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Top Maui Holiday & Seasonal Tours

FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Likely to Sell Out
Likely to Sell Out

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (102)
from
$136.50

Maui Premium 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 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.7 (503)
from
$196.86

6 Dual-Zipline Mountain Adventure in Maui

Maui's ONLY all dual-line zipline adventure offers the longest ziplines, breathtaking views, a thrilling ATV ride-a-long and a spectacular 360 foot suspension bridge trek. Come...

3 hours 30 minutesFree Cancellation
3 hours 30 minutesFree Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (864)
from
$260

2-Hour Maui Whale Watch from Lahaina Harbor, Maui

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (230)
from
$74.95

VIP (12 Guests ONLY) Ultimate Whale Watch
Likely to Sell Out
Likely to Sell Out

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (224)
from
$132.50

Ultimate 3.5 hour Whale Watch & Snorkel
Likely to Sell Out
Likely to Sell Out

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

3 to 4 hoursFree Cancellation
3 to 4 hoursFree Cancellation
3 to 4 hours • Free Cancellation
5.0 (89)
from
$202.50

Two Tank Lanai Certified Diving Adventure from Lahaina

Extended Horizons dives the Lana’i coastline in small groups of 4 or less. No other dive shop has such amazingly low ratios of dive guide to...

5 hours 30 minutesFree Cancellation
5 hours 30 minutesFree Cancellation
5 hours 30 minutes • Free Cancellation
5.0 (249)
from
$450

Kayak Whale Watch & Turtle Town Snorkel - Free Photos Included

This is an intimate, owner-operated expedition led by a guide with over 10+ years of experience on Maui waters. Unlike the large harbor boats with...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (66)
from
$157.50

2-Hour Ma'alaea Humpback Whale Watching Cruise for up to 6 Guests

Experience Maui’s humpback whales up close aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for comfort, stability, and style. Departing from Ma‘alaea, this two-hour...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (20)
from
$289

Sunset Maui Goat Yoga with Live Music

Maui Goat Yoga — Hawaiʻi’s pioneering goat yoga experience, founded in 2017 in Upcountry Maui. We are not affiliated with any other goat yoga businesses....

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (6)
from
$77

Private Surf Lessons in Maui

The perfect family activity on Maui, surf lessons are one of the best ways to enjoy Maui’s beautiful ocean. Unlike most large “surf schools,” our...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$298

Flying Dress Photo Shoot in Maui

You are the Emotion…You are the Intrigue…You are the Moment You are cordially invited to the most memorable experience of your life… You may not...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$507

Morning Whale Watching Tour in Maui with Continental Breakfast

From December 15 to April 15, enjoy a morning whale watching adventure in Maui, where you can witness majestic humpback whales in their natural habitat....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$122.35

Afternoon Whale Watching Tour in Maui with Dinner

Witness the majesty of humpback whales in their natural habitat during this Afternoon Whale Watching Tour in Maui. From December 15 to April 15, enjoy...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$174.66

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$171.18

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
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  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
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