Hawaii Holiday & Seasonal Tours

40 Results
Sort by:
Price (High to Low)
Filter
Languages Clear
Time of Day Clear
29
24
13
Duration Clear
7
35
7
1
0
Price Clear
$0 $500+
Rating Clear
30
38
39
Specials Clear
39
5
0
12
1
Features Clear
3
20
32
0
28
0
Accessibility Clear
6
21
26
Families Clear
25
16
12

Hawaii Activities

Attractions

Guides

Calendar

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
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
Lanai Snorkel and Dolphin Watch from Maui
Maui, USA
4.6 (220)

Lanai Snorkel and Dolphin Watch from Maui

Snorkel off the island of Lana’i and watch dolphins in the wild all in one trip. You'll discover why Lana’i has been rated one of...

5 hours • Free Cancellation
4.6 (220)
from
$181
Kaneohe Sandbar Afternoon Snorkeling Tour
Oahu, USA
4.9 (491)

Kaneohe Sandbar Afternoon Snorkeling Tour

LIMITED TIME GROUP OFFER: Book your spot by May 24th and save big! The Kaneohe Sandbar is one of the best places around Oahu for...

2 hours 45 minutes • Free Cancellation
4.9 (491)
from
$180
Kaneohe Sandbar Morning Snorkeling Tour
Oahu, USA
4.9 (96)

Kaneohe Sandbar Morning Snorkeling Tour

LIMITED TIME GROUP OFFER: Book your spot by May 24th and save big! Discover one of Oahu's most beautiful natural treasures on this trip to...

2 hours 45 minutes • Free Cancellation
4.9 (96)
from
$169
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
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
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
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
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
Whale Watch and Turtles Snorkel
Maui, USA
4.9 (126)

Whale Watch and Turtles Snorkel

Photograph your life-long memories from our spacious and stable yacht; with nearly 3000 square feet of deck space, guests are treated to our first-class service,...

3 hours 30 minutes • Free Cancellation
4.9 (126)
from
$147
Seasonal Small-Group Humpback Whale Watching in Kona
Big Island of Hawaii, USA

Seasonal Small-Group Humpback Whale Watching in Kona

Beat the crowds and enjoy a more personal whale watching experience aboard our comfortable, small-group vessel, designed for up to 10 passengers. With fewer guests...

2 hours 30 minutes • Free Cancellation
from
$137
Kauai: Whale Watch Cocktail Tour aboard 'Imiloa
Kauai, USA
4.8 (411)

Kauai: Whale Watch Cocktail Tour aboard 'Imiloa

Hop aboard ‘Imiloa, our Express Catamaran as your captain & crew take you along Kauai’s south shore to find the gentle giants of the sea....

2 hours • Free Cancellation
4.8 (411)
from
$136
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Likely to Sell Out
Likely to Sell Out
Maui, USA
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
4.9 (102)
from
$129
Kauai's Ultimate Guided Shore Snorkel (NO BOAT): North Anini
Kauai, USA
5.0 (34)

Kauai's Ultimate Guided Shore Snorkel (NO BOAT): North Anini

Our Guided Shore Snorkeling Tour at Anini Beach offers a unique, intimate experience that sets it apart. Starting directly from the shore, it eliminates the...

1 hour 30 minutes • Free Cancellation
5.0 (34)
from
$120
Whale Watching Tour - Big Island, Hawaii
Big Island of Hawaii, USA
4.9 (181)

Whale Watching Tour - Big Island, Hawaii

It is finally that time of year where the beautiful humpback whales make their return to the Hawaiian islands after migrating from Alaska! Step aboard...

2 hours • Free Cancellation
4.9 (181)
from
$99

Frequently Asked Questions

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

Recent activity reviews
Very good experience
New York City
Kaneohe Sandbar Morning Snorkeling Tour
Tourist37305550485, Sep 2026
Very good experience
Love this place. Whenever I come back to Hawaii I will book again
Read more
Very nice!
New York City
Lanai Snorkel and Dolphin Watch from Maui
I359ZAkatel, Sep 2026
Very nice!
Very nicely organized tour, sadly we couldn’t see any dolphins, but overall experience was great! Thank you!
Read more
Superb sail
New York City
Lanai Snorkel and Dolphin Watch from Maui
cphoenix2016, Sep 2026
Superb sail
Crew and captain were extremely professional, and the catamaran was beautiful. While we couldn't go to Lanai due to weather conditions(pending hurricane), the captain took us to a safe location to snorkel. As an added bonus, we were "up close and personal" to MANY dolphins going to the sight and returning back. They swam directly under and beside the boat. Incredible!
Read more
Amazing people and great times!
New York City
Kaneohe Sandbar Afternoon Snorkeling Tour
Ernest_F, Sep 2026
Amazing people and great times!
Casey, Hannah, and Jasmine were amazing guides! They were friendly and always made sure everyone was having a good time. The snorkel was awesome. I sea turtle swam within feet of my wife like she wasn’t even there. I would highly recommend this excursion if you’re in Oahu! Aloha!
Read more
Snorkeling at Anini
New York City
Kauai’s Ultimate Guided Shore Snorkel (NO BOAT): North Anini
connorsX6452MJ, Sep 2026
Snorkeling at Anini
Great experience! We saw sea turtles, a variety of fish, giant sea urchins, and huge hermit crab. Shelby was a great guide!
Read more
the bay and sandbar are...
New York City
Kaneohe Sandbar Afternoon Snorkeling Tour
Bonnie_M, Sep 2026
the bay and sandbar are...
the bay and sandbar are absolutely beautiful. This tour allowed you to play in shallow water with SUPs and floats for about an hour and then float over to a reef on the edge of the sandbar to snorkel with turtles and fish. The staff was dedicated to safety and making the experience accessible to all on board. I would recommend to anyone traveling to Oahu.
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
would recommend!!
New York City
Kaneohe Sandbar Morning Snorkeling Tour
Ines_S, Aug 2026
would recommend!!
amazing!!! if there’s one tour i would recommend in Oahu, this is it!!! very pretty place and we saw turtles very close
Read more
Amazing Experience with Snorkeling
New York City
Kauai’s Ultimate Guided Shore Snorkel (NO BOAT): North Anini
Tourist59374635952, Aug 2026
Amazing Experience with Snorkeling
Great guide! He explained the different species of fish and turtle, and he guided us to the good spots where we could see them.
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
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
Don’t miss this :)
New York City
Whale Watching Tour – Big Island, Hawaii
Patricia_S, May 2026
Don’t miss this :)
Incredible!!!! We saw lots of whales …. Beautiful …. Knowledgeable guides and so well worth the time
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
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
Hawaii Activities
Attractions
Guides
Calendar
View more
View more