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Big Island of Hawaii Cruises, Sailing & Water Tours

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Big Island of Hawaii Activities

Attractions

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Calendar

Royal Humpback Whale Exploration

Humpback whales visit Hawaii from Alaska for a brief time in the winter. this is the time to take in the majestic Humpbacks. Hilo Ocean …More

Likely to Sell Out
Likely to Sell Out
4.8 (12)

Royal Humpback Whale Exploration

Humpback whales visit Hawaii from Alaska for a brief time in the winter. this is the time to take in the majestic Humpbacks. Hilo Ocean...

1 hour 30 minutes • Free Cancellation
4.8 (12)
from
$179
3-Hour Luxury Private Custom Charter

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is …More

5.0 (10)

3-Hour Luxury Private Custom Charter

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is...

3 hours • Free Cancellation
5.0 (10)
from
$1,950
Kailua-Kona Adventure Whale Watch

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull …More

4.9 (10)

Kailua-Kona Adventure Whale Watch

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull...

2 hours 30 minutes • Free Cancellation
4.9 (10)
from
$119
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group …More

4.8 (9)

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group...

4 to 8 hours • Free Cancellation
4.8 (9)
from
$2,437
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing …More

5.0 (9)

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing...

4 to 8 hours • Free Cancellation
5.0 (9)
from
$2,088
Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter. …More

5.0 (9)

Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours
5.0 (9)
from
$1,500
Big Island: 5-Hour Kona Private Boat Charter

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a …More

4.9 (7)

Big Island: 5-Hour Kona Private Boat Charter

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a...

5 hours • Free Cancellation
4.9 (7)
from
$1,740
Afternoon Ali'i Adventure

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, …More

5.0 (6)

Afternoon Ali'i Adventure

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests,...

3 hours • Free Cancellation
5.0 (6)
from
$276
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
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
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
Kealakekua Bay Morning Snorkel to Captain Cook Monument

If you are new to or have never snorkeled before, this is the ideal choice! Particularly good for families with younger children or swimmers who …More

5.0 (6)

Kealakekua Bay Morning Snorkel to Captain Cook Monument

If you are new to or have never snorkeled before, this is the ideal choice! Particularly good for families with younger children or swimmers who...

3 hours 30 minutes • Free Cancellation
5.0 (6)
from
$99
6 Hour Private Charter in Kona

When you book with us, you are really in control of how you want your favorite day on vacation to go! We can completely customize …More

5.0 (5)

6 Hour Private Charter in Kona

When you book with us, you are really in control of how you want your favorite day on vacation to go! We can completely customize...

5 hours • Free Cancellation
5.0 (5)
from
$2,200
Half Day Private Cruise Tour with Snorkeling and Fishing in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up …More

5.0 (4)

Half Day Private Cruise Tour with Snorkeling and Fishing in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up...

5 hours • Free Cancellation
5.0 (4)
from
$1,900
Cliff's of Hawai'i Onomea Waterfall Cruise

Discover old Hawai‘i on a leisurely 2‑hour morning cruise along rugged sea cliffs, secret coves, and tropical waterfalls. This small, intimate tour weaves past the …More

5.0 (4)

Cliff's of Hawai'i Onomea Waterfall Cruise

Discover old Hawai‘i on a leisurely 2‑hour morning cruise along rugged sea cliffs, secret coves, and tropical waterfalls. This small, intimate tour weaves past the...

2 hours • Free Cancellation
5.0 (4)
from
$213
4 Hour Private Snorkeling Tour in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up …More

5.0 (3)

4 Hour Private Snorkeling Tour in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up...

1 hour • Free Cancellation
5.0 (3)
from
$1,800

Frequently Asked Questions

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

Recent activity reviews
Private fishing charter
New York City
4 Hour Private Snorkeling Tour in Kona
serenasR99YZ, Aug 2026
Private fishing charter
My family and I had such an incredible day on our private fishing charter. We caught 9 fish! Brian and Tracy are wonderful guides. 100% recommend.
Read more
Best fishing experience on island
New York City
Half Day Private Cruise Tour with Snorkeling and Fishing in Kona
Charitysch, Aug 2026
Best fishing experience on island
Amazing, incredible, fun, beautiful!!! Brian and Tracey were amazing! The best experience so far on the Island and best fishing experience ever! We caught sooooooo many fish, including a 20lb Wahoo! Don’t waste your time going elsewhere🐟😍
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
Amazing morning on the water.
New York City
3-Hour Luxury Private Custom Charter
Sightsee00423055200, Aug 2026
Amazing morning on the water.
We thoroughly enjoyed our private boat trip with Captain Chad’s Charters on the Big Island. These guys know their stuff! We snorkeled beautiful reefs, saw dolphins and turtles and loved the snacks, especially the fresh pineapple! We were very comfortable on the boat and we were able to choose our activities. We much preferred this trip to one of the more commercial snorkeling trips with lots of people and booze. This felt intimate and you can tell they really aim to please! Book with Captain Chad’s on your next visit to Hawaii- well worth every penny!
Read more
Amazing fishing and snorkeling with Captain Chad!
New York City
3-Hour Luxury Private Custom Charter
Cruiser16302150126, Jul 2026
Amazing fishing and snorkeling with Captain Chad!
We had the best experience! the crew was outstanding and friendly - made our time together such fun. we caught a 30lb Ono so everyone was happy!
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
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
We found whales!
New York City
Kailua-Kona Adventure Whale Watch
sandrabM7807PV, May 2026
We found whales!
A great morning on the water. We headed out looking for pelagic whales and were able to find short finned pilot whales! Lots of them, males and females along with a nursery group! The baby entertained us with a few tail slaps, some vocalization, and visiting multiple females as well. We spent time looking for other species without luck, so we focused on the scenic coast and history of the area instead. A great trip and first time seeing this species for me
Read more
Fun, exilerating, and snuck in some learning!
New York City
Cliff’s of Hawai’i Onomea Waterfall Cruise
BMather39, Apr 2026
Fun, exilerating, and snuck in some learning!
We took the small boat tour out into Hilo bay for a two hour waterfall tour. Our captains, Koleco and Morgan, took excellent care of us. We thoroughly enjoyed the entire adventure. Morgan made the safety tour fun and interesting. In spite of no promises, we did get a pod of spinner dolphins that follwed us around for awhile and showed off why they’re called spinners. The scenery, old sugar mills, ans waterfalls were just all so lovely. Morgan was a great source of information about hos the sugar mills operated and shaped the coastline. Koleco was a master at avoiding as many of the larger swells and kept us relatively dry. It only really rained on us the last 15 minutes or so and in no way dampened our enjoyment of this trip. Great job, mahalo, brothers!
Read more
Fantastic tour
New York City
Hawaii Volcanoes National Park Experience from Maui
Darlene_C, Apr 2026
Fantastic tour
Our trip to the national volcano park on Hawaii Was fantastic, out your guide -Henry was one of the best tour guides I have ever encountered, his historical knowledge of the island made this trip so much more fascinating! The day was filled with beautiful scenery and historic value. I highly recommend
Read more
Fishing, snorkeling, dolphins and Great boat crew!
New York City
6 Hour Private Charter in Kona
JenniferG303, Apr 2026
Fishing, snorkeling, dolphins and Great boat crew!
Our 6-hour charter with Ocean Kona Blue Boat Tours was the highlight of our Hawaii trip! Captain Kevin and Maddie were incredible—attentive, knowledgeable, and genuinely caring, especially when one of our boys got a little seasick. Every one of us caught fish, the snorkeling was fantastic, and Maddie even found beautiful shells for the kids to take home. Lunch was delicious, and we got to watch a pod of dolphins while we ate-so cool! Kevin was upfront about the rougher seas that morning and offered to refund the trip if we weren't comfortable sailing, but he made the entire experience safe and memorable. They truly treated us like family and gave us great recommendations for the rest of our time in Kona and on Maui. Our four boys are still talking about it!
Read more
Awesome boat, better people
New York City
Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
jamescL1745AB, Mar 2026
Awesome boat, better people
Capt Brian and Cam were top notch. If you are looking for a luxury fishing boat with experienced crew, these are your guys.
Read more
Whales and Waterfalls
New York City
Royal Humpback Whale Exploration
R3917CHdennisl, Mar 2026
Whales and Waterfalls
My wife and I took the whale watching tour. We saw a bunch of whales and got some great pictures. Then they took us to see some amazing waterfalls and told us about the beautiful beach areas. The old sugar plantation, fallen arch, surf areas and the water break. Very entertaining guild and boat captain.
Read more
Glorious whale sightings
New York City
Royal Humpback Whale Exploration
billkQ8206JK, Mar 2026
Glorious whale sightings
The captain and crew were obviously very experienced at finding and following the humpbacks. Also, whitecaps appeared suddenly, and I was impressed with the way he followed the whales and yet sliced through the waves at an optimum angle to minimize rocking.
Read more
Great day of whale watching!
New York City
Kailua-Kona Adventure Whale Watch
R5503UHsusanp, Mar 2026
Great day of whale watching!
Absolutely a 5 star experience!! Naturalist Pam and Captain Shane gave us such a great day of whale watching. We did the fast boat and have no regrets. They are in communication with other boats in the water so they knew where to be to see the whales and dolphins. 10/10 I recommend!
Read more
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