Top Maui Cruises, Sailing & Water Tours

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

No problem. These Maui Cruises, Sailing & Water Tours include Hotel Pickup: Private Road to Hana Waterfalls, Black Sand & Hidden Gems View all Tours with Hotel Pickup →

Q: Got any more Maui trip ideas?

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

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

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

Turtles & Tacos Luxury Catamaran Snorkel

Laid-back, fresh, and full of fun, this mid-morning snorkel sail is all about good vibes and island flavor. Cruise aboard our spacious 65’ catamaran and …More

4.8 (176)

Turtles & Tacos Luxury Catamaran Snorkel

Laid-back, fresh, and full of fun, this mid-morning snorkel sail is all about good vibes and island flavor. Cruise aboard our spacious 65’ catamaran and...

3 hours Free Cancellation

4.8 (176)

from
$169

Maui: 5-hour Snorkel w/ BBQ Lunch & Open Bar from Kaanapali

5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and …More

5.0 (40)

Maui: 5-hour Snorkel w/ BBQ Lunch & Open Bar from Kaanapali

5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and...

5 hours Free Cancellation

5.0 (40)

from
$214

Hawaiian Canoe Sailing Experience in Maui

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning …More

4.9 (59)

Hawaiian Canoe Sailing Experience in Maui

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning...

2 hours Free Cancellation

4.9 (59)

from
$179

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail aboard Gemini

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and …More

4.7 (236)

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail aboard Gemini

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and...

2 hours Free Cancellation

4.7 (236)

from
$168

Guaranteed whale sightings. Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a …More

5.0 (129)

Maui: 2 Hour Prime Time Whale Watching

Guaranteed whale sightings. Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a...

2 hours Free Cancellation

5.0 (129)

from
$120

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our …More

4.9 (42)

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our...

1 to 3 hours Free Cancellation

4.9 (42)

from
$85

Maui: 2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a …More

5.0 (75)

Maui: 2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a...

2 hours Free Cancellation

5.0 (75)

from
$106

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter …More

4.8 (35)

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter...

3 hours 30 minutes Free Cancellation

4.8 (35)

from
$143

Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a comfortable cruise with …More

4.9 (46)

Maui Mid Day Magic Whale Watch

Experience the small-group feel and incredible close encounters on either of our small group vessels. Customize your boat ride by selecting a comfortable cruise with...

2 hours Free Cancellation

4.9 (46)

from
$106

Enjoy Maui's magnificent whales from a truly unique perspective! This 3 hour kayak and snorkel eco adventure tour focuses on Humpback Whale watching and includes …More

4.9 (71)

Maui: Makena Whale Watching and Snorkel

Enjoy Maui's magnificent whales from a truly unique perspective! This 3 hour kayak and snorkel eco adventure tour focuses on Humpback Whale watching and includes...

3 hours

4.9 (71)

from
$106

Maui: Molokini and Turtles Luxury Yacht Snorkel

We are a family-owned Maui company with over 40 years of experience on Hawaiian waters. Our expert Captains and crew bring decades of combined local …More

5.0 (656)

Maui: Molokini and Turtles Luxury Yacht Snorkel

We are a family-owned Maui company with over 40 years of experience on Hawaiian waters. Our expert Captains and crew bring decades of combined local...

5 hours Free Cancellation

5.0 (656)

from
$318

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

5.0 (945)

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 (945)

from
$193

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Shore Excursions Award for 9 years in a row. Our 50 ft …More

5.0 (8)

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Shore Excursions Award for 9 years in a row. Our 50 ft...

4 hours 15 minutes Free Cancellation

5.0 (8)

from
$193

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Fast transit, uncrowded waters, and multiple iconic snorkel destinations in one morning. • Molokini Crater: Beat the crowds aboard our fast vessel to dive into …More

5.0 (1,617)

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Fast transit, uncrowded waters, and multiple iconic snorkel destinations in one morning. • Molokini Crater: Beat the crowds aboard our fast vessel to dive into...

5 hours Free Cancellation

5.0 (1,617)

from
$179

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver …More

4.4 (799)

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours Free Cancellation

4.4 (799)

from
$140

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

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

Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, …More

4.9 (103)

Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours Free Cancellation

4.9 (103)

from
$110

Maui: HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

Simply the best whale watch in Maui! Hop aboard Maui's newest and only custom built Super Raft for an exciting up close whale watch adventure. …More

5.0 (149)

Maui: HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

Simply the best whale watch in Maui! Hop aboard Maui's newest and only custom built Super Raft for an exciting up close whale watch adventure....

1 hour 45 minutes Free Cancellation

5.0 (149)

from
$95

Maui's Best Lanai Snorkel and Dolphin Raft Adventure

Maui Adventure Cruises Explorer Super Rafts Depart Lahaina Harbor. We head across the Au’au Channel to the Island of Lana’i where Two (2) Snorkel sites …More

4.9 (114)

Maui's Best Lanai Snorkel and Dolphin Raft Adventure

Maui Adventure Cruises Explorer Super Rafts Depart Lahaina Harbor. We head across the Au’au Channel to the Island of Lana’i where Two (2) Snorkel sites...

4 hours Free Cancellation

4.9 (114)

from
$283

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing …More

4.8 (213)

Maui Sunset Sail

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

2 hours Free Cancellation

4.8 (213)

from
$138

Frequently Asked Questions

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

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

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

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

View all kid-friendly Tours →

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

Maui Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

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

Maui 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 Maui Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Maui trip ideas?

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