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: Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai Waikiki: Sunset Whale Watch, Whales Guaranteed or Free Return The Niʻihau & Nāpali Snorkel Expedition Big Island Manta Ray Night Snorkel Adventure Waikiki Glass Bottom Boat Tour

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 →

Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai

Embark on the ultimate summer adventure: a thrilling Zodiac raft tour to Kauai’s Na Pali Coast Sea Caves, available May 17 –September 20. Enjoy a …More

Kauai, USA

5.0 (152)

Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai

Embark on the ultimate summer adventure: a thrilling Zodiac raft tour to Kauai’s Na Pali Coast Sea Caves, available May 17 –September 20. Enjoy a...

3 hours Free Cancellation

5.0 (152)

from
$235

Waikiki: Sunset Whale Watch, Whales Guaranteed or Free Return

Free return trip if no whales are sighted! Our beautiful double decker tour boat is the best platform for viewing whales! Experience Humpback Whales in …More

Oahu, USA

4.9 (112)

Waikiki: Sunset Whale Watch, Whales Guaranteed or Free Return

Free return trip if no whales are sighted! Our beautiful double decker tour boat is the best platform for viewing whales! Experience Humpback Whales in...

90 to 120 minutes Free Cancellation

4.9 (112)

from
$54

Go big or go home on one of the most ambitious tours Kauai has to offer—a 90-mile ocean adventure up the Napali Coast and across …More

Kauai, USA

4.8 (437)

The Niʻihau & Nāpali Snorkel Expedition

Go big or go home on one of the most ambitious tours Kauai has to offer—a 90-mile ocean adventure up the Napali Coast and across...

8 hours Free Cancellation

4.8 (437)

from
$361

Big Island Manta Ray Night Snorkel Adventure

What Makes your Manta Ray Night Snorkel Unique One of the only places on Earth to snorkel with manta rays at night—in their natural habitat …More

Big Island of Hawaii, USA

4.9 (488)

Big Island Manta Ray Night Snorkel Adventure

What Makes your Manta Ray Night Snorkel Unique One of the only places on Earth to snorkel with manta rays at night—in their natural habitat...

1 hour 25 minutes Free Cancellation

4.9 (488)

from
$85

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49 …More

Oahu, USA

4.5 (168)

Waikiki Glass Bottom Boat Tour

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49...

1 hour Free Cancellation

4.5 (168)

from
$46

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and …More

Maui, USA

4.6 (744)

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

2 hours Free Cancellation

4.6 (744)

from
$168

Kauai: Express Na Pali Sunset Tour aboard 'Imiloa

Embark on an unforgettable outdoor adventure along Kauai’s legendary Nā Pali Coast. Perfect for those determined to witness its breathtaking cliffs, sea caves, and emerald …More

Kauai, USA

4.7 (207)

Kauai: Express Na Pali Sunset Tour aboard 'Imiloa

Embark on an unforgettable outdoor adventure along Kauai’s legendary Nā Pali Coast. Perfect for those determined to witness its breathtaking cliffs, sea caves, and emerald...

5 hours Free Cancellation

4.7 (207)

from
$162

Private Catamaran Cruise and Snorkeling Tour in Honolulu

Discover the beautiful views of the ocean, local wildlife, and the iconic east side of Oahu as you join me on a private catamaran cruise …More

Oahu, USA

5.0 (153)

Private Catamaran Cruise and Snorkeling Tour in Honolulu

Discover the beautiful views of the ocean, local wildlife, and the iconic east side of Oahu as you join me on a private catamaran cruise...

2 hours Free Cancellation

5.0 (153)

from
$749

Discover why Hawaii Glass Bottom Boats is one of the best Waikīkī boat tours and a must-do activity in Honolulu. Departing from Kewalo Harbor, just …More

Oahu, USA

4.7 (142)

Waikiki Glass Bottom Boat Sunset Cruise

Discover why Hawaii Glass Bottom Boats is one of the best Waikīkī boat tours and a must-do activity in Honolulu. Departing from Kewalo Harbor, just...

1 hour 30 minutes Free Cancellation

4.7 (142)

from
$65

1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran

Join us for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with complimentary drinks on YELLOW …More

Oahu, USA

5.0 (84)

1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran

Join us for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with complimentary drinks on YELLOW...

1 hour Free Cancellation

5.0 (84)

from
$53

Maui: Ultimate 3.5 hour Whale Watch & Snorkel

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered …More

Maui, USA

5.0 (89)

Maui: Ultimate 3.5 hour Whale Watch & Snorkel

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

3 to 4 hours Free Cancellation

5.0 (89)

from
$195

Oahu: Premier Whale Watching Cruise from Waikiki

See humpback whales during their annual migration in the waters off Oahu on a whale-watching cruise from Waikiki. Enjoy great photo ops of the massive …More

Oahu, USA

4.4 (195)

Oahu: Premier Whale Watching Cruise from Waikiki

See humpback whales during their annual migration in the waters off Oahu on a whale-watching cruise from Waikiki. Enjoy great photo ops of the massive...

2 hours Free Cancellation

4.4 (195)

from
$85

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden …More

Oahu, USA

4.6 (87)

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden...

2 hours Free Cancellation

4.6 (87)

from
$57

Kona Hawaii Per Person Shared Fishing with Bite Me Sportfishing

None of your friends and family want to go fishing with you? Don't have to be "the one" who reels it in but want to …More

Big Island of Hawaii, USA

4.3 (57)

Kona Hawaii Per Person Shared Fishing with Bite Me Sportfishing

None of your friends and family want to go fishing with you? Don't have to be "the one" who reels it in but want to...

4 hours Free Cancellation

4.3 (57)

from
$167

Ko Olina Signature Sunset Cocktail Cruise with Appetizers

End your day in paradise with a relaxing sunset sail along Oahu's stunning west coast. Departing from Waianae Harbor, you'll enjoy panoramic views of the …More

Oahu, USA

4.7 (189)

Ko Olina Signature Sunset Cocktail Cruise with Appetizers

End your day in paradise with a relaxing sunset sail along Oahu's stunning west coast. Departing from Waianae Harbor, you'll enjoy panoramic views of the...

2 hours Free Cancellation

4.7 (189)

from
$89

Set sail from Honokohau Harbor aboard the spacious Spirit of Aloha for a 3-hr adventure along Kona's stunning coast. Cruise past lava rock cliffs and …More

Big Island of Hawaii, USA

4.9 (111)

Kona Catamaran Snorkel Sail with Lunch

Set sail from Honokohau Harbor aboard the spacious Spirit of Aloha for a 3-hr adventure along Kona's stunning coast. Cruise past lava rock cliffs and...

3 hours Free Cancellation

4.9 (111)

from
$169

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room, …More

Oahu, USA

4.6 (59)

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room,...

2 hours Free Cancellation

4.6 (59)

from
$59

[4HR w/PickUp]Waikiki Turtle Canyon Snorkeling& 6-in-1 Activities

⭐5,000+ Google 5-Star Reviews FREE Round-Trip Waikiki Hotel Transportation Turtle Guarantee – Free Return Tour if No Turtles Are Spotted ⭐Join one of Waikiki's most …More

Oahu, USA

4.9 (209)

[4HR w/PickUp]Waikiki Turtle Canyon Snorkeling& 6-in-1 Activities

⭐5,000+ Google 5-Star Reviews FREE Round-Trip Waikiki Hotel Transportation Turtle Guarantee – Free Return Tour if No Turtles Are Spotted ⭐Join one of Waikiki's most...

3 hours Free Cancellation

4.9 (209)

from
$100

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point …More

Oahu, USA

4.8 (76)

Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point...

2 hours Free Cancellation

4.8 (76)

from
$45

Lahaina Maui Romantic Lanai Snorkel Sail | Meals & Full Open Bar

Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where our experienced crew selects the day’s best snorkel destination based …More

Maui, USA

5.0 (95)

Lahaina Maui Romantic Lanai Snorkel Sail | Meals & Full Open Bar

Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where our experienced crew selects the day’s best snorkel destination based...

5 hours Free Cancellation

5.0 (95)

from
$243

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?