Top Hawaii Cruises, Sailing & Water Tours

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

Hawaii Cruises, Sailing & Water Tours with Instant Confirmation include: Big Island Manta Ray Night Snorkel Oahu Small-Group Circle Island Tour with Turtle Snorkeling Waikiki Turtle Canyon Guided Snorkel: Turtle Guarantee Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch 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 Small-Group Circle Island Tour with Turtle Snorkeling Luxury Snorkel Cruise with Dolphin Watch and Hawaiian Meal Oahu: Swim with Dolphins on the West Coast Wild Dolphin Watching and Snorkel Safari Off West Coast of Oahu Full Day Oahu Circle Island -Turtle Beach Snorkel at North Shore 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 →

Find a sunset state of mind, cruising along the Napali Coast, one of Hawaii’s most stunning and humbling landscapes. Come aboard our clean, sleek 65’ …More

Kauai, USA

4.8 (1,208)

Nāpali Sunset Dinner Cruise

Find a sunset state of mind, cruising along the Napali Coast, one of Hawaii’s most stunning and humbling landscapes. Come aboard our clean, sleek 65’...

3 to 4 hours Free Cancellation

4.8 (1,208)

from
$264

Oahu: Swim with Dolphins on the West Coast

Set sail on an unforgettable West Oahu dolphin cruise aboard a spacious 42-passenger catamaran. This double-hulled vessel offers a smooth, stable ride as you relax …More

Oahu, USA

4.9 (1,173)

Oahu: Swim with Dolphins on the West Coast

Set sail on an unforgettable West Oahu dolphin cruise aboard a spacious 42-passenger catamaran. This double-hulled vessel offers a smooth, stable ride as you relax...

4 hours Hotel pickup offered Free Cancellation

4.9 (1,173)

from
$187

Maui Whale Watching: WHALES GUARANTEED with Makai Adventures

Our boat is really what sets us apart from other companies- we have a fast, fun and comfortable boat where everyone gets a cushioned seat, …More

Maui, USA

4.9 (1,167)

Maui Whale Watching: WHALES GUARANTEED with Makai Adventures

Our boat is really what sets us apart from other companies- we have a fast, fun and comfortable boat where everyone gets a cushioned seat,...

2 hours Free Cancellation

4.9 (1,167)

from
$87

Oahu: Cage-Free Shark Swim on the North Shore

Experience the ultimate Oahu shark dive with this North Shore shark tour family. Swim cage‑free with sharks in the crystal‑clear waters off Haleiwa, guided by …More

Oahu, USA

4.9 (1,162)

Oahu: Cage-Free Shark Swim on the North Shore

Experience the ultimate Oahu shark dive with this North Shore shark tour family. Swim cage‑free with sharks in the crystal‑clear waters off Haleiwa, guided by...

1 hour 45 minutes Free Cancellation

4.9 (1,162)

from
$150

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard …More

Maui, USA

4.8 (1,062)

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

2 hours 30 minutes Free Cancellation

4.8 (1,062)

from
$180

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 (1,016)

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 (1,016)

from
$55

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for …More

Oahu, USA

4.8 (953)

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for...

2 hours 30 minutes Free Cancellation

4.8 (953)

from
$85

2-Hour Molokini Guaranteed Snorkel Trip from Maui

Trip Highlights - 15 minute boat ride to Molokini - Snorkel the crystal clear waters of Molokini crater, Maui's 1st Snorkeling destination - Small group …More

Maui, USA

4.9 (952)

2-Hour Molokini Guaranteed Snorkel Trip from Maui

Trip Highlights - 15 minute boat ride to Molokini - Snorkel the crystal clear waters of Molokini crater, Maui's 1st Snorkeling destination - Small group...

2 hours Free Cancellation

4.9 (952)

from
$99

Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter

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

4.9 (951)

Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter

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...

4 hours Free Cancellation

4.9 (951)

from
$175

West Maui Snorkeling Experience by Boat from Ka'anapali

Join us for a 4.5 hour snorkeling tour! Swim with turtles, see beautiful reef fish, and look for dolphins! All equipment is provided, along with …More

Maui, USA

5.0 (946)

West Maui Snorkeling Experience by Boat from Ka'anapali

Join us for a 4.5 hour snorkeling tour! Swim with turtles, see beautiful reef fish, and look for dolphins! All equipment is provided, along with...

5 hours Free Cancellation

5.0 (946)

from
$193

Experience a Hawaiian sunset like no other on a cocktail cruise along Oahu's coast. Departing from Waikiki and heading toward Diamond Head, this catamaran journey …More

Oahu, USA

4.8 (919)

Waikiki Signature Sunset Catamaran Sail

Experience a Hawaiian sunset like no other on a cocktail cruise along Oahu's coast. Departing from Waikiki and heading toward Diamond Head, this catamaran journey...

1 hour 30 minutes Free Cancellation

4.8 (919)

from
$120

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 (876)

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 (876)

from
$85

Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of …More

Big Island of Hawaii, USA

4.9 (856)

Sunset and Manta Ray Snorkel Adventure

Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of...

2 hours 15 minutes Free Cancellation

4.9 (856)

from
$155

All riders must be 36 inches or taller to participate/ride submarine. Dive 100 feet below the surface and experience Maui’s marine treasures off beautiful Lahaina …More

Maui, USA

4.8 (854)

Maui Atlantis Submarine Adventure

All riders must be 36 inches or taller to participate/ride submarine. Dive 100 feet below the surface and experience Maui’s marine treasures off beautiful Lahaina...

2 hours Free Cancellation

4.8 (854)

from
$160

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

Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach

The BEST possible way to experience the majestic Pacific Humpback Whales up close and personal. The waters off shore of Ka'anapali Maui are host to …More

Maui, USA

4.8 (844)

Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach

The BEST possible way to experience the majestic Pacific Humpback Whales up close and personal. The waters off shore of Ka'anapali Maui are host to...

2 hours Free Cancellation

4.8 (844)

from
$103

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in …More

Maui, USA

4.8 (836)

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in...

5 hours Free Cancellation

4.8 (836)

from
$213

Wailua River & Waterfalls Kayak Tour: Expert-Guided Adventure

Rainbow Kayak Tours has been providing guided tours of the Wailua River for 20 years. Our experienced guides are well versed in the flora and …More

Kauai, USA

4.9 (833)

Wailua River & Waterfalls Kayak Tour: Expert-Guided Adventure

Rainbow Kayak Tours has been providing guided tours of the Wailua River for 20 years. Our experienced guides are well versed in the flora and...

5 to 6 hours Free Cancellation

4.9 (833)

from
$165

Wild Dolphin Watching and Snorkel Safari Off West Coast of Oahu

Avoid crowds on our quiet, fast, 32 foot, Coast Guard inspected vessel. We only allow 16 guests on the boat, and every seat has a …More

Honolulu, USA

4.9 (833)

Wild Dolphin Watching and Snorkel Safari Off West Coast of Oahu

Avoid crowds on our quiet, fast, 32 foot, Coast Guard inspected vessel. We only allow 16 guests on the boat, and every seat has a...

3 hours Hotel pickup offered Free Cancellation

4.9 (833)

from
$194

We are a local, family-owned business dedicated to creating unforgettable small-group adventures along the stunning Nā Pali Coast. Our custom-built vessels are designed to combine …More

Kauai, USA

5.0 (806)

Kauai: Na Pali Coast Power Catamaran

We are a local, family-owned business dedicated to creating unforgettable small-group adventures along the stunning Nā Pali Coast. Our custom-built vessels are designed to combine...

4 hours 30 minutes Free Cancellation

5.0 (806)

from
$275

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Hawaii Cruises, Sailing & Water Tours are:

View all kid-friendly 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?