Captain Randy
Licensed
Insured
Years of
boating
Experience
Experience Sarasota through a local's Eyes...
Welcome aboard with Captain Randy
Captain Randy is a licensed captain and lifelong boater who proudly calls Sarasota Bay home. As a Sarasota local, he has spent most of his life navigating these waters — learning every channel, sandbar, dolphin paths, and hidden stretches of shoreline along the way.
For Captain Randy, boating isn’t just a pastime — it’s a way of life. After decades of experience on the water, he made the decision to turn his passion into something others could enjoy. Through Sarasota Boat Trips, he offers guests the luxury of being on the water without the responsibility of boat ownership — no maintenance, no trailering, no stress. Just sunshine, calm waters, and unforgettable moments.
Randy loves welcoming families, friends, and visitors aboard to enjoy their leisure time, days off, and special occasions. Whether it’s a relaxing cruise through the bay, dolphin watching, sandbar stops, dive bar hopping, or simply soaking in the beauty of the coastline, he takes pride in creating an experience that is both safe and enjoyable for everyone on board.
For Captain Randy, boating isn’t just a pastime — it’s a way of life. After decades of experience on the water, he made the decision to turn his passion into something others could enjoy. Through Sarasota Boat Trips, he offers guests the luxury of being on the water without the responsibility of boat ownership — no maintenance, no trailering, no stress. Just sunshine, calm waters, and unforgettable moments.
Randy loves welcoming families, friends, and visitors aboard to enjoy their leisure time, days off, and special occasions. Whether it’s a relaxing cruise through the bay, dolphin watching, sandbar stops, dive bar hopping, or simply soaking in the beauty of the coastline, he takes pride in creating an experience that is both safe and enjoyable for everyone on board.
Family is at the heart of everything Randy does. He is a proud father to a daughter in college and a son finishing his senior year of high school. Over the years, they’ve shared countless days on the water together — building memories and developing strong boating knowledge of their own.
When you step aboard with Captain Randy, you’re not just booking a boat ride — you’re joining a local who genuinely loves these waters and is excited to share them with you. ⚓
When you step aboard with Captain Randy, you’re not just booking a boat ride — you’re joining a local who genuinely loves these waters and is excited to share them with you. ⚓
Sarasota's
Unique Features
Local Experience
As a Sarasota local Captain Randy knows the hidden sandbars, calm routes, and local favorites that make every trip exceptional.
Eco-Friendly
We operate with respect for Sarasota’s waterways by practicing responsible boating and protecting marine life and natural habitats.
Beautiful Sunset from Midnight Pass
Custom Itineraries
Every outing is tailored to your group — whether you prefer relaxing at a sandbar, dolphin watching, dive bar stops, or a scenic sunset cruise.
Boating Safety
Captain Randy prioritizes safety, proper equipment, and smooth navigation to ensure a confident and enjoyable experience for all guests.