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: Maui: Molokini Crater and Turtle Town Snorkeling From Kihei Water Bike Tour in South Maui Kauai: Deluxe Na Pali Snorkel Cruise aboard Lucky Lady Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

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 →

Maui: Molokini Crater and Turtle Town Snorkeling From Kihei

Enjoy our brand new "2025 Model" vessel. Maui's newest raft boat. Comfortable seating and shade area for everyone. Beat the crowds and tick off both Molokini Crater …More

Maui, USA

4.9 (845)

Maui: Molokini Crater and Turtle Town Snorkeling From Kihei

Enjoy our brand new "2025 Model" vessel. Maui's newest raft boat. Comfortable seating and shade area for everyone. Beat the crowds and tick off both Molokini Crater...

3 hours Free Cancellation

4.9 (845)

from
$194

This is the newest attraction tour in Maui, Hawaii. Our water bikes are rare around the world and we are the only water bike tours …More

Maui, USA

5.0 (406)

Water Bike Tour in South Maui

This is the newest attraction tour in Maui, Hawaii. Our water bikes are rare around the world and we are the only water bike tours...

1 hour 45 minutes Free Cancellation

5.0 (406)

from
$131

Kauai: Deluxe Na Pali Snorkel Cruise aboard Lucky Lady

An all-inclusive day exploring the Nā Pali Coast that truly captures the beauty of the Island of Kauai. Our Coast Guard-certified Captain will guide you …More

Kauai, USA

4.9 (1,569)

Kauai: Deluxe Na Pali Snorkel Cruise aboard Lucky Lady

An all-inclusive day exploring the Nā Pali Coast that truly captures the beauty of the Island of Kauai. Our Coast Guard-certified Captain will guide you...

5 hours 30 minutes Free Cancellation

4.9 (1,569)

from
$234

Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look …More

Kauai, USA

4.8 (1,559)

Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look...

5 hours Free Cancellation

4.8 (1,559)

from
$223

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

2025 Cool Shore Excursions TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE in the US! Join us for …More

Oahu, USA

4.9 (1,015)

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

2025 Cool Shore Excursions TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE in the US! Join us for...

2 hours Free Cancellation

4.9 (1,015)

from
$55

Maui Whale Watching: 2-Hour Small Group Raft Tour from Lahaina

Our small group, 2-hour whale watching tours offer an intimate experience that larger boats can’t match. Departing from Mala Ramp in Lahaina, we visit the …More

Maui, USA

5.0 (715)

Maui Whale Watching: 2-Hour Small Group Raft Tour from Lahaina

Our small group, 2-hour whale watching tours offer an intimate experience that larger boats can’t match. Departing from Mala Ramp in Lahaina, we visit the...

2 hours Free Cancellation

5.0 (715)

from
$72

Relax and enjoy the crystal blue Hawaiian waters as a snorkeler and observer. Jump in and swim along Oahu's lively reefs and see our Hawaiian …More

Oahu, USA

4.8 (134)

Turtle Canyon Waikiki Snorkel Adventure

Relax and enjoy the crystal blue Hawaiian waters as a snorkeler and observer. Jump in and swim along Oahu's lively reefs and see our Hawaiian...

3 hours Free Cancellation

4.8 (134)

from
$141

Oahu Ultimate Circle Island Tour Full Day Experience

Come and join us for a full-day, action-packed tour around Oahu, and be amazed by its finest offerings. You will discover the best of Oahu's …More

Oahu, USA

4.6 (879)

Oahu Ultimate Circle Island Tour Full Day Experience

Come and join us for a full-day, action-packed tour around Oahu, and be amazed by its finest offerings. You will discover the best of Oahu's...

9 hours Free Cancellation

4.6 (879)

from
$84

Molokini Crater Deluxe Snorkel and Sail - Half Day Excursion

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical …More

Maui, USA

5.0 (135)

Molokini Crater Deluxe Snorkel and Sail - Half Day Excursion

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical...

5 hours Free Cancellation

5.0 (135)

from
$269

Big Island Historical Dinner Cruise to Kealakekua Bay

Set sail on the west coast of Hawaii Island for a 3-hour cruise to Captain Cook’s Monument for dinner, as a local historian shares stories …More

Big Island of Hawaii, USA

4.7 (1,333)

Big Island Historical Dinner Cruise to Kealakekua Bay

Set sail on the west coast of Hawaii Island for a 3-hour cruise to Captain Cook’s Monument for dinner, as a local historian shares stories...

3 hours Free Cancellation

4.7 (1,333)

from
$189

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with …More

Maui, USA

4.7 (503)

Maui Sunset Dinner Cruise & Whale Watch

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with...

3 hours Free Cancellation

4.7 (503)

from
$189

Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard …More

Maui, USA

4.9 (274)

Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard...

5 hours Free Cancellation

4.9 (274)

from
$97

Kauai: Whale Watch Cocktail Tour aboard 'Imiloa

Hop aboard ‘Imiloa, our Express Catamaran as your captain & crew take you along Kauai’s south shore to find the gentle giants of the sea. …More

Kauai, USA

4.8 (411)

Kauai: Whale Watch Cocktail Tour aboard 'Imiloa

Hop aboard ‘Imiloa, our Express Catamaran as your captain & crew take you along Kauai’s south shore to find the gentle giants of the sea....

2 hours Free Cancellation

4.8 (411)

from
$136

Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never …More

Oahu, USA

4.7 (1,265)

Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never...

2 hours Free Cancellation

4.7 (1,265)

from
$47

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A …More

Maui, USA

4.6 (674)

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

2 hours Free Cancellation

4.6 (674)

from
$150

Big Island: Manta Ray Night Snorkeling Adventure in Kailua-Kona

Nighttime Experience: Unlike typical snorkeling tours that take you place during the day, your tour offers the extraordinary opportunity to witness the majestic manta rays …More

Big Island of Hawaii, USA

4.9 (873)

Big Island: Manta Ray Night Snorkeling Adventure in Kailua-Kona

Nighttime Experience: Unlike typical snorkeling tours that take you place during the day, your tour offers the extraordinary opportunity to witness the majestic manta rays...

2 hours 30 minutes Free Cancellation

4.9 (873)

from
$85

Maui: FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach

Guaranteed to spot the majestic whales and hear them sing or your money back! Experience the awe-inspiring beauty of West Maui’s coastal waters on your …More

Maui, USA

4.9 (102)

Maui: FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach

Guaranteed to spot the majestic whales and hear them sing or your money back! Experience the awe-inspiring beauty of West Maui’s coastal waters on your...

2 hours Free Cancellation

4.9 (102)

from
$129

Maui: VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row …More

Maui, USA

4.9 (225)

Maui: VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row...

2 hours Free Cancellation

4.9 (225)

from
$125

Discover Oahu’s breathtaking coastline aboard the luxurious Makani Catamaran, one of Waikiki’s largest and most elegant 65-foot sailing vessels. Departing from convenient Kewalo Basin Harbor …More

Oahu, USA

4.6 (665)

Effortless Luxury Sailing Cruises

Discover Oahu’s breathtaking coastline aboard the luxurious Makani Catamaran, one of Waikiki’s largest and most elegant 65-foot sailing vessels. Departing from convenient Kewalo Basin Harbor...

2 hours Free Cancellation

4.6 (665)

from
$89

Maui Eco-Raft: 2 Hour Dolphin Watch Sightsee Tour (Semi-Private)

Small group whale watching onboard our small group, smooth ride raft vessel. Native Hawaiian owned and voted Cool Shore Excursionss Traveler's Choice, Hawaii Ocean Rafting …More

Maui, USA

5.0 (112)

Maui Eco-Raft: 2 Hour Dolphin Watch Sightsee Tour (Semi-Private)

Small group whale watching onboard our small group, smooth ride raft vessel. Native Hawaiian owned and voted Cool Shore Excursionss Traveler's Choice, Hawaii Ocean Rafting...

2 hours Free Cancellation

5.0 (112)

from
$97

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?