The Best Boat Rentals in Kissimmee

Plan for most comfortable pontoons and deck boats on local lakes to run about $100–$150 per hour, or roughly $350–$600 for a half day and $700–$1,000 for a full day. Watersports-focused wake and jet boats usually range from $125–$200 per hour depending on equipment and crew. Guided freshwater fishing charters on the Kissimmee Chain often land in the $450–$700 range for a 4–5 hour trip, with longer full-day options available. A limited number of small day-yachts for celebrations are available nearby and typically start around $175–$300 per hour. Your booking generally includes required U.S. Coast Guard safety gear, a cooler and ice on many boats, and, if you choose a captained trip, the captain’s time. Fuel may be included or billed based on use, and taxes or cleaning/delivery fees can be added—confirm these line items in the quote before you pay.

You’ll see a lot of family-friendly pontoons for relaxed cruising, deck and bowrider boats for swimming stops and tubing, dedicated bass boats for the area’s famous freshwater fishing, and wake or jet boats set up for watersports. For special occasions, there are also a few compact day-yachts available on nearby larger lakes. Pick based on your group size, activity mix, and whether you prefer a captain.

If you want zero stress, choose a captained trip—your captain handles navigation, docking, and local route planning while you focus on hosting. Self-operated rentals are great for experienced boaters who want flexibility; just note that in Florida, anyone born on or after January 1, 1988 must carry proof of approved boater education to operate a motorized vessel of 10 horsepower or more. Visitors without a lifetime card can take an approved temporary boater exam online before departure. Ask the owner what they require, as some boats (especially wake boats) are captained-only.

The easiest launch points are around Lake Tohopekaliga (Lake Toho) and East Lake Tohopekaliga. Common meeting spots include Kissimmee Lakefront Park and Big Toho Marina on Lake Toho in downtown Kissimmee, plus St. Cloud’s Lakefront Park Marina on East Lake Toho. For trips heading farther into the chain, Southport Park on the south end of Lake Toho is another frequent pickup. Your confirmation message will list the exact meet-up pin and parking guidance.

You’ll cruise broad freshwater lakes bordered by cypress stands and marshy shorelines, with frequent sightings of bald eagles, snail kites, herons, and the occasional alligator. On Lake Toho, you’ll pass the lighthouse at Kissimmee Lakefront Park and the fishing pier, then have open views as you move toward canals that connect the Kissimmee Chain of Lakes—the headwaters of the Everglades. Sunset trips often deliver golden light, glassy water, and great photo moments.

Florida doesn’t issue a traditional “license,” but the rule is simple: if you were born on or after January 1, 1988, you must complete an approved boater safety course and carry your Boating Safety Education I.D. Card to operate a motorized vessel of 10 horsepower or more. Visitors can take a short state-approved exam online and get a 90-day temporary certificate. Bring a photo ID, and keep your proof of completion with you while operating.

Yes—families are welcome on most rentals and tours. Every vessel must carry a properly sized U.S. Coast Guard–approved life jacket for each person on board, and Florida law requires children under 6 to wear a life jacket at all times on vessels under 26 feet while underway. Let the owner know the ages and approximate weights of children so they can load the right sizes; many boats also have shade canopies to keep little ones comfortable.

In most cases, yes. BYO snacks, picnic items, and canned beverages are welcomed, and many boats include a cooler with ice. Glass is often discouraged for safety, and grills or hot plates are typically not permitted on board. If you’d like to pre-stock the cooler, arrange delivery, or add a charcuterie or cake for a celebration, ask the owner or captain—they can usually accommodate with advance notice.

Pet policies vary by owner and boat type. Small, well-behaved dogs are commonly allowed with prior approval and a cleaning or pet fee; larger breeds may be restricted on certain upholstery or performance boats. If your dog is joining, bring a leash and consider a well-fitting pet life jacket.

Central Florida is warm year-round, with pop-up afternoon thunderstorms most common from late spring through summer. The Atlantic hurricane season runs June 1 to November 30, with the busiest stretch typically in August–October. If conditions are unsafe, most owners will reschedule or refund according to their stated cancellation policy. Each Getmyboat listing sets its own terms, so read the policy and message the owner if the forecast looks iffy—early communication makes changes easy.

Absolutely. Pontoons and day-yachts are perfect for groups, and captains can suggest scenic cruise routes, swimming coves, or a mellow sandbar-style anchor spot depending on lake levels and weather. Let the owner know your headcount, music preferences, and any special touches (decor, desserts, photo stops), and they’ll help you plan a smooth timeline so you can focus on the celebration.

For lighter crowds and comfortable temps, spring (March–May) and fall (October–November) are superb. Summer is busiest and hottest, with the biggest demand around Memorial Day, July 4th, and Labor Day; Kissimmee’s Monumental Fourth of July fireworks over Lake Toho draw extra visitors, so book well in advance. Many anglers and tournament pros target late winter through spring for bass, which can make morning ramp areas lively on select weekends. To avoid pop-up storms and get the calmest water, choose a morning departure; to save on rates and parking stress, target weekdays over weekends whenever possible.

Yes—pontoon eco-cruises from Kissimmee Lakefront Park on Lake Toho are a relaxing way to explore the Everglades headwaters and spot birds like snail kites, ospreys, and eagles, along with classic Old Florida scenery. Private captained tours can tailor the route to your group’s pace, from easy sightseeing near the lighthouse and fishing pier to longer loops that slip into connecting canals on the Kissimmee Chain for deeper wildlife viewing.