Happy Day Charters
Happy Day Charters
Happy Day Charters offers a number of excursions that cater to all levels of anglers. Whether you're a deep-sea 'finatic' or a beginner, each trip can be customized based on your preferences.
Captain Bobby Rose has been fishing the crystal waters of the Cayman Islands since 2005. Over the past years, he's gained a reputation as being one of the top choices for offshore fishing. With his charisma, passion, and knowledge, you and your family are guaranteed to have an amazing day on the water!
Your journey will take place on a 26' Pursuit center console, equipped with top-of-the-line navigational electronics, safety gear, and custom fishing tackle. You'll have a cover over you're head for shade and a multimedia system so you can bump your favorite tunes while you fish.
The boat also comes with a fighting chair, a private toilet, a cooler, and a comfortable deck that accommodates up to 6 guests. Children of all ages are welcome aboard and Capt. Bobby provides kids' size life jackets for them.
On full-day trips, you'll have the opportunity to explore a number of the hottest fishing spots of the Caribbean Sea. Some of these locations include 12 Mile Bank, North and South Wall, East End, and other deep trenches where lots of different types of fish congregate.
You'll target a plethora of species, including Marlin, Sailfish, Tuna, Mahi, Snapper, Wahoo, Barracuda, and more. On shorter trips, you'll be able to stay closer to shore and catch Tarpon, Bonefish, Triggerfish, Jack Crevalle, and other inshore species.
Top-quality custom tackle is provided, including snorkeling gear in case you'd like to take a dip. Capt. Bobby also provides biscuits, chips, and other quick snacks, as well as cold water and soda.
Happy Day Charters already has everything taken care of for you, including your fishing license. So just bring sunscreen, a hat, sunglasses, and a camera and get ready for an exciting adventure off the coast of the Cayman Islands!
Happy Day Charters offers a number of excursions that cater to all levels of anglers. Whether you're a deep-sea 'finatic' or a beginner, each trip can be customized based on your preferences.
Captain Bobby Rose has been fishing the crystal waters of the Cayman Islands since 2005. Over the past years, he's gained a reputation as being one of the top choices for offshore fishing. With his charisma, passion, and knowledge, you and your family are guaranteed to have an amazing day on the water!
Your journey will take place on a 26' Pursuit center console, equipped with top-of-the-line navigational electronics, safety gear, and custom fishing tackle. You'll have a cover over you're head for shade and a multimedia system so you can bump your favorite tunes while you fish.
The boat also comes with a fighting chair, a private toilet, a cooler, and a comfortable deck that accommodates up to 6 guests. Children of all ages are welcome aboard and Capt. Bobby provides kids' size life jackets for them.
On full-day trips, you'll have the opportunity to explore a number of the hottest fishing spots of the Caribbean Sea. Some of these locations include 12 Mile Bank, North and South Wall, East End, and other deep trenches where lots of different types of fish congregate.
You'll target a plethora of species, including Marlin, Sailfish, Tuna, Mahi, Snapper, Wahoo, Barracuda, and more. On shorter trips, you'll be able to stay closer to shore and catch Tarpon, Bonefish, Triggerfish, Jack Crevalle, and other inshore species.
Top-quality custom tackle is provided, including snorkeling gear in case you'd like to take a dip. Capt. Bobby also provides biscuits, chips, and other quick snacks, as well as cold water and soda.
Happy Day Charters already has everything taken care of for you, including your fishing license. So just bring sunscreen, a hat, sunglasses, and a camera and get ready for an exciting adventure off the coast of the Cayman Islands!
Trip availability and prices
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Customer reviews
Rating
Anglers' gallery (235)
What anglers say
All reviews (246)
We had an outstanding day on the water with Captain Bobby and Travis from Happy Days Charters. From the moment we stepped aboard, they were professional, friendly, knowledgeable, and made sure everyone had a fantastic time. They worked hard to put us on fish, and their passion for what they do really showed. The highlight of the trip came after we returned to the dock. Captain Bobby filleted the fish we caught and personally walked us over to Morgan's Seafood Restaurant, where they prepared our fresh catch for us. Enjoying fish we had just caught only hours earlier was such a memorable experience and truly made the day extra special. If you're looking for a first-class fishing charter in Grand Cayman with a crew that genuinely cares about providing an exceptional experience, look no further than Happy Days Charters. Captain Bobby and Travis exceeded our expectations in every way. Thank you both for an unforgettable day… we can't wait to come back! ⭐⭐⭐⭐⭐
We had an absolutely incredible day out on the water with Captain Bobby and his first mate Travis! From start to finish, they were attentive, professional, and genuinely passionate about making sure we had the best experience possible. As a family of four, we were able to pack so much into our trip! Fishing, feeding turtles right from the boat (such a cool experience!), and even kissing stingrays at Stingray City. Bobby and Travis made everything easy and fun, taking the time to explain what we were seeing, identifying fish, and sharing great stories and local knowledge about the Cayman Islands. At Stingray City, they went above and beyond to make sure each of us felt comfortable and got the most out of the experience. Their energy, patience, and expertise really stood out. We have done charter trips before, but this was hands down the best one we have ever had. We can't recommend Captain Bobby and Travis highly enough! If you're thinking about booking, do it. You won't regret it!
What a fantastic experience. Boat was fantastic and comfortable and snacks and drinks were provided and the reef fishing was spectacular. Captain Bobby was punctual, super friendly, full of great conversation and most importantly defintelty knew where to put us on the fish! Very helpful with my son and even heped him reel in a shark (which was released once we realized what was reeled in). I will definitely hire him again when we return to the island and recommend him if anyone is looking for a great time. We caught a ton of fish and had a blast. 5 stars. Total pro!
everything was perfect from the start to finish - fishing , deckhand's experience, best captain in Cayman - you cant go wrong - family friends and very well organized- knowledgeable of the entire area and everyone was super happy at the end of the day - everything we caught was brought to morgans to hook em and cook em - couldn't of been a better day - we will be back many times to go out with happy day / Bobby again , being from Tennessee we are very glad we chose this charter. thanks again Bobby and Carmen
My husband and daughter spent the afternoon fishing with Captain Bobby Rose and his crew and had an awesome experience. 🤩🥸🎣They caught many fish and the crew even cleaned some for them to take back to our rental! My husband asked the talented folks at Heritage Kitchen near our VRBO to season and cook them for us. It was delicious! 🤗We would highly recommend Happy Charters to take your family out for a reef fishing experience with a very friendly and knowledgable crew!
FAQs about Happy Day Charters
What are the trip rates for Happy Day Charters?
- US $750 per group - Half Day Snorkel/Stingray AM (4 hours)
- US $750 per group - Half Day Snorkel/Stingray PM (4 hours)
- US $750 per group - Half Day Trip – Reef Fishing (AM) (4 hours)
- US $750 per group - Half Day Trip – Reef Fishing (PM) (4 hours)
- US $800 per group - Half Day Trip – Deep Sea (AM) (4 hours)
- US $800 per group - Half Day Trip – Deep Sea (PM) (4 hours)
- US $1,500 per group - Full Day Snorkel/Stingray (8 hours)
- US $1,500 per group - Full Day Trip – Reef Fishing (8 hours)
- US $1,600 per group - Full Day Trip – Deep Sea (8 hours)
Which amenities are available onboard with Happy Day Charters?
- Toilet Private head
- Fighting chair
- GPS
- Fishfinder
- Snorkeling equipment Available on all trips!
- Multimedia system
- Ice box Cooler filled with ice
What's included in the trip price with Happy Day Charters?
- Rods, reels & tackle (Custom )
- Live bait
- Lures
- Catch cleaning & filleting
- Snacks
- Drinks
- First mate (Tips are always appreciated! )
- Fishing license
- Lunch (Happy to stop for lunch at customer's expense/time )
What types of fishing does Happy Day Charters offer?
- Inshore fishing
- Nearshore fishing
- Offshore fishing
- Reef fishing
What fishing techniques does Happy Day Charters offer?
- Light tackle
- Heavy tackle
- Bottom fishing
- Deep sea fishing
Which fish species can I catch with Happy Day Charters?
- Barracuda (Great)
- Bonefish
- Dolphin (Mahi Mahi)
- Marlin (Blue)
- Snapper (Mangrove)
- Snapper (Mutton)
- Snapper (Yellowtail)
- Tarpon
- Triggerfish (Gray)
- Tuna (Blackfin)
- Tuna (Yellowfin)
- Wahoo
Your captain
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!
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!
What is the boat like?
What kind of fishing will you do?
Which fishing techniques you can try
Which amenities are available onboard
What’s included in the trip price
How cancellations work
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
How you can pay
Book with 15% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 15% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
What’s biting in West Bay right now
Barracuda (Great)
Bonefish
Dolphin (Mahi Mahi)
Marlin (Blue)
Snapper (Mutton)
Snapper (Yellowtail)
Tarpon
Tuna (Yellowfin)
WahooCompare similar fishing charters
