The Best Yacht Rentals Near Windermere

''Passion'' Prestige 500 Flybridge Motor Yacht Rental in Tampa, Florida

We chartered a yacht this weekend for a sales team outing and it was perfection from start to finish. Captain Dave ran a tight, safe, and super fun ship, clear briefing, smooth cruising, and a route that hit all the best spots without ever feeling rushed. Mike, our deckhand, was everywhere at once: lines handled before we even noticed, drinks topped off, music dialed, and photos snapped so the whole crew could just relax. The yacht was spotless, well-stocked, and exactly as advertised. Every detail felt handled—anchoring was seamless, water toys ready, and the vibe stayed upbeat and professional the whole time. As a team-building event it was a home run; people are still talking about it in our Monday meeting. Huge thanks to Dave and Mike for making this feel effortless and first-class. If you’re booking a charter for business or pleasure, stop scrolling and book this one. Five stars all the way.

Classic Comfort For a Great Day On The Water

We had a blast with Captain Joe. Super personable guy and well informed of the area. The boat was perfect for my husband and I. Joe took us south toward Clearwater and showed us some sights and even found some dolphins for us. The boat offers equal parts sun and shade, and a nice bathroom. We will absolutely book with Joe again.

⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including floating pool and JET SKI Best DEAL

What a great time with family and friends, enjoyed the boat and Jet Ski and the staff was a amazing! Definitely will rent again but this time more then 4 hours.

40' Regal Luxury Yacht Rental

OMG! I rented the 40 foot yacht, 2 jet skis and the large mat for a 4 hour time block for my 50th birthday! There were 18 beautiful ladies there to celebrate and 1 AMAZING captain!! The boat was simply perfect! Everything was explained to us in detail about the boat rules and the 2 jet skis we rented. The captain was very thorough but also a fun guy that tolerated us crazy girls LOL. We call him “Captain Ginger”. This was the highlight of the weekend. Thank you for making my 50th birthday an EPIC event! Next time, we are definitely renting this yacht for the entire day.

Classic 1979 Mainship Trawler guided river cruise adventure

Pete is an amazing captain. Friendly, knowledgeable and has great sense of humor. The boat is a classic with a laid back vibe. We chartered the boat for a full day. Started out having cocktails on the top of the boat as we cruised down the river. Peter pointed out landmarks and general facts about the area. Very engaging and helpful as we are not from here. Peter took us to a beautiful sandbar that was completely void of people. It was a fantastic swimming spot, soft sand beach and had a wonderful little trail full of wildlife. After a few hours of swimming he suggested an amazing dockside bar for dinner. He was on point because the food was outstanding. On our ride back we saw a breathtaking sunset. After dark we witnessed our first shuttle launch from the back of the boat. Overall it was one of those perfect days you get so few of in life. Peter and his first mate made my family feel like we were kings for a day. Attended to our every need. Even let the kids take turns driving the boat. He is a skilled captain and I never once worried that we were anything but safe. I will for sure be a repeat customer.

"Tropical Breeze" Yacht Charter in Melbourne, FL

Terrific afternoon cruise! Captain Mike and first mate Trudi were wonderful. Cruised to an island for a swim off the boat, then cruised down the inland waterway enjoying the charcuterie board Trudi had put together for us. On our way back to the dock we enjoyed a lovely sunset. Be sure to bring beach shoes to walk on the sandbars! Would definitely recommend Tropical Breeze.