Hawaii Cruises, Sailing & Water Tours

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7, …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Maui: Sunset/Glow Clear Kayak Tour in Olowalu

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful …More

Maui, USA

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful...

4 hours • Free Cancellation
5.0 (5)
from
$239
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

Big Island of Hawaii, USA

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
Private cruise Gondola waikiki with cute tour guide & he sings!

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hour • Free Cancellation
5.0 (2)
from
$670
Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes …More

Oahu, USA

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours • Free Cancellation
5.0 (12)
from
$99
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

Big Island of Hawaii, USA

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
Wailoa River to King Kamehameha Statue SUP Adventure

This is a great adventure for the entire family. The river has a calm serene feeling of feeling as if you stepped back in time. …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

This is a great adventure for the entire family. The river has a calm serene feeling of feeling as if you stepped back in time....

2 hours • Free Cancellation
4.7 (3)
from
$133
Waikiki Sunset Cruise and Iconic Views with Swimming

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide …More

Oahu, USA

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide...

2 hours • Free Cancellation
5.0 (4)
from
$65
Exclusive Super Raft Kona Snorkel Tour Family Friendly Adventure

Set sail on an exhilarating four-hour private snorkeling journey aboard the 41ft Super-Raft in Kona. This family-friendly adventure is perfect for those eager to explore …More

Big Island of Hawaii, USA

Set sail on an exhilarating four-hour private snorkeling journey aboard the 41ft Super-Raft in Kona. This family-friendly adventure is perfect for those eager to explore...

4 hours • Free Cancellation
5.0 (1)
from
$3,092
Kohola Whale Watching Excursion

Join us to observe the behavior of the Humpback Whales while they visit the Hawaiian Islands. Learn more about them from our kind & qualified …More

Big Island of Hawaii, USA

Join us to observe the behavior of the Humpback Whales while they visit the Hawaiian Islands. Learn more about them from our kind & qualified...

3 hours • Free Cancellation
5.0 (20)
from
$160
Maui: Private Luxury Charter Experience

Experience snorkelling with wildlife in exclusive spots, encountering dolphins along the way, sightseeing in small intimate groups with friendly and knowledgeable guides, and enjoy a …More

Maui, USA

Experience snorkelling with wildlife in exclusive spots, encountering dolphins along the way, sightseeing in small intimate groups with friendly and knowledgeable guides, and enjoy a...

4 hours
5.0 (3)
from
$2,370
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if …More

Oahu, USA

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if...

1 hour 30 minutes • Free Cancellation
4.9 (14)
from
$56
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

Big Island of Hawaii, USA

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

Big Island of Hawaii, USA

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
Private Stand Up Paddling Lesson in Makena

Makena Bay is one of the most popular launching points for so many water activities as it offers such a great experience. Calm waters over …More

Maui, USA

Makena Bay is one of the most popular launching points for so many water activities as it offers such a great experience. Calm waters over...

2 hours • Free Cancellation
5.0 (2)
from
$183
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

Big Island of Hawaii, USA

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

Frequently Asked Questions

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

Recent activity reviews
Activity name

Hawaii Activities
Attractions
Guides
Calendar