Hawaii Sailing Trips

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Hawaii Activities

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Waikiki 2 hour Turtle Canyon Snorkeling Adventure

Join us for a 2-hour snorkeling adventure at Turtle Canyon, one of Oahu’s top snorkeling spots! Cruise along the stunning Waikiki coastline aboard the either …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.8 (1,462)

Waikiki 2 hour Turtle Canyon Snorkeling Adventure

Join us for a 2-hour snorkeling adventure at Turtle Canyon, one of Oahu’s top snorkeling spots! Cruise along the stunning Waikiki coastline aboard the either...

2 hours • Free Cancellation
4.8 (1,462)
from
$81
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 (945)

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 (945)
from
$85
Waikiki Sunset Cocktail Sail on the Moana Catamaran

All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (2,366)

Waikiki Sunset Cocktail Sail on the Moana Catamaran

All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with...

2 hours • Free Cancellation
4.9 (2,366)
from
$90
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu

-Open bar fully included: beer, wine, cocktails, and more -21+ only on Fridays! -Direct beach boarding — no harbor shuttle, no bus, no wasted time …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.8 (591)

Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu

-Open bar fully included: beer, wine, cocktails, and more -21+ only on Fridays! -Direct beach boarding — no harbor shuttle, no bus, no wasted time...

1 hour 30 minutes • Free Cancellation
4.8 (591)
from
$85
Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Experience the best of Waikiki on a Turtle Snorkel & Sail combo aboard the Hawea Catamaran. This popular Oahu tour blends marine exploration and island …More

Oahu, USA
4.8 (1,740)

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Experience the best of Waikiki on a Turtle Snorkel & Sail combo aboard the Hawea Catamaran. This popular Oahu tour blends marine exploration and island...

2 hours 30 minutes • Free Cancellation
4.8 (1,740)
from
$90
Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed

Welcome aboard Hawaii Nautical, you're invited to observe, learn, and experience Hawaiian Green Sea Turtles firsthand! Guests will learn about the life cycle, behaviors, and …More

Oahu, USA
4.7 (2,100)

Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed

Welcome aboard Hawaii Nautical, you're invited to observe, learn, and experience Hawaiian Green Sea Turtles firsthand! Guests will learn about the life cycle, behaviors, and...

2 to 3 hours • Free Cancellation
4.7 (2,100)
from
$99
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure

There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the …More

Oahu, USA
4.8 (595)

Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure

There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the...

2 hours • Free Cancellation
4.8 (595)
from
$56
Waikoloa Signature Catamaran Sunset Sail

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. Departing from Anaeho‘omalu Bay, the Spirit of Aloha catamaran offers …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (413)

Waikoloa Signature Catamaran Sunset Sail

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. Departing from Anaeho‘omalu Bay, the Spirit of Aloha catamaran offers...

90 to 120 minutes • Free Cancellation
4.8 (413)
from
$159
Kauai: Leila Na Pali Sunset Dinner Sail

Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa …More

Likely to Sell Out
Likely to Sell Out
Kauai, USA
4.8 (563)

Kauai: Leila Na Pali Sunset Dinner Sail

Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa...

4 to 5 hours • Free Cancellation
4.8 (563)
from
$264
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 (255)

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 (255)
from
$53
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 …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (349)

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 (349)
from
$109
Afternoon Sail & Snorkel to the Captain Cook Monument

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you …More

Big Island of Hawaii, USA
4.9 (734)

Afternoon Sail & Snorkel to the Captain Cook Monument

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you...

3 hours • Free Cancellation
4.9 (734)
from
$136
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

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (711)

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 (711)
from
$189
Half-Day Deluxe Molokini Snorkel Excursion in Maui

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical …More

Maui, USA
5.0 (131)

Half-Day Deluxe Molokini Snorkel Excursion in Maui

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical...

5 hours • Free Cancellation
5.0 (131)
from
$290
Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look …More

Kauai, USA
4.8 (1,544)

Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look...

5 hours • Free Cancellation
4.8 (1,544)
from
$223
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Experience one Cool Hawaii's 2025 Top 20 Best Excursions in the country. This Oahu Catamaran snorkel tour offers unbeatable value and family-friendly fun from Waikiki. …More

Oahu, USA
4.9 (1,743)

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Experience one Cool Hawaii's 2025 Top 20 Best Excursions in the country. This Oahu Catamaran snorkel tour offers unbeatable value and family-friendly fun from Waikiki....

2 hours • Free Cancellation
4.9 (1,743)
from
$50

Frequently Asked Questions

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

Recent activity reviews
A wonderful snorkel experience
New York City
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Coastal615738, Sep 2026
A wonderful snorkel experience
The crew on the Ali’i Nui was fantastic. They were informative, personable, and kind. They didn’t hesitate to help when needed. Instructions were clear and we spent an adequate amount of time in the water seeing plenty of fish and turtles! Service for drinks was quick, and the food was plentiful. I had a great experience!
Read more
Fun evening
New York City
Waikiki Sunset Cocktail Sail on the Moana Catamaran
kelikik0pa, Sep 2026
Fun evening
We had an amazing experience. We went out for two hours. The admission fee was priced well. The crew were so amazing. It was not crowded at all and the atmosphere was chill and fun. Best for groups, family friends adults.
Read more
Amazing sail & sunset cruise!
New York City
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure
Dama_M, Sep 2026
Amazing sail & sunset cruise!
Great sunset cruise! The crew was very helpful & friendly-Alex, Alejandro & Jandy❤️ I would definitely go again🌊😊
Read more
Amazing as always! We do...
New York City
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu
Jason_G, Sep 2026
Amazing as always! We do...
Amazing as always! We do this sailing every time we are in Honolulu and it’s always great. Good drinks, gorgeous views, and an awesome crew. Highly recommend!
Read more
Romantic sunset cruise.
New York City
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu
705jeffu, Sep 2026
Romantic sunset cruise.
This was a great experience. We attended on a Friday which is 21 and over. The provided punch was very good. The sunset was gorgeous and everyone seemed to have a great time.
Read more
Good time
New York City
Waikiki Sunset Cocktail Sail on the Moana Catamaran
Passenger518461, Sep 2026
Good time
Bella and her crew were fantastic! We really enjoyed the experience. I would recommend.
Read more
Turtles and sailing
New York City
Waikiki Turtle Snorkel and Sail on Hawea Catamaran
jengay2018, Sep 2026
Turtles and sailing
The crew (Carlos, Des, Julia and Tommy) were amazing and made it a wonderful experience. We saw several turtles and had a great time
Read more
Dream Sailing!
New York City
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure
Colleen_E, Sep 2026
Dream Sailing!
Phenomenal experience. Capt Mo, John, & Kai were wonderful & entertaining. We felt so confident with their seamanship and safe with thier knowledge of the area and Swim precautions at the same time they made it a fun and humorous adventure. Little Dog stole the show though! Mahalo for a wonderful time!
Read more
Friendly fun!
New York City
Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed
David_G, Sep 2026
Friendly fun!
We booked a last minute trip to go see the turtles after a hurricane. The sights weren't awesome because the sea was murkey. But the crew was amazing. They took great care of us. They made sure everybody had something to eat. Something to drink and tried their best to show us turtles. We did see a couple and they assured us that we would normally see more in better weather. We would totally recommend Capt. Anthony and Sophia. And Sofia, again, they were absolutely outstanding.
Read more
Awesome trip
New York City
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
leeaY7148QU, Sep 2026
Awesome trip
Wonderful experienced crew and clean boat. Definitely a recommend for those who are new to snorkeling. 10/10 would use again the next time we’re here.
Read more
Beautiful weather and sunset 🌅
New York City
Kona Signature Catamaran Sunset Sail
danieljS6776VI, Sep 2026
Beautiful weather and sunset 🌅
Had an AMAZING experience! We highly recommend this experience.
Read more
Lucy, Liza & Crash were...
New York City
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
Carlos_T, Sep 2026
Lucy, Liza & Crash were...
Lucy, Liza & Crash were amazing ! it was well worth it. they were friendly, funny and very knowledgable.
Read more
Sunset Sail was the best!
New York City
Kona Signature Catamaran Sunset Sail
Nancy_R, Sep 2026
Sunset Sail was the best!
Staff was helpful, polite and made the cruise fun. The bar drinks were great and the teriyaki chicken and rice were tasty
Read more
A’hui hou
New York City
Waikoloa Signature Catamaran Sunset Sail
Karen_M, Sep 2026
A’hui hou
Fantastic!!! Crew and captain were attentive and personable.. drinks were plenty and food perfect.. I would do this again and again ! This time we were celebrating our 32nd wedding anniversary and it was perfect .. go here if you can ❤️🌋❤️🤙🤙
Read more
Awesome!
New York City
Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed
Jennifer_A, Sep 2026
Awesome!
This was incredible! If I could do it again I would but would book for longer! Guides/crew were so nice too! 10 out of 10!
Read more
5 Stars Isn’t Enough. 😊
New York City
Waikiki Turtle Snorkel and Sail on Hawea Catamaran
Terrence_B, Sep 2026
5 Stars Isn’t Enough. 😊
Let me start with this: I HAD AN ABSOLUTE BLAST with Dez, Julia, Tommy, and Captain Carlos!!! This was my FIRST TIME snorkeling AND being out in open water, so I was equal parts excited, nervous, and ready to mind my business on the boat. But this crew made me feel so comfortable, safe, and excited to get in that water! And BABYYYY... once I got in?! I was a whole ass underwater Natty-Geo correspondent. I saw a needlefish, a little "chub" fish, AND a fish that looked just like DORY!!! I was swimming around like, "OH MY GOD, LOOK AT THAT!" every five seconds. LOL. Dez, Julia, Tommy, and Captain Carlos were honestly the dream team. Fun, welcoming, patient, gorgeous and just genuinely good vibes from beginning to end. They made my first snorkeling experience feel like a little Waikiki adventure I'll be talking about for a LONG time. And before anybody comes for my pictures... I PROMISE I HAVE BETTER PHOTOS!!! They're just living their best life on the GoPro right now. Hehe. Captain Carlos, Dez, Julia, and Tommy -- THANK YOU for making my first snorkeling experience so memorable. I hope I get lucky enough to have another adventure with y'all before | leave the island!
Read more
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