Island Ryder Charters
Island Ryder Charters
Experience Islamorada Like Never Before!
There is no better way to immerse yourself in the natural beauty and vibrant marine life of Islamorada than by setting sail on a private charter. Whether you’re looking to explore the stunning waters and wildlife of the Florida Bay or bask in the beauty of the Atlantic’s crystal-clear oceanside, our charters offer a unique and unforgettable experience for all.
We offer a range of private charters tailored to your perfect day on the water, including snorkeling adventures, eco tours, fun-filled sandbar trips, breathtaking sunset cruises, and everything in between. Each charter is customized to suit your preferences, ensuring that you make the most of your time on the water, creating lasting memories with family and friends.
Our boat, a 23-foot SeaCraft, is designed with your safety, comfort, and enjoyment in mind. Equipped with top-of-the-line amenities, it provides the ideal setting for any water activity. Whether you’re diving into the vibrant underwater world, cruising through scenic waters, or simply soaking up the sun on deck, our boat has everything you need for a fantastic day out.
Leading your adventure is Captain Jen, a USCG licensed captain with a passion for the water. With years of experience navigating the local waters, she knows the best spots for snorkeling, eco-tours or relaxing at a secluded sandbar. Her enthusiasm and knowledge make each trip more than just a boat ride – it’s an experience you’ll cherish. Captain Jen’s favorite way to spend her day is showing guests the wonders of Islamorada, from its hidden gems to its most popular spots.
Whether you’re a first-time visitor or a seasoned local, let us show you the magic of Islamorada from a new perspective. Come aboard and create your perfect day on the water with us!
Customer reviews
Rating summary
Photos & videos by reviewers (52)
+49Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Jan 4, 2026
2 Hour Snorkel Trip
Awesome experience!
A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys! Having a private boat allowed us to go at our own pace, and she was so gracious about tailoring the timing and locations to snorkel to fit our needs. We saw and swam among so many beautiful and colorful fish! She even slowed down and stopped the boat on our way back to allow extra time for pictures when she spotted a big pod of dolphins. The service was 10/10, the boat and the snorkeling gear were great—no leaky masks here! We couldn't have asked for a better day of snorkeling. Highly recommend!
A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys! Having a private...
Mar 23, 2026
5 Hour Combination Trip
Best experience in the keys ever !
We had the pleasure spending the day with Captain Jen not only was she kind and easy to talk to, but she was full of knowledge. It was an amazing captain. She filled our day with excitement, intriguing and relaxation. We couldn’t have experienced a better day. I would recommend Captain Jen to everyone.
We had the pleasure spending the day with Captain Jen not only was she kind and easy to talk to, but she was full of knowledge....
Jul 11, 2025
4 Hour Snorkel Trip
Snorkeling Trip
We booked Captain Jen for a snorkeling trip while staying in Marathon and it was awesome!! She took us on a 10 minute ride over to a nice calm area where we could snorkel. The water was so clear and beautiful. We were able to see many types of striped fish, Parrot fish, a Goliath Grouper that was under a big rock and some Mangrove Snapper! When we were ready to take a break from snorkeling Captain Jen blew up an awesome float that our family of 4 could fit on. Overall it was a fun safe trip! Highly recommend! Thanks Captain Jen for helping our family make some amazing memories!
We booked Captain Jen for a snorkeling trip while staying in Marathon and it was awesome!! She took us on a 10 minute ride over...
Mar 3, 2026
2 Hour Snorkel Trip
Great experience, highly recommended
Captain Jen is very friendly and knows the area very well. She explained everything we needed to see for our trip and made the tour very enjoyable. Unfortunately, we had bad weather, but despite that, we were able to see a great variety of marine life.
Captain Jen is very friendly and knows the area very well. She explained everything we needed to see for our trip and made the...
Jun 12, 2025
3 Hour Combination Trip
Great family experience, we will book again
Jen was a great boat captain. The wind was a little high, but, Jen had alternative locations for our family to snorkel and hang out at a sandbar. Jen was knowledgeable about wildlife and marine life, she engaged our children with facts and pointed out different things as she saw them. We enjoyed our time, and we will be booking a trip with Jen again.
Jen was a great boat captain. The wind was a little high, but, Jen had alternative locations for our family to snorkel and hang...
Trip availability and prices
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Customer reviews
Rating summary
Photos & videos by reviewers (52)
+49Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Experience:
Equipment
Crew
Overall
Awesome experience!
2 Hour Snorkel Trip on January 4, 2026
A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys! Having a private boat allowed us to go at our own pace, and she was so gracious about tailoring the timing and locations to snorkel to fit our needs. We saw and swam among so many beautiful and colorful fish! She even slowed down and stopped the boat on our way back to allow extra time for pictures when she spotted a big pod of dolphins. The service was 10/10, the boat and the snorkeling gear were great—no leaky masks here! We couldn't have asked for a better day of snorkeling. Highly recommend!
A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys! Having a private boat allowed us to go at our own pace, and she was so gracious about tailoring the timing and locations to snorkel to fit our needs. We saw and swam among so many beautiful and colorful fish! She even slowed down and stopped the boat on our way back to allow extra time for pictures when she spotted a big pod of dolphins. The service was 10/10, the boat and the snorkeling...
Experience:
Equipment
Crew
Overall
Best experience in the keys ever !
5 Hour Combination Trip on March 23, 2026
We had the pleasure spending the day with Captain Jen not only was she kind and easy to talk to, but she was full of knowledge. It was an amazing captain. She filled our day with excitement, intriguing and relaxation. We couldn’t have experienced a better day. I would recommend Captain Jen to everyone.
We had the pleasure spending the day with Captain Jen not only was she kind and easy to talk to, but she was full of knowledge. It was an amazing captain. She filled our day with excitement, intriguing and relaxation. We couldn’t have experienced a better day. I would recommend Captain Jen to everyone.
Experience:
Equipment
Crew
Overall
Snorkeling Trip
4 Hour Snorkel Trip on July 11, 2025
We booked Captain Jen for a snorkeling trip while staying in Marathon and it was awesome!! She took us on a 10 minute ride over to a nice calm area where we could snorkel. The water was so clear and beautiful. We were able to see many types of striped fish, Parrot fish, a Goliath Grouper that was under a big rock and some Mangrove Snapper! When we were ready to take a break from snorkeling Captain Jen blew up an awesome float that our family of 4 could fit on. Overall it was a fun safe trip! Highly recommend! Thanks Captain Jen for helping our family make some amazing memories!
We booked Captain Jen for a snorkeling trip while staying in Marathon and it was awesome!! She took us on a 10 minute ride over to a nice calm area where we could snorkel. The water was so clear and beautiful. We were able to see many types of striped fish, Parrot fish, a Goliath Grouper that was under a big rock and some Mangrove Snapper! When we were ready to take a break from snorkeling Captain Jen blew up an awesome float that our family of 4 could fit on. Overall it was a fun safe trip!...
Experience:
Equipment
Crew
Overall
Great experience, highly recommended
2 Hour Snorkel Trip on March 3, 2026
Captain Jen is very friendly and knows the area very well. She explained everything we needed to see for our trip and made the tour very enjoyable. Unfortunately, we had bad weather, but despite that, we were able to see a great variety of marine life.
Captain Jen is very friendly and knows the area very well. She explained everything we needed to see for our trip and made the tour very enjoyable. Unfortunately, we had bad weather, but despite that, we were able to see a great variety of marine life.
Experience:
Equipment
Crew
Overall
Great family experience, we will book again
3 Hour Combination Trip on June 12, 2025
Jen was a great boat captain. The wind was a little high, but, Jen had alternative locations for our family to snorkel and hang out at a sandbar. Jen was knowledgeable about wildlife and marine life, she engaged our children with facts and pointed out different things as she saw them. We enjoyed our time, and we will be booking a trip with Jen again.
Jen was a great boat captain. The wind was a little high, but, Jen had alternative locations for our family to snorkel and hang out at a sandbar. Jen was knowledgeable about wildlife and marine life, she engaged our children with facts and pointed out different things as she saw them. We enjoyed our time, and we will be booking a trip with Jen again.