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WHY DRIVE TO THE BAR WHEN YOU CAN ARRIVE BY BOAT? Grab your crew and experience some of the best waterfront restaurants and bars around Clearwater, Dunedin, Ozona, and Palm Harbor — all from your own private boat! Your Sportsman Charters captain handles the driving while you relax, enjoy the Gulf Coast scenery, and hop between waterfront restaurants and bars. Stop for drinks, grab some food, listen to live music, or just enjoy cruising from one destination to the next. This is your private charter — no strangers and no crowded tour boat. Want to spend longer at one stop? No problem. Ready to move on? Let's go. We'll customize the trip around your group. Cruise aboard our beautiful 2025 Sportsman 232, powered by a Yamaha 300, with comfortable seating and plenty of room for your crew. Perfect for couples, birthdays, bachelor & bachelorette groups, date nights, vacationers, or just a fun afternoon with friends. 🌴 Waterfront restaurants & bars 🍹 Your own private boat & captain 🎶 Food, drinks & live music stops 🌅 Beautiful Gulf Coast scenery ⚓ Customized around your group 🚤 No driving — we'll handle the boat! 3-hour minimum. Forget the Uber. Your next bar has a dock. 🍹🚤


We strive to cater to the needs of our customers. The boat charter is not about us, it’s about you and your needs. While we do have limits on 6 passengers we have hosted scavenger hunts, proposals, birthdays, bar crawls, bachelor and bachelorette private events, sunset cruises, island cruises including dropping an anchor, setting up our tent and grill, and put out our queen size floating island for sandbar parties, all at prices that beat nearly every other charter or rental company in the area because we truly want to be able for everyone to enjoy these experiences with their friends and family. We strongly advocate for mental health and wellness for all first responders & military (current or prior) and believe that this is a small way that we can give back to this community.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 1 day before your trip.