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: Venture Wildlife Snorkel Charter from Ko Olina Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal Oahu Private Whale Watching Activity: 6 passengers max Wailoa River to King Kamehameha Statue SUP Adventure Moana’s Deluxe Breakfast Snorkel & Sail Adventure

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 Waikiki 2 hour Turtle Canyon Snorkeling Adventure Big Island Manta Ray Night Snorkel 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 →

Venture Wildlife Snorkel Charter from Ko Olina

6 Guests Maximum **From December 15th to March 31st,** join us for our seasonal favorite Whale Watch + Snorkel, where your experience can be as …More

Oahu, USA

5.0 (4)

Venture Wildlife Snorkel Charter from Ko Olina

6 Guests Maximum **From December 15th to March 31st,** join us for our seasonal favorite Whale Watch + Snorkel, where your experience can be as...

2 hours Free Cancellation

5.0 (4)

from
$1,048

Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best …More

Oahu, USA

5.0 (7)

Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best...

3 hours 30 minutes Free Cancellation

5.0 (7)

from
$2,875

Oahu Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from …More

Oahu, USA

5.0 (11)

Oahu Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours Free Cancellation

5.0 (11)

from
$524

Wailoa River to King Kamehameha Statue SUP Adventure

This is a great adventure for the entire family. The river has a calm serene feeling of feeling as if you stepped back in time. …More

Big Island of Hawaii, USA

4.7 (3)

Wailoa River to King Kamehameha Statue SUP Adventure

This is a great adventure for the entire family. The river has a calm serene feeling of feeling as if you stepped back in time....

2 hours Free Cancellation

4.7 (3)

from
$133

Moana’s Deluxe Breakfast Snorkel & Sail Adventure

Start your day with a relaxed morning cruise to Turtle Canyon, where you’ll snorkel among green sea turtles at a “turtle cleaning station” and spot …More

Oahu, USA

4.8 (16)

Moana’s Deluxe Breakfast Snorkel & Sail Adventure

Start your day with a relaxed morning cruise to Turtle Canyon, where you’ll snorkel among green sea turtles at a “turtle cleaning station” and spot...

2 hours 30 minutes Free Cancellation

4.8 (16)

from
$170

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while …More

Oahu, USA

5.0 (13)

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while...

1 hour 30 minutes Free Cancellation

5.0 (13)

from
$53

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull …More

Big Island of Hawaii, USA

4.9 (11)

Kailua-Kona Adventure Whale Watch

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull...

2 hours 30 minutes Free Cancellation

4.9 (11)

from
$119

Ko Olina Catamaran Snorkel and Luau Experience

Your adventure begins aboard the luxury catamaran Ko Nau Lani for a guided snorkel sail along Oʻahu’s stunning leeward coastline. Explore vibrant reef waters with …More

Oahu, USA

5.0 (1)

Ko Olina Catamaran Snorkel and Luau Experience

Your adventure begins aboard the luxury catamaran Ko Nau Lani for a guided snorkel sail along Oʻahu’s stunning leeward coastline. Explore vibrant reef waters with...

2 to 6 hours Free Cancellation

5.0 (1)

from
$149

Kona Morning Snorkel to Captain Cook Monument

If you are new to or have never snorkeled before, this is the ideal choice! Particularly good for families with younger children or swimmers who …More

Big Island of Hawaii, USA

5.0 (6)

Kona Morning Snorkel to Captain Cook Monument

If you are new to or have never snorkeled before, this is the ideal choice! Particularly good for families with younger children or swimmers who...

3 hours 30 minutes Free Cancellation

5.0 (6)

from
$30

Oahu: Whale & Dolphin Watching, Turtle Snorkeling

The winter whale-watching season is here! Join us on Oahu’s beautiful west coast for a relaxing and unforgettable adventure. Aboard our spacious catamaran, we’ll head …More

Oahu, USA

4.7 (25)

Oahu: Whale & Dolphin Watching, Turtle Snorkeling

The winter whale-watching season is here! Join us on Oahu’s beautiful west coast for a relaxing and unforgettable adventure. Aboard our spacious catamaran, we’ll head...

3 hours Hotel pickup offered Free Cancellation

4.7 (25)

from
$166

Oahu: Private Whale Watching and Dolphin Excursion

Private Whale watching and Dolphin boat excursion for your family and friends. Book with us to escape the crowds! Join us for a two hour …More

Oahu, USA

3.5 (4)

Oahu: Private Whale Watching and Dolphin Excursion

Private Whale watching and Dolphin boat excursion for your family and friends. Book with us to escape the crowds! Join us for a two hour...

2 hours Free Cancellation

3.5 (4)

from
$144

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing …More

Big Island of Hawaii, USA

5.0 (9)

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing...

4 to 8 hours Free Cancellation

5.0 (9)

from
$2,249

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights …More

Oahu, USA

5.0 (5)

BYOB Friday Night Fireworks Cruise

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights...

2 hours 30 minutes Free Cancellation

5.0 (5)

from
$139

Sunset Sail Experience by Catamaran in Waikiki

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu …More

Oahu, USA

4.8 (6)

Sunset Sail Experience by Catamaran in Waikiki

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu...

2 hours Free Cancellation

4.8 (6)

from
$92

Maui: Whale Watch and Scenic Tour from Kayak

This kayak tour is the MOST unique & special way to see the whales, the gorgeous West Maui coastline & ocean wildlife. Get ready to …More

Maui, USA

4.7 (17)

Maui: Whale Watch and Scenic Tour from Kayak

This kayak tour is the MOST unique & special way to see the whales, the gorgeous West Maui coastline & ocean wildlife. Get ready to...

2 hours 30 minutes Free Cancellation

4.7 (17)

from
$150

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to …More

Oahu, USA

4.6 (10)

Waikiki Fireworks Cocktail Cruise

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to...

1 hour 30 minutes Free Cancellation

4.6 (10)

from
$85

Offering private tours that are completely customized to you with your interests in mind. On Captain Chad's Charters we experience daily encounters with spinner dolphins, …More

Big Island of Hawaii, USA

5.0 (9)

Private Custom Charter in Kawaihae

Offering private tours that are completely customized to you with your interests in mind. On Captain Chad's Charters we experience daily encounters with spinner dolphins,...

3 hours Free Cancellation

5.0 (9)

from
$1,260

Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter. …More

Big Island of Hawaii, USA

5.0 (9)

Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours

5.0 (9)

from
$1,500

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and …More

Oahu, USA

5.0 (3)

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and...

2 hours Free Cancellation

5.0 (3)

from
$70

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes …More

Oahu, USA

5.0 (9)

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hours Free Cancellation

5.0 (9)

from
$82

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?