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Lady May Charters 

4.9/5 (55 reviews)
 9JG9+MF5 West Bay, West Bay, Cayman Islands–
Meet the Captain

Lady May Charters 

4.9/5 (55)
•
 Angler's Choice
Meet the Captain
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9JG9+MF5 West Bay
West Bay, Cayman Islands
Trips & prices Targeted species Boat info What's biting What's included Contact captain
Trips & prices What's included Targeted species Boat info Reviews Contact captain

Make an adventure out of your next trip to West Bay and go fishing with Lady May Charters. Having logged many hours on these tides, Captain Anthony knows them forwards and back.

Depending on the conditions, you might hook into Amberjack, Great Barracuda, Dolphin (Mahi Mahi), Groupers, Grunt, Jacks, Snappers, and who knows what else! On these trips, you can expect to bottom fish using light tackle.

Lady May Charters welcomes kids aboard, so go ahead and bring the whole family along! Children must wear life vests, so find out if the appropriate size is available on board. Snacks are never a bad idea so that nobody gets cranky on an empty stomach!

Capt. Anthony will bring you aboard a 34' Crusader cuddy cabin that holds up to 5 passengers ,when on a fishing trip, and up to 25 when on a snorkeling trip ( additional charges apply). It has all the essentials no fishing machine can run without. There's a toilet on board for your convenience. Capt. Anthony has rods and reels for you.

There will be a First Mate on board to help your trip run smoothly. Mates work hard to make your trip count, so a 10–20% tip is customary.

. Some species may be off-limits or require a special tag, so make sure you know what to expect. Some essentials to bring are sunglasses, sunblock (non-spray), bottled water, and a hat. Alcohol is allowed in moderation, but try to avoid hard liquor as well as glass bottles.

Get in touch with Capt. Anthony below and start planning your trip today! We also offer FREE PICKUP SERVICE FROM THE EASTERN SIDE OF THE ISLAND. PICKUP FROM KAIBO DOCK ( next to Rum Point)

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Rating

4.9
55 reviews
5
51
4
4
3
0
2
0
1
0
4.8
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (87)

An empty container with remnants of food on a boat surface, showcasing a casual fishing trip environment.
A group of five anglers posing together at the dock near a fishing boat, enjoying a day out on the water.
A collection of four conch shells displayed on a kitchen countertop, showcasing their vibrant colors and unique shapes.
Fun at the reef!
A young angler joyfully holding a fish while fishing on a boat, showcasing a fun family outing in clear waters.
Two young boys posing with thumbs up in front of a beach view, dressed for a day of fishing.
+81

What anglers say

97%
Great experience
100%
Family friendly
100%
Friendly captain
100%
Good boat
100%
Recommended
98%
Caught fish

All reviews (55)

Filter
Showing 1 – 5 of 55 reviews
Nadiya Sydorenko
Nadiya Sydorenko
us
New Jersey, US
•
Member since 2025
5.0
Full day combo trip
8 Hour Trip Reef Fishing Combo Tour on December 26, 2025
We spent a great day aboard Lady May with Nick and Cliff! Started early morning with fishing, caught lots of fish, mostly snappers, groupers. Nick helped kids, making sure each caught at least one:) Next was conch diving – it was our first time doing this, we saw lots of conch shells, but all we found ourselves was already empty. Luckily, Cliff got lots of live ones and later Nick prepared the best conch ceviche we've ever tried!! We then snorkeled at few spots on Coral Gardens and it was amazing - saw lots of fish, moray eel, barracudas, rays. Then stopped at Stingray City when it became less crowded. Finally went to starfish point before heading back to the marine. It was amazing day! Many thanks to Nick and Cliff for this incredible trip!!
A fisherman preparing bait on a small boat while enjoying a sunny day on the water, surrounded by a vibrant turquoise sea.
A young angler in a pink wetsuit proudly displaying a colorful fish while fishing on a boat in sunny waters.
A collection of conch shells stored inside a boat, showcasing the catch from a recent fishing trip.
A fisherman cleaning conch on a boat, with a bucket for storage and several conch shells visible on the deck.
A young child in a pink swimsuit and sun hat is holding a starfish while wading in shallow water, showcasing a fun moment in a coastal environment.
Response from Captain
January 7, 2026
Thank you Nadiya for such a nice review of your trip. It was our pleasure to have you guys out and hoping to see you all again.
0
Nadiya Sydorenko
Nadiya Sydorenko
us
New Jersey, US
•
Member since 2025
5.0
Verified
Full day combo trip
8 Hour Trip Reef Fishing Combo Tour on December 26, 2025 • 6 adults • 5 children
We spent a great day aboard Lady May with Nick and Cliff! Started early morning with fishing, caught lots of fish. Nick helped kids, making sure each caught at least one:) Next was conch diving – it was our first time doing this, we saw lots of conch shells, but all we found ourselves was already empty. Luckily, Cliff got lots of live ones and later Nick prepared the best conch ceviche we've ever tried!! We then snorkeled at few spots on Coral Gardens and it was amazing - saw lots of fish, moray eel, barracudas, rays. Then stopped at Stingray City when it became less crowded. Finally went to starfish point before heading back to the marine. It was amazing day! Many thanks to Nick and Cliff for this incredible trip!!
A fisherman preparing bait on a boat while enjoying a sunny day on the water, showcasing the relaxed atmosphere of a fishing trip.
A fisherman cleaning fish on a boat, with a bucket for storage and several fish laid out nearby, showcasing the day's catch.
A collection of conch shells stored inside a boat, showcasing the catch from a recent fishing expedition.
A young angler in a pink wetsuit proudly displays her catch, a colorful fish, while enjoying a sunny day on the boat.
A young child in a pink swimsuit and sun hat is exploring the shallow water, holding a starfish while enjoying a day at the beach.
Reported catch:
Lane Snapper
Grunt
Response from Captain
January 13, 2026
Thank you Nadiya for your kind review. Happy to know you guys had a beautiful trip. Looking forward to taking you guys out again.
0
Jaclyn Doble
Jaclyn Doble
us
Minnesota, US
•
Member since 2023
5.0
Verified
March fishing trip
REEF FISHING & CONCH DIVING (AM) - 1:00 PM on March 31, 2026 • 4 adults
Captain Nick and First Mate Marcus were awesome! Local guides who really know where ro catch fish. It was our childs first time out fishing and she was so happy for the help of the captain. We also went dove for Conch shells and the captain got in the water with us so we would know what we were looking for. We are so grateful for such a unique and local experience. We will absolutely be booking through them again next time we come to Grand Cayman!
An empty container with remnants of food on a boat surface, showcasing a casual fishing trip environment.
A group of five anglers posing together at the dock near a fishing boat, enjoying a day out on the water.
A collection of four conch shells displayed on a kitchen countertop, showcasing their vibrant colors and unique shapes.
Response from Captain
April 1, 2026
It was a pleasure having you out Jaclyn. Looking forward to taking you guys out again for another wonderful experience.
0
Richard Kanowitz
Richard Kanowitz
Repeat angler
us
New York, US
•
Member since 2024
•
2 trips
5.0
Half Day Reef Fishing
Reef Fishing + Stingray City (PM) on December 25, 2025
Great half day afternoon reef fishing trip. Captain and first mate were outstanding. Easy to fish the reef. Caught enough for captain to make ceviche on the boat from smaller catch. Then prepared rest for us to take to restaurant to eat. Owner Anthony drove us from dock to restaurant to make sure we could eat on Christmas Day when a lot of places were closed. First class operation. Would use again without reservation.
A plate of fried fish and fries, accompanied by dipping sauces and a lemon wedge.
A freshly caught fish displayed on a cutting board aboard a fishing boat, with additional fish in a bucket nearby, showcasing a successful day on the water.
Angler holding a freshly caught Mutton Snapper while fishing on a boat in clear blue waters.
A fisherman filleting several Snapper on the boat's cleaning station while enjoying a day out on the water.
A young angler casting a line while enjoying a day of fishing on a boat in clear blue waters.
Reported catch:
Grunt
Lane Snapper
Response from Captain
December 26, 2025
Thank you Richard for an outstanding review. it was a pleasure to have you and your Son out with us. looking forward to taking you out again. Tight lines.
0
Deron Rolla
Deron Rolla
us
Pennsylvania, US
•
Member since 2026
5.0
Verified
Fun at the reef!
Reef fishing & Stingray City on March 31, 2026 • 2 adults • 2 children
Our seven-year-old twin boys had a great time on the Lady May with Marcus and his partner. Each boy caught several fish on his own and with the help of the crew. We kept several grunts and enjoyed fresh ceviche on the way back to shore. We would definitely charter the Lady May again for more adventures on the reef. Everyone had a great time.
Review media 0
A young angler proudly displaying a yellow fish while fishing on a boat, enjoying a sunny day on the water.
Two young boys posing with thumbs up in front of a beach view, dressed for a day of fishing.
A young angler joyfully holding a fish while fishing on a boat, showcasing a fun family outing in clear waters.
Reported catch:
Grunt
Response from Captain
March 31, 2026
it waa a pleasure Derron. see you next time.
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Reef Fishing + Stingray City (PM)
FREE Cancellation 3 days notice
Starting time
4 hour trip starts at 1:00 PM
US $750
Entire boat: up to 4 people
REEF FISHING & CONCH DIVING (AM)
FREE Cancellation 3 days notice
Starting time
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
US $800
Entire boat: up to 4 people
Stingray City Snorkeling
FREE Cancellation 3 days notice
Starting time
4 hour trip starts at 8:00 AM
US $850
Entire boat: up to 7 people
5 Hour Trip – Night Fishing
FREE Cancellation 3 days notice
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Starting time
5 hour trip starts at 5:00 PM
US $850
Entire boat: up to 4 people
Reef fishing & Stingray City
FREE Cancellation 3 days notice
Starting time
5 hour trip starts at 8:00 AM
US $900
Entire boat: up to 6 people
Deluxe Snorkel Tour
FREE Cancellation 3 days notice
Starting time
6 hour trip starts at 9:00 AM
US $950
Entire boat: up to 7 people
Reef and Night fishing
FREE Cancellation 3 days notice
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Starting time
6 hour trip starts at 4:00 PM
US $950
Entire boat: up to 5 people
3/4 Day Reef Fishing ,Stingray city
FREE Cancellation 3 days notice
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Starting time
6 hour trip starts at 8:00 AM
US $1,000
Entire boat: up to 4 people
8 Hour Trip Reef Fishing Combo Tour
FREE Cancellation 3 days notice
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Starting time
8 hour trip starts at 8:00 AM
US $1,400
Entire boat: up to 6 people
There are 4 people looking at this charter.

Rating

4.9
55 reviews
5
51
4
4
3
0
2
0
1
0
4.8
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (87)

An empty container with remnants of food on a boat surface, showcasing a casual fishing trip environment.
A group of five anglers posing together at the dock near a fishing boat, enjoying a day out on the water.
A collection of four conch shells displayed on a kitchen countertop, showcasing their vibrant colors and unique shapes.
Fun at the reef!
A young angler joyfully holding a fish while fishing on a boat, showcasing a fun family outing in clear waters.
Two young boys posing with thumbs up in front of a beach view, dressed for a day of fishing.
+81

What anglers say

97%
Great experience
100%
Family friendly
100%
Friendly captain
100%
Good boat
100%
Recommended
98%
Caught fish

All reviews (55)

Filter
Showing 1 – 5 of 55 reviews
Nadiya Sydorenko
Nadiya Sydorenko
us
New Jersey, US
Member since 2025
5.0
Full day combo trip
8 Hour Trip Reef Fishing Combo Tour on December 26, 2025
We spent a great day aboard Lady May with Nick and Cliff! Started early morning with fishing, caught lots of fish, mostly snappers, groupers. Nick helped kids, making sure each caught at least one:) Next was conch diving – it was our first time doing this, we saw lots of conch shells, but all we found ourselves was already empty. Luckily, Cliff got lots of live ones and later Nick prepared the best conch ceviche we've ever tried!! We then snorkeled at few spots on Coral Gardens and it was amazing - saw lots of fish, moray eel, barracudas, rays. Then stopped at Stingray City when it became less crowded. Finally went to starfish point before heading back to the marine. It was amazing day! Many thanks to Nick and Cliff for this incredible trip!!
A fisherman preparing bait on a small boat while enjoying a sunny day on the water, surrounded by a vibrant turquoise sea.
A young angler in a pink wetsuit proudly displaying a colorful fish while fishing on a boat in sunny waters.
A collection of conch shells stored inside a boat, showcasing the catch from a recent fishing trip.
A fisherman cleaning conch on a boat, with a bucket for storage and several conch shells visible on the deck.
A young child in a pink swimsuit and sun hat is holding a starfish while wading in shallow water, showcasing a fun moment in a coastal environment.
Response from Captain
January 7, 2026
Thank you Nadiya for such a nice review of your trip. It was our pleasure to have you guys out and hoping to see you all again.
0
Nadiya Sydorenko
Nadiya Sydorenko
us
New Jersey, US
Member since 2025
5.0
Verified
Full day combo trip
8 Hour Trip Reef Fishing Combo Tour on December 26, 2025 • 6 adults • 5 children
We spent a great day aboard Lady May with Nick and Cliff! Started early morning with fishing, caught lots of fish. Nick helped kids, making sure each caught at least one:) Next was conch diving – it was our first time doing this, we saw lots of conch shells, but all we found ourselves was already empty. Luckily, Cliff got lots of live ones and later Nick prepared the best conch ceviche we've ever tried!! We then snorkeled at few spots on Coral Gardens and it was amazing - saw lots of fish, moray eel, barracudas, rays. Then stopped at Stingray City when it became less crowded. Finally went to starfish point before heading back to the marine. It was amazing day! Many thanks to Nick and Cliff for this incredible trip!!
A fisherman preparing bait on a boat while enjoying a sunny day on the water, showcasing the relaxed atmosphere of a fishing trip.
A fisherman cleaning fish on a boat, with a bucket for storage and several fish laid out nearby, showcasing the day's catch.
A collection of conch shells stored inside a boat, showcasing the catch from a recent fishing expedition.
A young angler in a pink wetsuit proudly displays her catch, a colorful fish, while enjoying a sunny day on the boat.
A young child in a pink swimsuit and sun hat is exploring the shallow water, holding a starfish while enjoying a day at the beach.
Reported catch:
Lane Snapper
Grunt
Response from Captain
January 13, 2026
Thank you Nadiya for your kind review. Happy to know you guys had a beautiful trip. Looking forward to taking you guys out again.
0
Jaclyn Doble
Jaclyn Doble
us
Minnesota, US
Member since 2023
5.0
Verified
March fishing trip
REEF FISHING & CONCH DIVING (AM) - 1:00 PM on March 31, 2026 • 4 adults
Captain Nick and First Mate Marcus were awesome! Local guides who really know where ro catch fish. It was our childs first time out fishing and she was so happy for the help of the captain. We also went dove for Conch shells and the captain got in the water with us so we would know what we were looking for. We are so grateful for such a unique and local experience. We will absolutely be booking through them again next time we come to Grand Cayman!
An empty container with remnants of food on a boat surface, showcasing a casual fishing trip environment.
A group of five anglers posing together at the dock near a fishing boat, enjoying a day out on the water.
A collection of four conch shells displayed on a kitchen countertop, showcasing their vibrant colors and unique shapes.
Response from Captain
April 1, 2026
It was a pleasure having you out Jaclyn. Looking forward to taking you guys out again for another wonderful experience.
0
Richard Kanowitz
Richard Kanowitz
Repeat angler
us
New York, US
Member since 2024
2 trips
5.0
Half Day Reef Fishing
Reef Fishing + Stingray City (PM) on December 25, 2025
Great half day afternoon reef fishing trip. Captain and first mate were outstanding. Easy to fish the reef. Caught enough for captain to make ceviche on the boat from smaller catch. Then prepared rest for us to take to restaurant to eat. Owner Anthony drove us from dock to restaurant to make sure we could eat on Christmas Day when a lot of places were closed. First class operation. Would use again without reservation.
A plate of fried fish and fries, accompanied by dipping sauces and a lemon wedge.
A freshly caught fish displayed on a cutting board aboard a fishing boat, with additional fish in a bucket nearby, showcasing a successful day on the water.
Angler holding a freshly caught Mutton Snapper while fishing on a boat in clear blue waters.
A fisherman filleting several Snapper on the boat's cleaning station while enjoying a day out on the water.
A young angler casting a line while enjoying a day of fishing on a boat in clear blue waters.
Reported catch:
Grunt
Lane Snapper
Response from Captain
December 26, 2025
Thank you Richard for an outstanding review. it was a pleasure to have you and your Son out with us. looking forward to taking you out again. Tight lines.
0
Deron Rolla
Deron Rolla
us
Pennsylvania, US
Member since 2026
5.0
Verified
Fun at the reef!
Reef fishing & Stingray City on March 31, 2026 • 2 adults • 2 children
Our seven-year-old twin boys had a great time on the Lady May with Marcus and his partner. Each boy caught several fish on his own and with the help of the crew. We kept several grunts and enjoyed fresh ceviche on the way back to shore. We would definitely charter the Lady May again for more adventures on the reef. Everyone had a great time.
Review media 0
A young angler proudly displaying a yellow fish while fishing on a boat, enjoying a sunny day on the water.
Two young boys posing with thumbs up in front of a beach view, dressed for a day of fishing.
A young angler joyfully holding a fish while fishing on a boat, showcasing a fun family outing in clear waters.
Reported catch:
Grunt
Response from Captain
March 31, 2026
it waa a pleasure Derron. see you next time.
0

FAQs about Lady May Charters

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The fish you can target

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What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
8 persons
Boat length
34 ft
Year built
1992
Restored in
2023
Boat manufacturer
Crusader
Boat type
Cuddy cabin
Engine model
Caterpillar
Powered by
1 x 320HP
Max cruising speed
20 knots
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What’s biting in West Bay right now

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