1. Kai Lani Catamaran

1. Kai Lani Catamaran

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Clearwater Beach, FL

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Sunset sail with a cool libation
Logan C.

What an awesome evening on this beautiful Catamaran! Great craft... crew... captain... crowd... and music. Perfect sunset cruise with awesome love music! This is a must do while in Clearwater Beach

Yellow Stick (Mast) is Kai Lani. Good luck getting out on her!
Ross A.

ABYSMAL EXPERIENCE. Despite having a booking set up months in advance to celebrate our 30th wedding anniversary after being married on this Catamaran in 1993 we arrived at the dock hours before sailing and were told they had a Private Party they were taking out (we were basically ditched). NO APOLOGIES either. We'd called on several occasions to reconfirm our booking over previous months with ZERO REPLIES. Received auto emails to confirm our booking even after being nixed at the dock. Received a credit, which was nothing considering the hotel costs we'd incurred especially for this trip And a trip for the future which is basically worthless as apparently you can get ditched on a whim and it seems that others recently have had the same "ditched" experience. Terrible business practices an understatement. Would we recommend? NOT A CHANCE!

We definitely recommend the sunset cruise with live music! We had so much fun! Mike, Meghan and Tiffany were all so friendly!

Sunset!

This tour was great! On Thursday there is live music. $25 drink wristband-4 tap beers, Chardonnay, Pinot gris, shooters (fireball, vodka, rum, etc), Bloody Mary's, and some canned beverages as well! Their sunset cruise is longer than the other tours, as we left before many of the other boats and returned at about the same time. Have been coming to the beach for 20 years and don't normally do the touristy things, but we would definitely do this again!

Trish E.

We love the Kai Lani sunset cruise! It's our favorite "excursion" to bring guests from out of town. The crew is always friendly and offering to take your picture or serve a cold beverage. The views are amazing and it's smooth sailing!!

Matthew S.

Sensational!!!!! Awesome experience. Incredible views. Remarkable staff. Live music and delicious cocktails. Looking forward to doing this again.

Natalie C.

I have been on other day cruises and the Kai Lani Catamaran blows all of them away. Friendly staff! They made sure everyone had an awesome time. I would recommend this sailboat.

Mike S.

We very much enjoyed our cruise with the Kai Lani crew! They were very friendly and were great with our kids! Found some dolphins and some amazing sights around Clearwater! The deck hands were very friendly and accommodating to anything we needed. I highly recommend this tour!!!

Jan S.

My daughter and I were on vacation on Clearwater beach. We were looking for a fun relaxing evening. This could not have been more fun. Captain and first mate treated us like royalty. Highly recommend this cruise. I'm going to purchase a cruise for my son and his wife for Christmas.

Richie K.

I'm sure there are other fun tours in Clearwater, but Kai Lani was amazing. I was so overwhelmed with this being my first vacation since covid. This was the best way to wind down and enjoy a sunset. Great hosts, good music, fun vibes. My mom's side of the family is from Oahu and it took me right back there. I will be back

Duane H.

This is absolutely a great visit. The boat is exceptional and the crew is even more outstanding! Be sure to venture on this excursion as it is well worth it. Great time on Sundays as they also have live music while sailing!! During your adventure, don't be surprised to see dolphins or a manatee.

Front of catamaran view

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9 months ago

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9 months ago

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1 year ago

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3 years ago

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8 years ago

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6 years ago

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5 years ago

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3 years ago

the one boat ride i'll never forget.! #shesaidyes good people even better vibes.! will definitely be back.!!!

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7 years ago

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5 years ago

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5 years ago

Megan's and Brad r amazing. Bartenders, hostess and workers! Mark the captain just fabulous !!!!! Stop and book for trip! Look no further !

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4 years ago

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10 years ago

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9 years ago

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4 years ago

Canceled trip without notice only 30 minutes prior to departure... said not enough people to go out

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6 years ago

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Ask the Community - Kai Lani Catamaran

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A Boat Day

A Boat Day

(43 reviews)

Clearwater Beach

I had the wonderful opportunity to experience The Buccaneer Funship Boat. Excellent communication…read moreand Spectacular service from the start of booking this experience. I was very pleased with how well Captain Randy communicated and provided additional insight. Upon closer to the time for our day I had a follow up conversation with Cassie who provided even more information that brought comfort not only to me but my guests as well. They provided a cooler with ice and water as well as numerous floats and shelling bags. The whole experience was relaxing and refreshing. Our captain for the day was Jordan and she was Spectacular with keeping us on time and showing us around. We did a 4 hour boat tour but were able to have time on the slide and visit two islands. Truly an unforgettable experience for families and groups alike. 10/10 will be booking again for a longer time. Thank you for providing a wonderful experience.

Great experience from start to finish. The boat is spacious and the service is great. We…read moreexperienced the double decker boat with the slide. We brought our food and drinks and there was enough storage on the boat for all of our stuff. Our captain navigated us well and took us to the best spots to see dolphins and a nice quiet private beach. Then he showed us the perfect spot to stop and take a ride on the slide. The whole process was seamless and the experience was great. I highly suggest you book with them!

Little Toot Dolphin Adventure - The area walking up to the boat

Little Toot Dolphin Adventure

(255 reviews)

Clearwater Beach

We were visiting Clearwater for the first time to see the Phillies play during Major League…read moreBaseball Spring Training. While looking for things to do when we weren't at the games, the Little Toot Dolphin Adventure kept appearing near the top of almost every recommendation list. It absolutely did not disappoint. We couldn't believe how many dolphins we saw, and how close they came to the boat. It was an incredible experience. The commentary from the staff was also very informative and helped make the trip even more enjoyable. We would definitely do this again on future visits to the area.

I'm an over planner so I deduced this would be the best boat due to the wake the stir up. I booked…read morewith them before arriving in Clearwater. The captains all clearly talk to each other and share dolphin sightings because they tend to congregate. The night before my trip with Little Toot I went on a sunset cruise with another company and saw dolphins riding their wake. I was excited to be at the back of their boat and see it for myself. You can see the Little Toot boat in one video We went out at 11. I know earlier is better but it was New Year's Day and I knew I'd want to sleep in. We saw a few dolphins here and there eating. I thought we'd go in without the exciting part. But, the captain took a survey to see if anyone was opposed to staying out a bit longer. Of course, no one objected. He found a couple of playful dolphins for us and I got to see them ride the wake. I'd seen this in a whale watching tour in Monterey Bay (California) but it was nice to see Atlantic bottlenose playing. This boat is close to the water where I've always been on larger boats in California. It's nice being to close. Even from my kayak, dolphins have been further away. I think the only way to get closer would be with captive dolphins. I did learn that there are two boats with the company. Not sure if one is better.

Bar Tiki CWB - View from rooftop

Bar Tiki CWB

(65 reviews)

Clearwater Beach

Our first time visiting so not sure what to expect. On first arrival the closest parking are is…read morepaid parking which seems typical for the location. The bar is located on the third floor and we took the elevator to get up there. The atmosphere is an open outdoor bar with tiki themed decor and a DJ. The music was super loud which was not appealing to us but we found a secluded table that was away from the noise. The views from the rooftop are spectacular even if it was way too loud. We ordered one round of drinks and all of them were delicious! I ordered the buttery chi chi which was not super strong which was perfect for me. My partners ordered stronger drinks and both were delicious. The ratings on their menu are definitely accurate for what you can expect from a liquor forward perspective. The bar was slammed so it took a little bit to get our drinks but everyone was very nice. We didn't order any food but would probably return for drinks!

Love a good tiki! The patio is HUGE with gorgeous views of the marina…read more If you like espresso martinis, try their unique Ocean Espresso Martini. It basically tastes like a liquid mudslide with multiple liquors used. Flavorful, not tart nor dry. It was smooth and easy to drink. Their menu is online and covers a huge variety of liquor types. They also have a snack menu. Follow them on Instagram as they will post if they are closed for a private event. If you are staying at a local beach hotel, it's an easy walk to avoid the hassle of parking.

Kai Lani Catamaran - boatcharters - Updated July 2026

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