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Iona, Florida
52 boats to rent
Fort Myers, Florida
71 boats to rent
Fort Myers Beach, Florida
47 boats to rent
Matlacha Isles-Matlacha Shores, Florida
19 boats to rent
Pine Island, Florida
13 boats to rent
Sanibel Island, Florida
53 boats to rent
Captiva, Florida
95 boats to rent
Bonita Springs, Florida
70 boats to rent
North Naples, Florida
20 boats to rent
Punta Gorda, Florida
93 boats to rent
Naples, Florida
62 boats to rent
Marco Island, Florida
32 boats to rent
Venice, Florida
28 boats to rent
Osprey, Florida
14 boats to rent
Siesta Key, Florida
13 boats to rent
Sarasota, Florida
62 boats to rent
Bradenton, Florida
20 boats to rent
Bradenton Beach, Florida
9 boats to rent
Miami, Florida
914 boats to rent
Tampa, Florida
425 boats to rent
Miami Beach, Florida
395 boats to rent
Los Angeles, California
378 boats to rent
Chicago, Illinois
281 boats to rent
Fort Lauderdale, Florida
268 boats to rent
Hollywood, Florida
256 boats to rent
Saint Petersburg, Florida
263 boats to rent
Dania Beach, Florida
247 boats to rent
Clearwater, Florida
237 boats to rent
North Miami, Florida
181 boats to rent
Austin, Texas
181 boats to rent
Seattle, Washington
154 boats to rent
Madeira Beach, Florida
146 boats to rent
Treasure Island, Florida
136 boats to rent
Marina del Rey, California
137 boats to rent
Newport Beach, California
134 boats to rent
Destin, Florida
129 boats to rent
Most self-operated pontoon and deck boats run about $300–$600 for a full day, with half-day options from roughly $200–$400. Captained center consoles and small cruisers usually range from $100–$200 per hour with a 3–4 hour minimum, while larger premium yachts and power catamarans often run $300–$600+ per hour depending on size and itinerary. Pricing usually covers the boat, standard safety gear, and basic orientation. Fuel, taxes, delivery or marina fees, and gratuity are typically extra. Many listings provide a cooler and ice on request; details vary by boat, so review the inclusions before you book.
You’ll find tritoons and pontoons for relaxed canal cruising, deck and bowrider boats for beach-hopping, center consoles for nearshore fishing and dolphin spotting, and a selection of cruisers, power catamarans, and yachts for upscale group outings. Sailboats are available in the greater area as well. If you’re planning to spend the day on the canals or Matlacha Pass, a pontoon or deck boat is ideal; for runs to Sanibel, Captiva, or Cayo Costa, book a seaworthy bowrider, center console, or cruiser sized for your group.
If you want a turnkey experience with easy docking, routing through shallow areas, and local insights, choose a captained charter. Captains handle navigation, anchoring, and weather calls, so you can focus on your crew. Confident boaters often opt for self-operated pontoons or deck boats to cruise the canals and Caloosahatchee River. If you were born on or after January 1, 1988, you’ll need proof of boater education to operate a 10+ hp vessel in Florida; many visitors take the quick Florida 90‑day temporary certificate before their trip. When in doubt—especially for island runs or bigger groups—go captained.
Common meeting points include Tarpon Point Marina by the Caloosahatchee River and Safe Harbor Cape Harbour on Cape Harbour Drive. Pickups also commonly use public launch sites like Rosen Park Boat Ramp on SE 15th Terrace or Horton Park & Boat Ramp on SE 26th Place. Some hosts offer delivery to vacation-home docks with Gulf access, which can make boarding and departure especially easy for groups.
Cruising here means miles of waterfront homes along the city’s 400+ miles of canals, wide Caloosahatchee River views, and mangrove islands in Matlacha Pass where dolphins, manatees, ospreys, and pelicans are common sights. Many itineraries include Sanibel and Captiva for shelling and beaches, the Sanibel Island Lighthouse at Point Ybel, and the Causeway Islands. On calm days, longer charters venture to Pine Island Sound, North Captiva, or Cayo Costa for swimming and sandbar stops.
Florida doesn’t issue a traditional boating license, but anyone born on or after January 1, 1988 must complete an approved boater safety course and carry a Florida Boating Safety Education ID Card, or pass the Florida temporary certificate exam (valid for 90 days) before operating a vessel of 10 horsepower or more. Bring your photo ID and proof of completion. Many visitors choose a captained charter to skip the requirements and relax.
Yes. Family outings are very common, and every vessel must carry U.S. Coast Guard–approved life jackets sized for all passengers. In Florida, children under 6 must wear a life jacket at all times on boats under 26 feet while underway. Most hosts provide child-size vests if you share ages and weights in advance. Strollers aren’t ideal onboard; bring soft-soled shoes, sun protection, and snacks.
Most private charters allow you to bring snacks, picnic items, and beverages. Soft coolers pack best, and many boats include a cooler with ice on request. For everyone’s safety and to protect the decks, avoid glass containers unless the captain approves, and skip red wine or staining sauces. Plenty of itineraries include time to dock for lunch at waterfront spots or to enjoy a beach picnic on the islands.
Many private rentals are pet-friendly, especially for small to medium dogs, though size limits, cleaning fees, and approval vary by listing. If you plan to bring a pup, request permission when you inquire, bring a nonslip mat and a properly sized pet PFD, and choose calmer routes like the canals or protected bays. Keep pets off sensitive seagrass and respect wildlife zones.
Boating is year‑round, but summer (roughly mid‑May to mid‑October) brings hot afternoons and brief thunderstorms, and Atlantic hurricane season runs from June 1 through November 30. Captains watch radar closely and may shift to a morning departure for smoother conditions or adjust the route to stay in protected waters. If unsafe weather is forecast, most hosts offer to reschedule or provide a weather-related refund per their policy, which you can review before booking.
Conditions are reliably pleasant from late fall through spring, with peak demand December through April. Summer offers warm water and lighter weekday crowds, but plan on morning departures to avoid heat and pop‑up storms. Expect the biggest demand and waterway traffic on Memorial Day weekend, July 4th (Cape Coral’s Red, White & BOOM! fireworks), and Labor Day. Locally, the December Holiday Boat‑A‑Long parade and spring’s Cardboard Boat Regatta also draw visitors. For weekends and holidays, reserve a few weeks in advance; for weekdays or mornings, a shorter lead time is often fine.
Absolutely. Tritoons and deck boats are perfect for relaxed canal cruises, sandbar swims, and sunset toasts, while power catamarans and small yachts work well for larger groups or island-hopping. Share your headcount, ideal pickup point, and any special requests—many captains can plan a route with swim stops and photo ops, provide coolers and ice, and accommodate simple décor. For safety and the environment, skip confetti or balloons and confirm max passenger limits when you book.
Favorite outings include anchoring off the Sanibel Causeway Islands, wading the sandbars near Turner Beach and Blind Pass, swimming at Picnic Island in San Carlos Bay, and longer runs to North Captiva or Cayo Costa for beach time and shelling. On weekends, these spots can be lively; weekday mornings are calmer. Always follow local anchoring guidance, keep clear of seagrass beds, and watch for dolphins and manatees as you idle in shallow areas.