Captain
Bobby Rose

Member since August 2019 West Bay, Cayman Islands
Background
Owner and Operator Bobby Rose has been fishing the beautiful Grand Cayman waters since 2005. He's passionate about fishing and guiding his clients through the Cayman Islands and introducing them to the world-class fisheries that this region has to offer. Having worked with some incredible anglers throughout the years, Capt. Bobby knows the Cayman waters extremely well. Whether you're a novice or professional angler, he'll make sure you enjoy your trip, create memories, and come back again for another exciting adventure!
Techniques
Depending on your wishes, Captain Bobby will guide you to your preferred catch. Of course, this depends on the time of year and which fish are running at the time. He typically targets Blue Marlin, Wahoo, Mahi Mahi, Snapper, Tuna, and many other species. It's common to cast lines as close as 1 or 2 miles from the shore, about 12 miles out. Happy Day Charters strives to meet the needs of all anglers and are prepared to help you with all types of tackle, fishing inshore or offshore for big game. Please note, all Billfish and any smaller species will be strictly caught and released.

Hey, I'm Captain Bobby Rose

West Bay, Cayman Islands
Background
Owner and Operator Bobby Rose has been fishing the beautiful Grand Cayman waters since 2005. He's passionate about fishing and guiding his clients through the Cayman Islands and introducing them to the world-class fisheries that this region has to offer. Having worked with some incredible anglers throughout the years, Capt. Bobby knows the Cayman waters extremely well. Whether you're a novice or professional angler, he'll make sure you enjoy your trip, create memories, and come back again for another exciting adventure!
Techniques
Depending on your wishes, Captain Bobby will guide you to your preferred catch. Of course, this depends on the time of year and which fish are running at the time. He typically targets Blue Marlin, Wahoo, Mahi Mahi, Snapper, Tuna, and many other species. It's common to cast lines as close as 1 or 2 miles from the shore, about 12 miles out. Happy Day Charters strives to meet the needs of all anglers and are prepared to help you with all types of tackle, fishing inshore or offshore for big game. Please note, all Billfish and any smaller species will be strictly caught and released.

My Charter Listing

Excellent
4.9 / 5
(211 reviews)
West Bay
 4 bookings in the past week.
 Instant Confirmation
Trips from US $750

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 211 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (211)
Fishing with Bobby
Fishing with Bobby
Tough time on the water but caught fish
+208
Angler rating
196
6
4
0
0
Anglers claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
94%
Appropriate for children
99%
Satisfied with the boat
100%
Caught fish
93%
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Showing:
5 of 211 reviews
Richard B.
Manakin-Sabot, VA
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Half day with Daniel & Joey

VERIFIED   Half Day Trip โ€“ Reef Fishing (PM) on January 27, 2022
Richard B. recommends Happy Day Charters
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Fred A.
Good
2.7 / 5
Experience:
Good
3.0 / 5
Boat
Good
3.0 / 5
Crew
Bad
2.0 / 5
Overall

Terrible day on the water. Donโ€™t waste your money.

VERIFIED   Half Day Trip โ€“ Reef Fishing (AM) on February 18, 2025
Was a big waste of time. The fish we caught were 10 inches less. The captain advertise that they could accommodate sus fisherman,...
Fred A. does not recommend Happy Day Charters
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Jeffrey W.
UPR MAKEFIELD, PA
Excellent
4.7 / 5
Experience:
Very good
4.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day trip with Captain Peter.

VERIFIED   Half Day Trip โ€“ Reef Fishing (AM) on March 10, 2020
Peter did an amazing job locating great spots to fish off the reef.ย  Total catches were 16 with 9 keepers!!!ย  Could not ask...
Jeffrey W. recommends Happy Day Charters
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Jeffrey W. recommends Happy Day Charters
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Brad P.
Very good
4.0 / 5
Experience:
Good
3.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Fishing with Bobby

VERIFIED   Full Day Trip โ€“ Reef Fishing on March 26, 2023
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Lee M.
Very good
3.3 / 5
Experience:
Very good
4.0 / 5
Boat
Very good
4.0 / 5
Crew
Bad
2.0 / 5
Overall

August fishing trip

VERIFIED   Half Day Trip โ€“ Deep Sea (AM) on August 10, 2024
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1 person finds this review helpful
You and 1 other person found this review helpful
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1 person finds this review helpful
You and 1 other person found this review helpful