Hawaii Holiday & Seasonal Tours

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Hawaii Activities

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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
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
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
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
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
Alpaca Llama and Bunny Tea Parties
Maui, USA
5.0 (3)

Alpaca Llama and Bunny Tea Parties

Enjoy High Tea while meeting the llamas, hand feeding the alpacas, and petting the angora bunnies. All of these animals grow wool throughout the year,...

1 hour 15 minutes • Free Cancellation
5.0 (3)
from
$158
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
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
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
Social influencer and Travel Blogger Adventure on Kauai
Kauai, USA
5.0 (1)

Social influencer and Travel Blogger Adventure on Kauai

This is a unique tour for many reasons because you get to choose the direction we go based on how you want to market your...

1 hour • Free Cancellation
5.0 (1)
from
$300
Sound of the Ocean Whale Watch Sail
Maui, USA
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
Oahu Waterfall Hike-Garden-Beach Road Trip, Waikiki to Lanikai
Oahu, USA
5.0 (1)

Oahu Waterfall Hike-Garden-Beach Road Trip, Waikiki to Lanikai

Embark on a breathtaking journey through Oahu's lush jungles, stunning waterfalls, and scenic landscapes on this unforgettable road trip. Departing from Waikiki, this tour will...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$220
Sunrise Yoga at Kailua Beach
Oahu, USA
5.0 (1)

Sunrise Yoga at Kailua Beach

Awaken your spirit with a Sunrise Flow yoga session at beautiful Kailua Beach. This gentle practice welcomes participants of all levels, allowing you to stretch,...

1 hour • Free Cancellation
5.0 (1)
from
$19
Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu
Oahu, USA
4.7 (1,265)

Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never...

2 hours • Free Cancellation
4.7 (1,265)
from
$53
Maui Sunset Dinner Cruise & Whale Watch
Maui, USA
4.7 (503)

Maui 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 hours • Free Cancellation
4.7 (503)
from
$189

Frequently Asked Questions

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

Recent activity reviews
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
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
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
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
Highly recommend
New York City
Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu
Craig_G, Jun 2026
Highly recommend
Cruise was great. Had a wonderful time. Didn’t see any whales, but it certainly wasn’t for the lack of trying! Highly recommend
Read more
Cuteness overload
New York City
Alpaca Llama and Bunny Tea Parties
Lira_S, Jun 2026
Cuteness overload
One magical afternoon in one of Maui’s most beautiful corners, we found ourselves surrounded by the gentlest souls—llamas, alpacas, and the sweetest little rabbit named Alice. What began as a simple visit turned into one of the most heartwarming experiences of our trip.Their calm nature, and affectionate personalities made the afternoon feel almost dreamlike. It was pure cuteness overload, and before we knew it, we were wishing we could take them all home.Christine welcomed us with such warmth and kindness, making us feel instantly at ease while sharing her love for these remarkable animals. Her passion shines through in every beautifully hand-knitted wool creation she makes.I couldn’t resist bringing home one of her handcrafted pieces, lovingly made from the wool of my favorite llama, Zion. It is more than a keepsake—it is a piece of a beautiful memory that will always remind me of this special place.And then there was Alice, the rabbit—without question one of the most enchanting little creatures I’ve ever met.If you ever find yourself in Maui, this is an experience you simply cannot miss. It is a place where you can have an afternoon tea and just immersed yourself with nature.I already miss Zion, Killon Alice, and all of their furry friends.
Read more
A Llama Fun!!
New York City
Alpaca Llama and Bunny Tea Parties
shaynnap2023, May 2026
A Llama Fun!!
My family and I had a wonderful experience at the Llama Tea Party! Christine was amazing, as always. This was our second experience with Maluhia Llamas, and once again, we had an absolute blast spending time with the llamas.The tea party was the perfect way to celebrate my birthday. It felt like stepping into a Bridgerton-inspired garden party, complete with charming details, beautiful scenery, and the most magical animals. The food and tea were delicious. We loved that the experience also included meeting the alpacas and adorable bunnies.This is such a unique and memorable experience for families, friends, or anyone looking for a fun outing. Can’t wait for our next visit!
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
Great value
New York City
Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu
O2128WRdianab, May 2026
Great value
This was a great tour. Crew had a lot of knowledge and let us know about rough water ahead of time. We saw so many whales while on tour. Got to see a turtle right next to the boat. Would definitely go out with them again
Read more
Fantastic Food and Service
New York City
Maui Sunset Dinner Cruise & Whale Watch
paulettea907, Apr 2026
Fantastic Food and Service
We went on the sunset dinner, whale watching tour. Everything about it was amazing. We saw a lot of whales. But the biggest surprise was the meal. We were not expecting anything spectacular but we were pleasantly surprised. The food was excellent. Also all of the staff was attentive. We had a wonderful time and would book it again.
Read more
Fantastic
New York City
Maui Sunset Dinner Cruise & Whale Watch
Deborah_G, Apr 2026
Fantastic
This was absolutely amazing cruise! I would highly recommend this for couples! Everyone on board was fantastic and only enhanced the experience for us!
Read more
Level up!! 🐳
New York City
Sound of the Ocean Whale Watch Sail
GrandTour14896007913, Mar 2026
Level up!! 🐳
Excellent experience! Nice boat, good snacks & drinks. Listening to the whales was awesome. Adding music by Josh made it to relaxing and leveled up!
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
Highly Recommend
New York City
Summer Morning Express Snorkel Adventure off Ka’anapali Beach
Shannon_M, Jul 2026
Highly Recommend
Outstanding! Well organized, clear instructions, relaxed but confident atmosphere. We loved everything about it.
Read more
10/10 travel agent rating
New York City
Summer Morning Express Snorkel Adventure off Ka’anapali Beach
U7672OTtaylorg, Jun 2026
10/10 travel agent rating
As a travel agent, I will recommend this tour to everyone. I’ve travelled all over the world and this tour is probably the best I’ve been on in terms of experience and staff. I went with my family, a group of 7. We were able to see tons of turtles, like 20 probably in just the 1.5 hours we were in the water. We did see one reef shark which was awesome, and on the way back a pod of dolphins. I’ve seen more on this 2 hour tour than I’ve seen on some half day tours. The staff was absolutely amazing. They were constantly cleaning up, going around the boat asking if we needed anything, and were very efficient. There was also a photographer on board taking photos you can purchase at the end of the tour. Another thing for me that was a plus, was that even though some alcohol was served, it wasn’t until the way back that it was handed out. Since my family doesn’t drink, it’s nice when a boat that hands out alcohol doesn’t turn into a party barge and is still family-friendly. Absolute 10/10 experience.
Read more
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