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: Big Island: Atlantis Submarine from Kona Beach Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value Kona Signature Catamaran Sunset Sail Waikiki: BYOB Sunset Cruise Nāpali Sunset Dinner Cruise

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 →

Big Island: Atlantis Submarine from Kona Beach

Discover our world beneath the waves with Atlantis Submarines Kona! Our battery-powered vessels are the world’s most technologically advanced passenger submarines. A special added bonus …More

Big Island of Hawaii, USA

4.7 (759)

Big Island: Atlantis Submarine from Kona Beach

Discover our world beneath the waves with Atlantis Submarines Kona! Our battery-powered vessels are the world’s most technologically advanced passenger submarines. A special added bonus...

1 hour Free Cancellation

4.7 (759)

from
$160

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, …More

Oahu, USA

4.9 (257)

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle,...

1 hour 30 minutes Free Cancellation

4.9 (257)

from
$45

End your day in paradise with a sunset sail along the beautiful Kona Coast aboard the Spirit of Aloha. Enjoy panoramic views of the ocean …More

Big Island of Hawaii, USA

4.8 (384)

Kona Signature Catamaran Sunset Sail

End your day in paradise with a sunset sail along the beautiful Kona Coast aboard the Spirit of Aloha. Enjoy panoramic views of the ocean...

1 hour 30 minutes Free Cancellation

4.8 (384)

from
$109

Toast a Hawaiian sunset from the water with your own drinks in hand! Bring your favorite beer, wine or cocktails (21+ with ID). We provide …More

Oahu, USA

4.9 (715)

Waikiki: BYOB Sunset Cruise

Toast a Hawaiian sunset from the water with your own drinks in hand! Bring your favorite beer, wine or cocktails (21+ with ID). We provide...

1 hour 30 minutes Free Cancellation

4.9 (715)

from
$44

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

Honolulu: Pacific Star Sunset Dinner Cruise and Show

Indulge in the original Pacific Rim cuisine, where each dish serves as a gateway to the rich flavors of the region. Enjoy the ALL-NEW show …More

Oahu, USA

4.6 (854)

Honolulu: Pacific Star Sunset Dinner Cruise and Show

Indulge in the original Pacific Rim cuisine, where each dish serves as a gateway to the rich flavors of the region. Enjoy the ALL-NEW show...

2 hours Free Cancellation

4.6 (854)

from
$139

Enjoy the beauty of Oahu’s South Shore as we cruise from the Kewalo Basin Harbor toward Lē’ahi (Diamond Head). Enjoy the clear view of the …More

Oahu, USA

4.7 (333)

Waikiki Beach Glass Bottom Boat Cruise

Enjoy the beauty of Oahu’s South Shore as we cruise from the Kewalo Basin Harbor toward Lē’ahi (Diamond Head). Enjoy the clear view of the...

1 hour Free Cancellation

4.7 (333)

from
$46

Let us take you for an awesome journey on our fast powered catamaran that has shade to offer while spotting whales. The boat is also …More

Big Island of Hawaii, USA

4.8 (637)

Big Island: Whale Watching Tour

Let us take you for an awesome journey on our fast powered catamaran that has shade to offer while spotting whales. The boat is also...

2 hours 30 minutes Free Cancellation

4.8 (637)

from
$109

Waikiki 2 Hours Friday Night Fireworks Catamaran Cruise

Enjoy the spectacular FRIDAY NIGHT FIREWORKS show along the beautiful coastline of Waikiki while we get up close and personal with the explosiveness and the …More

Oahu, USA

4.7 (681)

Waikiki 2 Hours Friday Night Fireworks Catamaran Cruise

Enjoy the spectacular FRIDAY NIGHT FIREWORKS show along the beautiful coastline of Waikiki while we get up close and personal with the explosiveness and the...

1 hour 45 minutes Free Cancellation

4.7 (681)

from
$75

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the …More

Maui, USA

4.9 (1,582)

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the...

2 hours Free Cancellation

4.9 (1,582)

from
$137

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 (1,158)

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 (1,158)

from
$150

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our …More

Big Island of Hawaii, USA

5.0 (713)

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our...

4 hours Free Cancellation

5.0 (713)

from
$189

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 (1,060)

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 (1,060)

from
$180

Oahu: 2-Hour Whale Watch from Ala Wai Harbor, Waikiki

*WALKING DISTANCE FROM MOST WAIKIKI RESORTS & ACCOMMODATIONS* *Hawaii Ocean Project has been providing outstanding ocean activities to over a million visitors for over 30 …More

Oahu, USA

4.7 (1,943)

Oahu: 2-Hour Whale Watch from Ala Wai Harbor, Waikiki

*WALKING DISTANCE FROM MOST WAIKIKI RESORTS & ACCOMMODATIONS* *Hawaii Ocean Project has been providing outstanding ocean activities to over a million visitors for over 30...

2 hours Free Cancellation

4.7 (1,943)

from
$43

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

1 Hour Waikiki Sail on Na Hoku 3 Catamaran

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with …More

Oahu, USA

4.8 (67)

1 Hour Waikiki Sail on Na Hoku 3 Catamaran

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with...

1 hour Free Cancellation

4.8 (67)

from
$46

Oahu Small-Group Circle Island Tour with Turtle Snorkeling

Circle most of the island of Oahu on a full-day tour by minibus limited to 24 (possible to go over 28) passengers, a smaller group …More

Honolulu, USA

4.9 (5,207)

Oahu Small-Group Circle Island Tour with Turtle Snorkeling

Circle most of the island of Oahu on a full-day tour by minibus limited to 24 (possible to go over 28) passengers, a smaller group...

8 hours Hotel pickup offered Free Cancellation

4.9 (5,207)

from
$149

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

Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak …More

Maui, USA

4.9 (233)

Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak...

3 hours Free Cancellation

4.9 (233)

from
$134

Award-winning Dinner Cruise: Four Course Dining Experience

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and …More

Maui, USA

4.4 (385)

Award-winning Dinner Cruise: Four Course Dining Experience

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and...

2 hours 30 minutes Free Cancellation

4.4 (385)

from
$170

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?