Hawaii Holiday & Seasonal Tours

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Hawaii Activities

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Family Photography session Kauai
Kauai, USA
4.9 (83)

Family Photography session Kauai

This is a personal photographic session for you and our family. We will take pictures of your group which you will be able to cherish...

1 hour • Free Cancellation
4.9 (83)
from
$350
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
Kauai, USA
4.8 (96)

Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour

Unique and personal zodiac snorkeling adventure on Kauai’s stunning NaPali Coast. Guided snorkeling, coastline and sea cave touring (when conditions are right) with spectacular views,...

5 hours • Free Cancellation
4.8 (96)
from
$257
Kayak Whale Watch & Turtle Town Snorkel - Free Photos Included
Maui, USA
5.0 (66)

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 hours • Free Cancellation
5.0 (66)
from
$150
The Secret Waterfall Private tour with photos
Kauai, USA
4.8 (59)

The Secret Waterfall Private tour with photos

This is an amazing photographic waterfalls tour. This guided 3-hour tour is a PRIVATE small-group tour that will take you to some of the most...

3 hours • Free Cancellation
4.8 (59)
from
$250
Private Whale Watching Adventure
Oahu, USA
4.9 (25)

Private Whale Watching Adventure

**Private boat tour for up to 6 people.** Larger group? Call for options. Escape the crowds and join us on 2-hour private whale watching cruise...

2 hours • Free Cancellation
4.9 (25)
from
$831
Waikiki Glass Bottom Boat Fireworks Tour
Oahu, USA
4.6 (25)

Waikiki Glass Bottom Boat Fireworks Tour

Our Friday Nights Fireworks tour outside of the Waikiki is truly a one of a kind experience. Join us and you’re sure to experience the...

1 hour • Free Cancellation
4.6 (25)
from
$61
5-Hour Private Customized Luxury Convertible Tour of Oahu's South Shore
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
5.0 (8)

5-Hour Private Customized Luxury Convertible Tour of Oahu's South Shore

Price is for car and driver NOT per person. The car can carry 4 passengers plus a driver so the more passengers the better the...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (8)
from
$630
Maui Luxury Boston Whaler Private Charter for up to 6 Passengers
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (2)

Maui Luxury Boston Whaler Private Charter for up to 6 Passengers

Welcome to your very own private Maui adventure! Ali’i Nani, roughly translated to “Beautiful Royalty,” evokes elegance, prestige, and the ultimate in luxury. Whether you’re...

3 hours • Free Cancellation
5.0 (2)
from
$3,795
Semi-Private Surf Lesson in Sunny Po'ipu
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (1)

Semi-Private Surf Lesson in Sunny Po'ipu

Semi-Private Surf Lesson for two or three people max means less people and more waves caught. We are the only Surf School in Po'ipu that...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$314
Private Whale Watching Activity: 6 passengers max
Oahu, USA
5.0 (11)

Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours • Free Cancellation
5.0 (11)
from
$524
Summer Morning Express Snorkel Adventure off Ka'anapali Beach
Lahaina, USA
5.0 (6)

Summer Morning Express Snorkel Adventure off Ka'anapali Beach

Join us for a thrilling two-and-a-half-hour Morning Express snorkeling adventure with your family and friends. We'll swiftly motor to one of the renowned Maui snorkeling...

2 hours 30 minutes • Free Cancellation
5.0 (6)
from
$157
Maui: Lahaina Cacao Farm Tour and Feast
Maui, USA
5.0 (3)

Maui: Lahaina Cacao Farm Tour and Feast

Come Explore Maui’s Ku’ia Estate Cacao Farm! Your journey begins at the Ku’ia Estates Chocolate Factory in Lahaina, the largest chocolate factory in the state...

3 hours 30 minutes • Free Cancellation
5.0 (3)
from
$236
Sunset Whale Watching Shared Activity
Big Island of Hawaii, USA
4.7 (7)

Sunset Whale Watching Shared Activity

The Kohala Coast is a whale breeding sanctuary and the best area on the big Island to encounter whale activity. The Namaka is a spacious...

2 hours 15 minutes • Hotel pickup offered • Free Cancellation
4.7 (7)
from
$157
Private Surf Lessons in Maui
Maui, USA
5.0 (2)

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 minutes • Free Cancellation
5.0 (2)
from
$288
Flying Dress Photo Shoot in Maui
Maui, USA
5.0 (2)

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 hour • Free Cancellation
5.0 (2)
from
$497
The Destination Wedding Experience Kauai
Kauai, USA
4.8 (4)

The Destination Wedding Experience Kauai

Want to do something fun and exciting on your destination wedding? Planning a destination wedding and not sure where to go or how much to...

1 day • Free Cancellation
4.8 (4)
from
$500

Frequently Asked Questions

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

Recent activity reviews
Amazing adventure
New York City
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
Michelle_F, Sep 2026
Amazing adventure
Amazing experience! So much fun & so much adrenaline! I would do it again! Get ready to hold on tight!
Read more
Dolphins, fish and turtles, oh my!
New York City
Summer Morning Express Snorkel Adventure off Ka’anapali Beach
kellivombaur, Aug 2026
Dolphins, fish and turtles, oh my!
So wonderful! Knowledgeable staff. Saw dolphins, saw every kind of fish under the sun while snorkeling. Great food.
Read more
Best photography!!!!
New York City
Family Photography session Kauai
Myranda_J, Aug 2026
Best photography!!!!
Zane was amazing to work with. He gave us some great insight to the island and mad us feel so comfortable! Hands down an amazing experience! ❤️
Read more
Fun, fabulous and great meal in the treehouse
New York City
Maui: Lahaina Cacao Farm Tour and Feast
bogeymom, Aug 2026
Fun, fabulous and great meal in the treehouse
Fabulous, fun and educational….the chocolate was divine!!! Gabriel, our guide, was the best!
Read more
Fast and fun!!!
New York City
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
MargySansone, Aug 2026
Fast and fun!!!
A fast ride through the water to see beautiful waterfalls, beaches and caves. Snorkeling was ok. We saw many dolphins and a seal. Captain Nick and Ona were wonderful guides. Very knowledgeable and A+ in boat handling! An awesome trip for my family of 10 from 16 to 70s!!! Highly recommended!!!
Read more
This was such a fun...
New York City
Summer Morning Express Snorkel Adventure off Ka’anapali Beach
Kira_J, Aug 2026
This was such a fun...
This was such a fun experience and a great way to start the day! The crew was wonderful and the cove they took us to was calm and great for snorkeling - we saw so many colorful fish and turtles (and some people even saw an octopus and ray!).
Read more
Kauai photo session
New York City
Family Photography session Kauai
David_C, Aug 2026
Kauai photo session
This was a great experience! Our photographer was very talented and had an eye for setting up and capturing great shots. He made us feel very comfortable through the whole shoot. This is a fantastic way to remember your time on Kauai. My wife and I are very glad we booked and would do it again!
Read more
Don’t pass on a great tour!
New York City
Maui: Lahaina Cacao Farm Tour and Feast
T36KTjonathanm, Jul 2026
Don’t pass on a great tour!
Our visit was easily one of the highlights of our trip to Maui! My wife and I had an incredible lunch in the Treehouse as part of an amazing tour and the entire experience exceeded our expectations.Our guide, Sean, was outstanding. He was incredibly knowledgeable, friendly, and passionate about what he does. We learned so much about chocolate farming, production, and processing—things we had never even considered before. Sean answered all of our questions and made the tour both informative and engaging.The chocolate tasting was phenomenal. Every sample was delicious, and it was clear how much care goes into every step of the process. We were also really impressed by the farm’s commitment to sustainability and giving back to the local community. It’s refreshing to see a business so dedicated to making a positive impact while producing such exceptional chocolate.If you’re visiting Maui, don’t miss this experience. The Treehouse lunch, the tour, and the chocolate are all fantastic—and if you have the chance, ask for Sean. He made an already amazing experience even better!
Read more
The best!
New York City
Maui Luxury Boston Whaler Private Charter for up to 6 Passengers
annabK7253FY, May 2026
The best!
We booked a private snorkeling afternoon for our family and had an amazing time!! Travis & Dustin are truly the best! Can’t recommend enough.
Read more
Had a great time.
New York City
5-Hour Private Customized Luxury Convertible Tour of Oahu’s South Shore
W4421GGdavidh, May 2026
Had a great time.
Really enjoyed this trip. Mark was extremely flexible and very knowledgable, as well as friendly. Would definately recomend him to anyone..
Read more
Memories for a lifetime
New York City
Sunset Whale Watching Shared Activity
Adventure51025397977, Apr 2026
Memories for a lifetime
Some experiences just stay with you, and for us this sunset whale-watching tour was one of them. From the moment we stepped aboard, the crew made us feel less like old friends, not customers. The boat itself was beautiful, but it was the people at the helm that made the day unforgettable. Their knowledge of humpback whales was genuinely impressive: every sighting came with real context and passion, not just a rehearsed script. We got to witness spinner dolphins ride the waves alongside the boat, hear live whale song through the boat’s underwater microphone system, and see a whale calf surface with its mother. Just when we thought it couldn't get any more magical, the crew pulled out a ukulele as the sun started setting. I don't have words for how special it was. If you're debating whether to book, please, just do it. This is an operation that clearly pours their heart into every single tour. Absolutely 5 stars.
Read more
Fun times.
New York City
Kayak Whale Watch & Turtle Town Snorkel – Free Photos Included
William_D, Mar 2026
Fun times.
It was a great experience despite not seeing any whales. Our guide Chris was patient and informative. Great times. Mahalo
Read more
Many whales and dolphins!
New York City
Kayak Whale Watch & Turtle Town Snorkel – Free Photos Included
AnastasiaBarre, Mar 2026
Many whales and dolphins!
It was awesome! We saw many whales and even one breech! The best part was that in the end dolphins showed up right next to my kayak. The best Birthday blessings ever!
Read more
Family Friendly Friday Night Fireworks
New York City
Waikiki Glass Bottom Boat Fireworks Tour
Nakia_B, Feb 2026
Family Friendly Friday Night Fireworks
We booked this excursion for the kids in our group. The scenery was beautiful and I believe that it was a great idea to watch the fireworks show that happens every Friday night in Oahu from the ocean view. We did not see a lot of fish in the glass bottom but the firework show was amazing the music was great and the staff was very kind. I would definitely recommend this experience to others. This operator offers specific glass bottom boat tours that I believe would have been a great way to view marine life.
Read more
Great whale watching tour
New York City
Private Whale Watching Activity: 6 passengers max
483arnolda, Feb 2026
Great whale watching tour
Great experience. Crew was amazing
Read more
Best Whale Watch Trip Ever
New York City
Sunset Whale Watching Shared Activity
283jefferys, Feb 2026
Best Whale Watch Trip Ever
Crew was great. They don’t crowd the boat. Also, we meet in Kohalo shopping center NOT in downtown Kailua-Kona. It’s very convenient to resorts north of the airport. We saw spinner dolphins, flying fish, and whales! The whale breached 5 times-amazing
Read more
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