Captain
Dillan Miller

Member since September 2024 George Town, Cayman Islands
Background
I’ve always felt most at home on the water — there’s something special about the calm of the ocean and the excitement of sharing it with others. What started as a love for boating and exploring Grand Cayman turned into a full-time passion for creating unforgettable days at sea. I became a boat operator because I wanted to help people experience the same sense of freedom, beauty, and adventure that I’ve always found out here. Whether it’s a relaxing cruise to Starfish Point, snorkeling vibrant reefs, or seeing the glow of Bio Bay, nothing beats watching guests light up as they discover the island from the water. My goal is simple: safe, comfortable, and fun experiences that make lasting memories for every guest.
Techniques
interacting with stingrays and fishing.

Hey, I'm Captain Dillan Miller

George Town, Cayman Islands
Background
I’ve always felt most at home on the water — there’s something special about the calm of the ocean and the excitement of sharing it with others. What started as a love for boating and exploring Grand Cayman turned into a full-time passion for creating unforgettable days at sea. I became a boat operator because I wanted to help people experience the same sense of freedom, beauty, and adventure that I’ve always found out here. Whether it’s a relaxing cruise to Starfish Point, snorkeling vibrant reefs, or seeing the glow of Bio Bay, nothing beats watching guests light up as they discover the island from the water. My goal is simple: safe, comfortable, and fun experiences that make lasting memories for every guest.
Techniques
interacting with stingrays and fishing.
Our Team
Cailom P.
First mate
Diego K.
Captain
Dillan M.
Captain

My Listings

Excellent
5.0 / 5
(13 reviews)
George Town
 Last booking: 6 hours ago
 Instant Confirmation
trips from US $300
Just added to our fleet
George Town
 Instant Confirmation
trips from US $1,000

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 13 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (22)
Amazing experience
Amazing experience
Amazing experience
+19
Customer rating
13
0
0
0
0
Customers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Sort by:
Featured  
Showing:
5 of 13 reviews
Leah H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fantastic Time

VERIFIED   NEW  Half Day -Trip Tailored To You (PM) on January 25, 2026
Dillan and Callum were accommodating and we felt very safe. Dillan communicated in a helpful and timely manner. Callum was...
Leah H. recommends Cruise, Chill & Soak Up Paradise!
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Sara B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing day in Grand Cayman

VERIFIED   4hr - Eco Tour & Beach Bar/Rest on September 23, 2025
Hands down our favorite excursion. We had a ground of 7 coming from the Disney cruise ship. Took a 15 min taxi ride to the...
Sara B. recommends Cruise, Chill & Soak Up Paradise!
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Michael G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Boating with Dillan

VERIFIED   4hr - Eco Tour & Beach Bar/Rest on January 14, 2026
Great experience start to finish Experienced captain / team knew exactly where to go and quickly understood all of our...
Michael G. recommends Cruise, Chill & Soak Up Paradise!
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Davis I.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great casual trip

VERIFIED   Eco Tour - (mid-morning) on November 30, 2025
Just what we were looking for. Flexibility in timing. Enjoyed sting Rey village more then we thought and hit a few snorkeling...
Davis I. recommends Cruise, Chill & Soak Up Paradise!
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Stefanie C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing experience

VERIFIED   NEW  Eco Tour (PM) on February 19, 2026
Stefanie C. recommends Cruise, Chill & Soak Up Paradise!
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