The Best Yacht Rentals Near Big Pine Key

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

just wanted to thank Captain Lewis and his wife for their outstanding service throughout our boat trip. They adapted to our needs, and we had an amazing time. They are such a lovely couple who showed us around the area, and we truly enjoyed the snorkeling. Thank you for everything — I totally recommend them.

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

Such a fun birthday trip! We got to pick the locations and he also suggested a pretty cool spot! Definitely will be booking again :)

Newer Key West Party Boat for 36 people!

Boat and itinerary were great. Dustin and geno were phenomenal! Highly recommend

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

The boat and everything was wonderful. I would book again. The captain was awesome

5-Star Luxury 50' Sea Ray Sundancer Yacht Rental in Miami Beach, Florida

We had a great time … jimmy was very professional The boat was very clean and comfortable and the captain luis very friendly that made our trip very enjoyable

Sail Miami! Beautiful Beneteau 43 Cruising Monohull

I recently rented a 43 ft sailboat for a romantic sunset proposal, and the entire experience was nothing short of magical. From the moment we arrived, Captains Christopher and Alain went above and beyond to make the evening truly unforgettable. They were extremely polite, professional, and genuinely invested in helping create a special moment for us. The sailboat itself was spotless—clean, well-maintained, and perfectly set up for a romantic evening on the water. As we sailed into the golden hour, Christopher and Alain played a beautiful mix of romantic songs and tasteful Bossa Nova music that set the perfect mood. The location of the marina was also incredibly convenient, which made getting there and back stress-free. Everything came together seamlessly, and I couldn’t have asked for a better setting for such an important occasion. Highly recommend this experience to anyone looking to create a memorable and intimate evening at sea!