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.
Captain
Diego K.
Captain
Dillan M.
Captain

My Listings

Excellent
5.0 / 5
(39 reviews)
George Town
 Last booking: 2 days ago
 Instant Confirmation
trips from US $140
George Town
 Instant Confirmation
trips from US $1,000

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 39 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (42)
Great Family Experience!
Great Family Experience!
Great Family Experience!
+39
Customer rating
38
1
0
0
0
Customers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
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Showing:
5 of 39 reviews
Michelle S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Everything we were hoping for and more!

VERIFIED   6hrs Your Way! Custom Trip. on March 10, 2026
Coordinated with Captain Dillan before arriving in the Cayman Islands to create a six hour trip that covered everything we...
Michelle S. recommends Cruise, Chill & Soak Up Paradise!
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Collin E.
Excellent
4.3 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Good
3.0 / 5
Overall

Good time

VERIFIED   Full Day - Tailored to you! on March 25, 2026
We had bad weather, the crew did great, trip was great and everything. Only thing I can complain on was that we were told the...
Collin E. recommends Cruise, Chill & Soak Up Paradise!
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Lisa W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing Experience!

VERIFIED   4hr - Eco Tour & Beach Bar/Rest on December 10, 2025
We did the 4 hour private charter eco tour & bar/restaurant.ย  Captain Dillan and first mate Caleb were amazing!ย  They helped...
Lisa W. recommends Cruise, Chill & Soak Up Paradise!
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Chris B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Boating with Dillan

VERIFIED   5 Hour โ€“ Eco Tour & Bio Bay - 3:30 PM on July 27, 2026
Family had an outstanding day on the water. Captain Dillan made us feel extremely welcome and took us to all the best spots....
Chris B. recommends Cruise, Chill & Soak Up Paradise!
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Douglas I.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Absolutely a great trip!!

VERIFIED   Cruise Passenger - Eco Tour PM on April 21, 2026
We had the best day on the water with Captain Dillan and Callum(sorry if I spelled it wrong). Our group was 5 adults 4 kids...
Douglas I. recommends Cruise, Chill & Soak Up Paradise!
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