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Big Island of Hawaii Cruises, Sailing & Water Tours

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Big Island of Hawaii Activities

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Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5

In 2024 our vessel underwent a complete retrofit. We offer custom charters to fit all your needs. Experienced and novice alike, you will be guided …More

4.8 (6)

Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5

In 2024 our vessel underwent a complete retrofit. We offer custom charters to fit all your needs. Experienced and novice alike, you will be guided...

4 hours • Free Cancellation
4.8 (6)
from
$1,293
Luxury Private Boat Charter in Big Island Hawaii

Please forget about the crammed up tourist boats, and come with us! 6 Guest MAX, Luxurious Snorkel Boat! The most Affordable & Luxurious Snorkel Charter …More

5.0 (61)

Luxury Private Boat Charter in Big Island Hawaii

Please forget about the crammed up tourist boats, and come with us! 6 Guest MAX, Luxurious Snorkel Boat! The most Affordable & Luxurious Snorkel Charter...

4 hours • Free Cancellation
5.0 (61)
from
$1,200
Kona - 6 Hour Private Fishing Charter Kona, Hawaii

We offer anglers and families to enjoy every aspect of being on the ocean. In the winter months we quite often see Humpback whales and …More

5.0 (18)

Kona - 6 Hour Private Fishing Charter Kona, Hawaii

We offer anglers and families to enjoy every aspect of being on the ocean. In the winter months we quite often see Humpback whales and...

6 hours • Free Cancellation
5.0 (18)
from
$1,095
Sunset Sightseeing Cruise in Kawaihae

2hr coastal sunset cruise. View the Kohala coast from the ocean. Experience an epic Hawaiian sunset with the great possibility of viewing the infamous "green …More

5.0 (1)

Sunset Sightseeing Cruise in Kawaihae

2hr coastal sunset cruise. View the Kohala coast from the ocean. Experience an epic Hawaiian sunset with the great possibility of viewing the infamous "green...

2 hours • Free Cancellation
5.0 (1)
from
$1,050
Private Sunset Cruise in Kona

Come aboard UliUli Moana with us and watch the sun go down behind the Kona Coast. All of our charters are private so this can …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Sunset Cruise in Kona

Come aboard UliUli Moana with us and watch the sun go down behind the Kona Coast. All of our charters are private so this can...

2 hours • Free Cancellation
5.0 (1)
from
$995
Sunset Cruise & Manta Night Snorkeling Charter

You enjoy sunset cruising, and then, You enjoy the world famous Manta ray night snorkeling by private charter on our comfortable Luxury boat. It will …More

Likely to Sell Out
Likely to Sell Out
5.0 (17)

Sunset Cruise & Manta Night Snorkeling Charter

You enjoy sunset cruising, and then, You enjoy the world famous Manta ray night snorkeling by private charter on our comfortable Luxury boat. It will...

3 hours • Free Cancellation
5.0 (17)
from
$990
Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6

Enjoy the day site seeing and fishing for Kona's popular gamefish on this boat known for providing a fun family adventure. Kid's welcome. Spectators have …More

Likely to Sell Out
Likely to Sell Out
5.0 (36)

Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6

Enjoy the day site seeing and fishing for Kona's popular gamefish on this boat known for providing a fun family adventure. Kid's welcome. Spectators have...

4 hours • Free Cancellation
5.0 (36)
from
$969
Kona - 5 Hours Private Fishing Charter in Kailua-Kona

Our charters start at 5 hours to provide you with the greatest opportunity to catch fish during your experience. If there is anything you would …More

4.9 (38)

Kona - 5 Hours Private Fishing Charter in Kailua-Kona

Our charters start at 5 hours to provide you with the greatest opportunity to catch fish during your experience. If there is anything you would...

5 hours • Free Cancellation
4.9 (38)
from
$950
Kona Hawaii Deep Sea Fishing experience on the Bite Me 4

Enjoy the day out on the waters off the Kona Coast on this private chartered fishing and boating excursion. Sit back, relax and drink in …More

4.6 (25)

Kona Hawaii Deep Sea Fishing experience on the Bite Me 4

Enjoy the day out on the waters off the Kona Coast on this private chartered fishing and boating excursion. Sit back, relax and drink in...

4 to 8 hours • Free Cancellation
4.6 (25)
from
$862
4 Hour Private Sunset Fishing Charter

Blue Marlin, Wahoo, Mahi Mahi, Yellowfin Tuna, Striped Marlin, Shortbill Spearfish, and more are in the cards if you come at the right time of …More

4.5 (4)

4 Hour Private Sunset Fishing Charter

Blue Marlin, Wahoo, Mahi Mahi, Yellowfin Tuna, Striped Marlin, Shortbill Spearfish, and more are in the cards if you come at the right time of...

4 hours • Free Cancellation
4.5 (4)
from
$850
Private Charter Custom Kealakekua Bay Snorkeling

We are a local Hawaiian family operation. Providing that family friendly vibe, with an authentic Hawaiian style touch adding native culture and traditions to help …More

5.0 (6)

Private Charter Custom Kealakekua Bay Snorkeling

We are a local Hawaiian family operation. Providing that family friendly vibe, with an authentic Hawaiian style touch adding native culture and traditions to help...

4 hours 30 minutes • Free Cancellation
5.0 (6)
from
$799
Kailua Kona Whale Watching Boat Tour Experience

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the …More

5.0 (1)

Kailua Kona Whale Watching Boat Tour Experience

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the...

2 hours • Free Cancellation
5.0 (1)
from
$700
Hawaii Volcanoes National Park Experience from Maui

Here is your chance to visit Hawaii’s only active volcano and see the youngest of the Hawaiian Islands. On this inter-island excursion, you’ll visit the …More

5.0 (6)

Hawaii Volcanoes National Park Experience from Maui

Here is your chance to visit Hawaii’s only active volcano and see the youngest of the Hawaiian Islands. On this inter-island excursion, you’ll visit the...

8 to 10 hours • Free Cancellation
5.0 (6)
from
$590
2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii

Step aboard our 31’ Ocean Craft RHIB, designed for comfort, stability, and an exceptional on-water experience. With overhead shade and forward-facing seats, you’ll enjoy a …More

5.0 (23)

2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii

Step aboard our 31’ Ocean Craft RHIB, designed for comfort, stability, and an exceptional on-water experience. With overhead shade and forward-facing seats, you’ll enjoy a...

2 hours 30 minutes • Free Cancellation
5.0 (23)
from
$550
Kona Luxury Catamaran Yacht Snorkel & Sail

Discover the beauty of Kona's coastline aboard No Wiki, a spacious and comfortable sailing catamaran designed for relaxation and adventure. Cruise past rugged lava cliffs …More

4.8 (41)

Kona Luxury Catamaran Yacht Snorkel & Sail

Discover the beauty of Kona's coastline aboard No Wiki, a spacious and comfortable sailing catamaran designed for relaxation and adventure. Cruise past rugged lava cliffs...

4 hours • Free Cancellation
4.8 (41)
from
$449
Kealakekua Bay Captain Cook Snorkel Adventure

Captain Cook’s Monument, and the legendary “Place of Refuge” are in one of the most sought-after snorkeling destinations in all the world, Kealakekua Bay. This spot …More

5.0 (22)

Kealakekua Bay Captain Cook Snorkel Adventure

Captain Cook’s Monument, and the legendary “Place of Refuge” are in one of the most sought-after snorkeling destinations in all the world, Kealakekua Bay. This spot...

4 hours • Free Cancellation
5.0 (22)
from
$319

Frequently Asked Questions

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

Recent activity reviews
Spinning dolphins
New York City
2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii
A2154WKrebeccao, Sep 2026
Spinning dolphins
We first did the Manta Ray night snorkel with this charter and loved it so much we booked a Dolphin Watching and 2 reef snorkel. It was just us 5 so we had a great time and Brian was very knowledgeable. We would have had a great time even if the boat was full which held 10 guests. The 2 reefs were excellent. The boating community is very close and help each other out. We were next to a scuba charter and they told Brian which reefs were good that day. Brian told us about the different types of dolphins and we saw a large group of dolphins with babies! They were jumping and spinning. It was amazing.
Read more
Outstanding and worth every minute!
New York City
Luxury Private Boat Charter in Big Island Hawaii
Sarah_O, Sep 2026
Outstanding and worth every minute!
Captain Ko and Cameron were absolutely outstanding!! I can’t say enough great things about our experience and would highly recommend. Super friendly, great snorkeling, and just a fantastic day.
Read more
Great day fishing in Kona
New York City
Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6
1977serendipity, Sep 2026
Great day fishing in Kona
Awesome day with RJ and his crew on Bite Me 6 on a shared 4 hr trip. Brought in a yellow tail tuna. After getting back to the harbor they carved it up and sent everyone home with instructions to make sashimi or grill. Would def do again.
Read more
Tight lines!
New York City
Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6
jasonmE2346VI, Sep 2026
Tight lines!
Had a great day out on the water with Captain RJ, Cam, and the rest of our group. It was a little rough out there due to the recent storms, but felt well taken care of. Managed to hook into a nice yellowfin tuna, which was harvested and shared with everyone. Remember folks, it’s called fishing, not catching!
Read more
The fish didn’t cooperate...
New York City
4 Hour Private Sunset Fishing Charter
Kristen_R, Aug 2026
The fish didn’t cooperate...
The fish didn’t cooperate thanks to Hurricane Lala, but the crew was fantastic and the experience was still great. Clayton told us great stories and was a pleasure to hang out with, even if we didn’t get a single bite. Always next time!
Read more
Amazing Experience!
New York City
Private Charter Custom Kealakekua Bay Snorkeling
Jorge_P, Aug 2026
Amazing Experience!
A great experience, the snorkeling was amazing! We saw alot of fish in clear water. The private charter experience was incredible Kelau the captain was very informative, knowledgeable and a gentleman, made my wife, 2 sons and 2 daughters completely comfortable. The information and history he gave us about the region was so interesting. A++ i would recommend this charter to anyone!
Read more
Incredible Snorkeling Excursion
New York City
Kealakekua Bay Captain Cook Snorkel Adventure
P6943FJgeorgea, Aug 2026
Incredible Snorkeling Excursion
Extremely knowledgeable captain and guide. Our all female crew was so engaging and did a fantastic job explaining to us the Captain Cook story and pointing out anll of the incredible sea life. Our family of four took the 7am tour. It was absolutely exceptional! Will definitely be back for another excursion.
Read more
We have a phenomenal day...
New York City
Kona – 5 Hours Private Fishing Charter in Kailua-Kona
Ariyon_D, Aug 2026
We have a phenomenal day...
We have a phenomenal day out with Dean and Clayton on the Ms Conduct boat! We were notified in advance that the fishing season has been slow so far and that ended up being the case for our trip out in the water. This did not take away from the experience at all though as Dean and Clayton were very knowledgeable and hospitable! The weather was great and the sky mixed with the deep blue water will be something we will remember always!
Read more
We had such a great time...
New York City
Kona – 5 Hours Private Fishing Charter in Kailua-Kona
Kilee_M, Aug 2026
We had such a great time...
We had such a great time from start to finish! We had a great captain! Captain Dean and Crew CJ were absolutely amazing! I would do it all over again!
Read more
Best. Day. Of. My. Life.
New York City
Kealakekua Bay Captain Cook Snorkel Adventure
prestoncooper6, Aug 2026
Best. Day. Of. My. Life.
BEST DAY OF MY LIFE!!! My boyfriend and I went out for the 7 am tour (HIGHLY recommend the early slot, we were literally the only people out on the water!!) with Hana and Meredith who were absolutely AMAZING!! Since we got out before all the other tours, we saw an eagle ray, a Galapagos shark, two octopi, AND A SEA TURYLE!! It was quite literally the most glorious day of my life and Hana and Meredith could not have been better guides. If/when we come back, we will most definitely be booking w Kona again!!🌸☀️💕
Read more
Wonderful family adventure with Joe and Ko
New York City
Luxury Private Boat Charter in Big Island Hawaii
Thomas_H, Aug 2026
Wonderful family adventure with Joe and Ko
This was amazing in every way. We come to the Big Island every summer from New York. We cannot wait to get out on the water. Joe was hilarious and a wealth of knowledge Ko was a master captain and took us to two amazing places to explore the water. We were amazed how we saw baby reef sharks in a cave. They were both so great to my daughter and husband but extra special to my grandchildren who are almost 5 and almost 3.
Read more
Fantastic Fun
New York City
Kona Luxury Catamaran Yacht Snorkel & Sail
Sam H, Jul 2026
Fantastic Fun
My wife and I had a great time and enjoyed the entire trip. Great people running the entire outfit.
Read more
Perfect world cup tournament
New York City
Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
585gillr, Jul 2026
Perfect world cup tournament
I loved my experience with bite me 5 the captian was perfect knew the spots to go and brad was a awesome deckhand chef
Read more
Our family of 6 had a...
New York City
Private Charter Custom Kealakekua Bay Snorkeling
Monique_W, Jun 2026
Our family of 6 had a...
Our family of 6 had a wonderful time. My kids loved the boat ride and snorkeling at Captain Cook bay. The captain was great. He told us a lot of history about the island and showed some caves and rock formations. It was truly a wonderful experience. Highly recommend it.
Read more
7 foot blue marlin success
New York City
Kona – 6 Hour Private Fishing Charter Kona, Hawaii
John_P, Jun 2026
7 foot blue marlin success
We were warned fishing had been slow the week leading up to the charter but the guys were still able to get us a 7 foot blue marlin. If you want to catch a big fish while on island these guys are who to go to.
Read more
Best volcano trip ever
New York City
Hawaii Volcanoes National Park Experience from Maui
Angela_S, May 2026
Best volcano trip ever
Bring a jacket. It was slightly raining but overall the experience was fantastic! Highly recommended
Read more
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