’d definitely recommend and would go again if we’re back this way!
Read more
Fantastic whale watching.
New York City
Morning Whale Watch: Lahaina Harbor
Kbecjeans, Jun 2026
Fantastic whale watching.
This review is late, but we still remember what a fantastic experience our morning whale watching tour was. We parked at the lot and were met and escorted to the harbor by the boat crew. We had two great guys, whose names I've forgotten. It was wonderful to be able to sail out of Lahaina Harbor which was one of the reasons we chose this tour. The sea was calm, the day beautiful. Right off the bat we had a mother and baby off the side and then their "escort" came right under the boat. There were other sightings, but those were the best. The education we were given was straightforward and interesting. I like that we had a small group. The highlight for me was when things had been a bit quiet and there were no other boats in the area they put a hydrophone down and the sound of the whales was magical, primordial and utterly memorable. I'd definitely recommend Sail Maui and would book them again if I ever get a chance.
Read more
Kayaking the reef
New York City
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
Amanda_D, Jun 2026
Kayaking the reef
What a fun time for our girls trip! Crystal blue water along the most beautiful reef! These kayaks are for everyone, experienced or not very easy to navigate. Not only do you see the beauty of Hawaii waters the view of the mountains is breathtaking. Also the best guide you could ever ask for is very knowledgeable of the reef and area.
Read more
Whale off the starboard bow
New York City
Morning Whale Watch: Lahaina Harbor
G9657BAbruceb, May 2026
Whale off the starboard bow
Excursion was excellent. The boat captain and her assistant were very knowledgeable and informative. They were able to answer all questions regarding the whales.
Read more
Guides JD and Billy were...
New York City
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Stan_H, Apr 2026
Guides JD and Billy were...
Guides JD and Billy were fantastic, they put us on whales very late in the season and were knowledgeable about the whales behavior.
Read more
The best whale watching!
New York City
VIP (12 Guests ONLY) Ultimate Whale Watch
Anonymous, Apr 2026
The best whale watching!
This was the most wonderful experience. We went early March and saw so many momma and baby whales. The babies really gave us a show. We really enjoyed having less people on the boat and Capt Mark and Casey were great. 10/10 highly recommend during whale season.
Read more
Really fantastic
New York City
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Yvonne V, Apr 2026
Really fantastic
It was fantastic to see and hear the whales. Really enjoyed it
Read more
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