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Review Highlights
Family Vacation

Second time using Five Star Charters and with Captain Ben. Impeccable service, hospitality and... read more

Reviewed January 1, 2024
Denise B
Fabulous boating experience

Ten of us had a fabulous afternoon with Capt. Ben, Jillian, and JP, holding the stingray at Rum... read more

Reviewed December 28, 2023
Explore625176
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Reviewed April 14, 2019

Our family had been in Cayman's for a week, to celebrate a significant wedding anniversary. Our group included two seniors, three sons in their 40's and their wives, partners and grandchildren. We booked a half day morning tour as a wrap-up event for our trip.
Everything was spectacular. The Five Star web site is meticulous and the booking process was easy and smooth. They picked us up at our hotel - chauffeured us to the yacht club - and we set sail. We went to Starfish Point and Rum Point, and we went snorkeling, jet skiing, and swimming with the stingrays. The crew (Ben, Van and Marie) were fantastic on the boat, and Van encouraged us all to hold and kiss a stingray. When we were not busy with activities, Marie fed us scrumptious foods and a variety of beverages.
Everyone agreed, this was one of the most wonderful things we have ever done as a family. Thank you "Five Star". If we could give you ten stars - we would.

Date of experience: April 2019
Thank Mark C
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
FiveStarCharters, Manager at Five Star Charters Cayman, responded to this reviewResponded April 15, 2019

We are honored to have been part of your family's celebration and are so glad we could help create another happy family memory! Thank you so much for sharing this review, and we hope to see you again!

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Reviewed April 12, 2019 via mobile

A must do! This was the highlight of our vacation. They know how to take care of their guests. Marie, Ben and Van were all wonderful and very accommodating. Everything from the pick up service, to the champagne and yummy snacks on the boat were great. We visited stingray city which is a must! The crew made us all feel comfortable in the water and showed us how to hold and feed the stingrays. They captured some amazing picture for us (so we could just focus on enjoying everything! Which was so nice). We had our 2 year old and 7 month old with us. They had life jackets for them and provided everything we could possibly need. They even sent sweet little toys home with us for the kids. The boat is pristine and this is definitely a memory we will have forever. Would book with them again in a heartbeat!

Date of experience: April 2019
Thank ew187
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
FiveStarCharters, Manager at Five Star Charters Cayman, responded to this reviewResponded April 15, 2019

We really appreciate you taking the time to write this review, and we are so happy you had a great day on the water with our crew. We hope you enjoy your photos and memories of this trip for a long time!

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Reviewed April 10, 2019

My wife and I are both small business owners that visited Grand Cayman last week for a much-needed vacation. I found Five Star Charters when searching for boat charters online and booked about a month before our visit (I recommend pre-booking bc they are busy!). Their website made the experience seem incredible and the reviews were great but I am always cautiously optimistic about these kinds of things. Well Five Star Charters blew us away with an absolutely wonderful experience! From the moment we were picked up at our hotel by their courtesy transportation, I was impressed. You could tell it was a professionally run operation by their branded van and professional uniforms. We discussed our vision for the day with Marie and then were greeted at the dock by Captain Ben who escorted us to the boat. The boat itself is gorgeous---absolutely pristine and beautifully appointed. We were served cold towels and champagne as we ventured out. My wife was in heaven! Our day was filled with healthy and delicious veggie and fruit platters, homemade rum punch (plus an abundance of other beverage options), sunbathing, snorkeling, jet skiing, playing with the stingrays and starfish and being pampered and entertained by Captain Ben, First Mate Van and the wonderful Hostess Marie. We ended the day with a delicious surf and turf barbecue prepared on the boat by Van and then headed back to the dock as the sun was setting. Now that we're back home, my wife and I are still dreaming and talking about our magical Five Star day. I scored big points with her for finding such an incredible experience for our vacation. We loved it so much we hope to do it again!

Date of experience: April 2019
Thank MG_in_MD
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
FiveStarCharters, Manager at Five Star Charters Cayman, responded to this reviewResponded April 15, 2019

We're so glad your experience with Five Star Charters was wonderful from start to finish! Our crew really appreciates your kind words, and we hope to have you back again soon!

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Reviewed April 10, 2019

Fabulous Five Star Charters luxury day cruise! With our excellent crew, we navigated the crowd at Sting Ray City and had a special experience playing with these beautiful creatures! It was so great to have a platform lower us nto the water and just jump in!
Marie, Ben and Van made this a delightful, fun experience as Marie was capturing beautiful pictures for our memories!
We then went to Starfish Point and started our luxurious Champagne party --with yummy appetizers, Veuve Cliquot and amazingly clear waters! No problem jumping in the water and holding the beautiful pink starfish! We swam around until twilight while Van and Marie began preparing our elegant barbecue dinner--lobster tails, steak and so delicious sides --welcoming a gorgeous sunset on the water. Captain Ben talked about the beautiful sights all around us--so special to have knowledgeable, creative and professional people enhance this luxurious experience!
Amazing charter, crew and day!

Date of experience: March 2019
Thank GoPlaces696838
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
FiveStarCharters, Manager at Five Star Charters Cayman, responded to this reviewResponded April 15, 2019

The entire Five Star Charters team appreciates your review! We're very glad that our boat, food and drink, and crew all contributed to a special and memorable day for you. We hope to host you again!

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Reviewed April 8, 2019

This was a great and memorable family experience. The crew was the best, Ben, Marie and Van. Hopefully we can do it again sometime. We had an infant, toddler, adults and seniors and i think everyone had just as much fun. If you are on the edge about going , do it, you wont regret it.

Date of experience: April 2019
Thank Jack B
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
FiveStarCharters, Manager at Five Star Charters Cayman, responded to this reviewResponded April 15, 2019

Thank you for sharing this review! We love hosting families of all ages and delivering an experience that makes it special for everyone. We hope to see you again!

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