Top Hawaii Cruises, Sailing & Water Tours

Q: What are the best options for Hawaii Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Hawaii Cruises, Sailing & Water Tours are: Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay Waikoloa Catamaran Snorkel Sail Including Lunch OPEN NOW: Huleia River Hidden Valley Falls Kayak & Hike Dolphin, Sea Cave & Captain Cook Snorkel Combo in Kealakekua Bay Lahaina Maui Sunset Sail on 'Alihilani

Q: What are the best kid-friendly options for Hawaii Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Hawaii Cruises, Sailing & Water Tours are: Waikiki Glass Bottom Boat Cruise Waikiki Beach Glass Bottom Boat Tour Kona Manta Ray Snorkel Tour Guaranteed or come again free Waikiki 2 hour Turtle Canyon Snorkeling Adventure Big Island Manta Ray Night Snorkel View all kid-friendly Tours →

Q: Which Hawaii Cruises, Sailing & Water Tours have Instant Confirmation?

Hawaii Cruises, Sailing & Water Tours with Instant Confirmation include: Waikiki Glass Bottom Boat Cruise Waikiki Beach Glass Bottom Boat Tour Kona Manta Ray Snorkel Tour Guaranteed or come again free Kona Snorkel Tour: Captain Cook Reef Snorkel, Dolphin & Sea Caves Waikiki 2 hour Turtle Canyon Snorkeling Adventure View all Tours with Instant Confirmation →

Q: I need a ride! Which Hawaii Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Hawaii Cruises, Sailing & Water Tours include Hotel Pickup: Oahu Dolphin and Snorkel Tour with Waikiki Pickup & Lunch Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More Ko Olina Catamaran Sail and Snorkel with Lunch Luxury Snorkel Cruise with Dolphin Watch and Hawaiian Meal Oahu Small-Group Circle Island Tour with Turtle Snorkeling View all Tours with Hotel Pickup →

Q: Got any more Hawaii trip ideas?

We sure do. Check out our curated lists of hand-picked Hawaii Tours. Top 10 Hawaii 2026 Senior-friendly tours Hawaii The best tours and activities for culture lovers in Hawaii Top Day Trips from Hawaii Things to do in Hawaii this summer View all Hawaii Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Hawaii?

Based on our sales data over the past year, the most popular styles of tours and activities in Hawaii are: Hawaii Luxury & Special Occasions Hawaii Luxury Tours Hawaii Outdoor Activities Hawaii Cruises, Sailing & Water Tours Hawaii Tours & Sightseeing View all tour styles in Hawaii →

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 • World Famous Captain Cook Monument at Kealakekua Bay • Red …More

Big Island of Hawaii, USA

4.9 (590)

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 • World Famous Captain Cook Monument at Kealakekua Bay • Red...

4 hours 30 minutes Free Cancellation

4.9 (590)

from
$179

Waikoloa Catamaran Snorkel Sail Including Lunch

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy …More

Big Island of Hawaii, USA

4.8 (109)

Waikoloa Catamaran Snorkel Sail Including Lunch

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy...

3 hours Free Cancellation

4.8 (109)

from
$189

OPEN NOW: Huleia River Hidden Valley Falls Kayak & Hike

Experience an authentic Kauai adventure as you paddle tandem kayaks along the serene Hule‘ia River, journeying deep into the island’s untamed jungle. Surrounded by lush …More

Kauai, USA

4.7 (163)

OPEN NOW: Huleia River Hidden Valley Falls Kayak & Hike

Experience an authentic Kauai adventure as you paddle tandem kayaks along the serene Hule‘ia River, journeying deep into the island’s untamed jungle. Surrounded by lush...

3 hours 30 minutes Free Cancellation

4.7 (163)

from
$162

Dolphin, Sea Cave & Captain Cook Snorkel Combo in Kealakekua Bay

Snorkel Adventure – Captain Cook Monument / Kealakekua Bay 2 different Snorkel Locations! Snorkel the vibrant coral reefs at Kealakekua Bay, home of the Captain …More

Big Island of Hawaii, USA

4.8 (284)

Dolphin, Sea Cave & Captain Cook Snorkel Combo in Kealakekua Bay

Snorkel Adventure – Captain Cook Monument / Kealakekua Bay 2 different Snorkel Locations! Snorkel the vibrant coral reefs at Kealakekua Bay, home of the Captain...

3 hours Free Cancellation

4.8 (284)

from
$89

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for …More

Maui, USA

5.0 (226)

Lahaina Maui Sunset Sail on 'Alihilani

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for...

2 hours 30 minutes Free Cancellation

5.0 (226)

from
$127

Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon

-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel equipment -Fun, friendly, lifeguard certified crew -BYOB (Bring your own …More

Honolulu, USA

4.9 (363)

Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon

-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel equipment -Fun, friendly, lifeguard certified crew -BYOB (Bring your own...

2 hours Free Cancellation

4.9 (363)

from
$84

Experience an unforgettable sunset manta ray snorkel tour, consistently ranked among the top lifetime adventures in Hawaiʻi. We specialize in small-group tours, limiting each experience …More

Big Island of Hawaii, USA

5.0 (266)

Sunset Manta Ray Tour in Kailua-Kona

Experience an unforgettable sunset manta ray snorkel tour, consistently ranked among the top lifetime adventures in Hawaiʻi. We specialize in small-group tours, limiting each experience...

2 to 3 hours Free Cancellation

5.0 (266)

from
$109

Honolulu Sunset Sail from Kewalo Harbor Including Drinks

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic …More

Oahu, USA

4.9 (218)

Honolulu Sunset Sail from Kewalo Harbor Including Drinks

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic...

1 hour 30 minutes Free Cancellation

4.9 (218)

from
$62

Waikiki Beach Sunset Sail on Ke Kai Catamaran

Sail Ke Kai for our Popular 90-minute Sunset Sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple …More

Oahu, USA

4.9 (465)

Waikiki Beach Sunset Sail on Ke Kai Catamaran

Sail Ke Kai for our Popular 90-minute Sunset Sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple...

1 hour 30 minutes Free Cancellation

4.9 (465)

from
$70

Maui: Molokini Snorkel & Whale Watch Tour From Kihei

This activity is unique because it combines two of Maui’s best ocean experiences into one trip: Molokini Crater snorkeling and bonus whale watching. Guests get …More

Maui, USA

4.9 (201)

Maui: Molokini Snorkel & Whale Watch Tour From Kihei

This activity is unique because it combines two of Maui’s best ocean experiences into one trip: Molokini Crater snorkeling and bonus whale watching. Guests get...

2 hours 30 minutes Free Cancellation

4.9 (201)

from
$161

No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as …More

Oahu, USA

5.0 (279)

Waikiki Sunset Boat Cruise

No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as...

1 hour 30 minutes Free Cancellation

5.0 (279)

from
$51

Lahaina Maui | Romantic Luxury Sunset Sail | Motors Off Sailing

Experience a romantic Maui evening aboard Paragon, Sail Maui's flagship 47-foot performance sailing catamaran. Settle in together and experience the peace and serenity of sailing …More

Maui, USA

5.0 (46)

Lahaina Maui | Romantic Luxury Sunset Sail | Motors Off Sailing

Experience a romantic Maui evening aboard Paragon, Sail Maui's flagship 47-foot performance sailing catamaran. Settle in together and experience the peace and serenity of sailing...

2 hours Free Cancellation

5.0 (46)

from
$127

Maui: 2-Hour Whale Watch from Lahaina Harbor

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move …More

Maui, USA

4.9 (230)

Maui: 2-Hour Whale Watch from Lahaina Harbor

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move...

2 hours Free Cancellation

4.9 (230)

from
$70

Big Island: Zodiac Raft Whale Watching Adventure

The experience of watching 40 foot (12 meter) whales from a 24 foot (7 meter) Zodiac raft is something you'll never forget! Following Hawaiian Marine …More

Big Island of Hawaii, USA

4.9 (480)

Big Island: Zodiac Raft Whale Watching Adventure

The experience of watching 40 foot (12 meter) whales from a 24 foot (7 meter) Zodiac raft is something you'll never forget! Following Hawaiian Marine...

3 hours Free Cancellation

4.9 (480)

from
$124

Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the …More

Oahu, USA

5.0 (128)

Polynesian Canoe Sunset Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the...

2 hours Free Cancellation

5.0 (128)

from
$250

Oahu Snorkeling Cruise with Waterslide & Trampoline from Waikiki

Spend 2.5 hours on Ocean Intrigue, our 65-foot double-decker catamaran, enjoying five ocean activities off Waikiki: turtle snorkeling, an upper-deck waterslide, a floating ocean trampoline, …More

Oahu, USA

4.7 (296)

Oahu Snorkeling Cruise with Waterslide & Trampoline from Waikiki

Spend 2.5 hours on Ocean Intrigue, our 65-foot double-decker catamaran, enjoying five ocean activities off Waikiki: turtle snorkeling, an upper-deck waterslide, a floating ocean trampoline,...

2 hours 30 minutes Free Cancellation

4.7 (296)

from
$49

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

Big Island of Hawaii, USA

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

We provide everything you need to have a great and safe time out on the water. You'll get kayaks, seat backs, life vests, dry bags …More

Oahu, USA

4.8 (45)

Mokolii Island Self Guided Kayak Tour

We provide everything you need to have a great and safe time out on the water. You'll get kayaks, seat backs, life vests, dry bags...

4 hours Free Cancellation

4.8 (45)

from
$82

Waikiki Turtle Snorkeling Adventure(8am)

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our spacious and comfortable catamaran to Turtle Canyon, where you’ll have the …More

Honolulu, USA

4.9 (141)

Waikiki Turtle Snorkeling Adventure(8am)

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our spacious and comfortable catamaran to Turtle Canyon, where you’ll have the...

3 hours Hotel pickup offered Free Cancellation

4.9 (141)

from
$100

Happy Hour Sunset Sail on Maui's Luxury Catamaran

Drift away aboard our 65’ luxury sailing catamaran and sail into golden hour for Maui’s most scenic cocktail hour. Happy hour at sea with handcrafted …More

Maui, USA

4.9 (102)

Happy Hour Sunset Sail on Maui's Luxury Catamaran

Drift away aboard our 65’ luxury sailing catamaran and sail into golden hour for Maui’s most scenic cocktail hour. Happy hour at sea with handcrafted...

2 hours Free Cancellation

4.9 (102)

from
$169

Frequently Asked Questions

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

What are the best options for Hawaii Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Hawaii Cruises, Sailing & Water Tours Tours?

Which Hawaii Cruises, Sailing & Water Tours have Instant Confirmation?

Which Hawaii Cruises, Sailing & Water Tours have Free Cancellation?

Hawaii Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Hawaii Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Hawaii trip ideas?

What are the most popular styles of Tours and Activities in Hawaii?