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Experience the Florida Keys by boat! Our Grady-White Freedom 285 is available exclusively for rentals of three (3) days or longer for MARATHON Operations. This allows you to truly experience everything the Florida Keys have to offer without feeling rushed. Whether you're exploring Islamorada, snorkeling at Alligator Reef, relaxing at the sandbars, enjoying waterfront restaurants, or making your way through the Upper Keys, this boat is designed to provide an unforgettable experience. Powered by twin Yamaha 300s and equipped with premium Garmin electronics, Bluetooth stereo, freshwater shower, enclosed head, and comfortable seating for up to 10 guests, this Grady-White delivers the perfect combination of performance, reliability, and comfort. Rental Information: - Minimum rental: 3 consecutive days - Self-operated rentals available for qualified boaters. - Independent captains are available upon request. - Fuel is not included. - 20-mile offshore operating limit. - No overnight anchoring or trips outside the approved operating area. If you have any questions before booking, send us a message. We're happy to help you plan the perfect Florida Keys boating adventure and typically respond in under an hour.


After years of the hustle and bustle of New York City, I found my escape in the stunning beauty of the Florida Keys. This is my happy place—a paradise where you can truly relax, recharge, and embrace life on the water. But like so many others, I was frustrated with the lack of quality boat rentals. The same poorly maintained, low-quality boats just didn’t match the magic of this destination. That’s why I decided to build a fleet of higher-end boats that my customers and captains love. Our goal is to provide the highest quality boats, and we pride ourselves on safety, customer satisfaction, and exceptional experiences. Whether you’re fishing, snorkeling, island-hopping, or simply soaking in a spectacular sunset, my team and I are here to make your time on the water unforgettable. For me, it’s more than just renting boats—it’s about helping you embrace the adventure, relax in luxury, and experience the Keys the way they’re meant to be enjoyed. Thank you for your consideration
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 5 days before your trip.
• Minimum rental is 3 consecutive days for multi-day bookings in Marathon. • Fuel is not included and will be charged based on actual usage upon return. • Self-operated rentals are available for qualified operators with prior boating experience. We reserve the right to deny a rental if the operator is not deemed qualified. • Independent captains are available upon request. Captain fees are separate from the rental price. • The vessel is limited to 20 miles offshore and must remain within the approved operating area. • No overnight anchoring, towing, racing, or operation under the influence of drugs or alcohol. • The vessel must be returned on time and in the same condition it was received. • Weather cancellations are handled on a case-by-case basis. Unsafe weather may qualify for rescheduling or a refund at our discretion. • Please arrive 20–30 minutes before your scheduled departure for check-in and a safety briefing.