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 →

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

Ready for an unforgettable day of sailing, snorkeling, island lunch, and open bar aboard our luxury sailing catamaran? Perfect for families, couples, kids, first-time snorkelers, …More

5.0 (140)

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

Ready for an unforgettable day of sailing, snorkeling, island lunch, and open bar aboard our luxury sailing catamaran? Perfect for families, couples, kids, first-time snorkelers,...

5 hours Free Cancellation

5.0 (140)

from
$193

Maui: 2 Hour Afternoon Lahaina 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 (105)

Maui: 2 Hour Afternoon Lahaina 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 (105)

from
$106

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 (148)

West Maui Sunset 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 (148)

from
$106

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

Paddle. Snorkel. Meet a Turtle. Glide along the gorgeous Makena coastline, then slip into the water at a few guided snorkel stops and swim in …More

4.9 (72)

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

Paddle. Snorkel. Meet a Turtle. Glide along the gorgeous Makena coastline, then slip into the water at a few guided snorkel stops and swim in...

3 hours 30 minutes Free Cancellation

4.9 (72)

from
$151

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experience Maui’s golden hour from the water. Departing from Ma‘alaea, …More

4.8 (19)

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experience Maui’s golden hour from the water. Departing from Ma‘alaea,...

2 hours Free Cancellation

4.8 (19)

from
$279

Maui Premier Whale Watching Cruise - Luxury Catamaran Experience

From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way …More

4.9 (90)

Maui Premier Whale Watching Cruise - Luxury Catamaran Experience

From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way...

2 hours Free Cancellation

4.9 (90)

from
$119

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit …More

5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours Free Cancellation

5.0 (21)

from
$2,867

Lana'i Snorkel And Dolphin Quest with Maui Turtle Spot Tour

Take a ride on Maui's most comfortable small boat experience! We visit two snorkel spots (weather permitting) off of the remote island of Lana'i and …More

5.0 (43)

Lana'i Snorkel And Dolphin Quest with Maui Turtle Spot Tour

Take a ride on Maui's most comfortable small boat experience! We visit two snorkel spots (weather permitting) off of the remote island of Lana'i and...

4 hours 30 minutes Free Cancellation

5.0 (43)

from
$175

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Explore the Amazing West Maui underwater world during your Eco- Friendly Yamaha 350LI Sea Scooter Guided Tour. Rated the 10 Top snorkel beaches on Maui …More

4.9 (47)

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Explore the Amazing West Maui underwater world during your Eco- Friendly Yamaha 350LI Sea Scooter Guided Tour. Rated the 10 Top snorkel beaches on Maui...

3 hours Free Cancellation

4.9 (47)

from
$156

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a …More

5.0 (63)

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a...

1 hour Free Cancellation

5.0 (63)

from
$420

Luxury Catamaran Royal Sunset Dinner at Sea (Adults-Only)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step …More

4.8 (63)

Luxury Catamaran Royal Sunset Dinner at Sea (Adults-Only)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step...

2 hours 30 minutes Free Cancellation

4.8 (63)

from
$249

Maui: Kayak Whale Watch & Turtle Town Snorkel with Free Photos

This is an intimate, owner-operated expedition led by a guide with over 10+ years of experience on Maui waters. Unlike the large harbor boats with …More

5.0 (66)

Maui: Kayak Whale Watch & Turtle Town Snorkel with Free Photos

This is an intimate, owner-operated expedition led by a guide with over 10+ years of experience on Maui waters. Unlike the large harbor boats with...

4 hours Free Cancellation

5.0 (66)

from
$150

This 4 hour South Maui kayak and snorkel eco-adventure is No Ka Oi! Enjoy the calm and clear waters of Turtle Town where you will …More

4.6 (63)

Makena-Wailea Explorer Trip in Maui

This 4 hour South Maui kayak and snorkel eco-adventure is No Ka Oi! Enjoy the calm and clear waters of Turtle Town where you will...

4 hours Free Cancellation

4.6 (63)

from
$115

Private Road to Hana Waterfalls, Black Sand & Hidden Gems

This Road to Hana experience is all about having an easy, fun, and unforgettable day with a great guide you’ll actually enjoy spending time with. …More

5.0 (93)

Private Road to Hana Waterfalls, Black Sand & Hidden Gems

This Road to Hana experience is all about having an easy, fun, and unforgettable day with a great guide you’ll actually enjoy spending time with....

9 to 10 hours Hotel pickup offered

5.0 (93)

from
$370

3-Hour Small-Group Maalaea Luxury Snorkel Cruise Tour

3-hour Maalaea Luxury Snorkel Cruise: Escape the crowds on this intimate snorkel. Share Incredible experiences with Hawaii Nautical. Maalaea Harbor is a wonderful starting point …More

4.9 (34)

3-Hour Small-Group Maalaea Luxury Snorkel Cruise Tour

3-hour Maalaea Luxury Snorkel Cruise: Escape the crowds on this intimate snorkel. Share Incredible experiences with Hawaii Nautical. Maalaea Harbor is a wonderful starting point...

3 hours Free Cancellation

4.9 (34)

from
$449

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and …More

5.0 (19)

Kayak and Snorkeling Tour-Olowalu Maui

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and...

4 hours Free Cancellation

5.0 (19)

from
$139

Maui: 2-Hour Ma'alaea Whale Watching Cruise for up to 6 Guests

Experience Maui’s humpback whales up close aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for comfort, stability, and style. Departing from Ma‘alaea, this two-hour …More

5.0 (20)

Maui: 2-Hour Ma'alaea Whale Watching Cruise for up to 6 Guests

Experience Maui’s humpback whales up close aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for comfort, stability, and style. Departing from Ma‘alaea, this two-hour...

2 hours Free Cancellation

5.0 (20)

from
$279

Maui: 3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei

Explore the vibrant underwater world on a 3-hour Turtle Town Tour in Kihei, where you can snorkel with the endangered Hawaiian Green Sea Turtles. Begin …More

4.8 (16)

Maui: 3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei

Explore the vibrant underwater world on a 3-hour Turtle Town Tour in Kihei, where you can snorkel with the endangered Hawaiian Green Sea Turtles. Begin...

3 hours Free Cancellation

4.8 (16)

from
$139

Lanai Snorkel Safari Experience from Maui

Explore the stunning marine life and vibrant coral reefs of Lānaʻi on a guided snorkel tour departing from Kā‘anapali Beach. This 4.5-hour adventure includes two …More

5.0 (18)

Lanai Snorkel Safari Experience from Maui

Explore the stunning marine life and vibrant coral reefs of Lānaʻi on a guided snorkel tour departing from Kā‘anapali Beach. This 4.5-hour adventure includes two...

4 hours 30 minutes Free Cancellation

5.0 (18)

from
$189

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and …More

4.8 (85)

Maui: Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and...

2 hours Free Cancellation

4.8 (85)

from
$112

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?