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
(32 reviews)
George Town
 2 bookings in the past week.
 Instant Confirmation
trips from US $400
George Town
 Instant Confirmation
trips from US $1,000

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 32 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (39)
Best Charter Experience in Grand Cayman
Best Charter Experience in Grand Cayman
Best Charter Experience in Grand Cayman
+36
Customer rating
31
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%
Sort by:
Featured  
Showing:
5 of 32 reviews
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!
Mark review as helpful
You found this review helpful
  Dillan Miller Captain replied

Mary D. S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fabulous !

VERIFIED   NEW  Bioluminescence Tour on April 26, 2026
Great evening putting.ย  Very attentive!
Mary D. S. recommends Cruise, Chill & Soak Up Paradise!
Mark review as helpful
You found this review helpful
  Dillan Miller Captain replied

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!
Mark review as helpful
You found this review helpful
  Dillan Miller Captain replied

Erick B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing time!!

VERIFIED   Eco Tour - Early (Beat the Crowds) on April 7, 2026
Itโ€™s no surprise Captain Dillon came up as the best on the island in ChatGPT!!! My family had an amazing time. Great crew,...
Erick B. recommends Cruise, Chill & Soak Up Paradise!
Mark review as helpful
You found this review helpful
  Dillan Miller Captain replied

Billy A.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Sunrays and stingrays

VERIFIED   Eco Tour - (Noon) on April 3, 2026
Dylan was very accommodating and made sure we experience all the things we asked for. Very personable. To see the smiles on...
Billy A. recommends Cruise, Chill & Soak Up Paradise!
Mark review as helpful
You found this review helpful
  Dillan Miller Captain replied