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Best results for

Boat Rentals in Osprey, FL

Showing 73-75 of 75 results

Osprey Things To Do

Boat Rentals Boat Tours115 Kayaking Tours67 Yacht Charters65 Fishing Charters55

Sea Ray SDX 250 Boat Rental in Sarasota

Up to 12

Sea Ray SDX 250 Boat Rental in Sarasota

Rent a Sea Ray SDX 250 for 6 hours with seating for up to 12

4.9 • 950 reviews

$1,002

Sarasota Full-Day Private Boat Charter

Up to 13

Sarasota Full-Day Private Boat Charter

Cruise, swim, and unwind aboard a private Yellowfin charter

4.9 • 517 reviews

$3,643

Anna Maria Island 21' Pontoon Rental

Up to 9

Anna Maria Island 21' Pontoon Rental

Cruise Anna Maria waters with shade, GPS, and room to relax

$1,187/ boat

1 2 34

More

Jet Skiing41
Dolphin Watching31
Bike Rentals23
Car Rentals19
Snorkeling18
Sunrise and Sunset Tours18
Train Tours12
Equipment Rental11
Horseback Riding9
Parasailing9
Food Tours8
Ferries7
Helicopter Tours7
Outdoor Picnics7
Paddleboarding7
Trolley Tours7
Stand Up Paddle Boarding6
Sailing5
Scooter Rentals5
Bar and Pub Crawl4

Travel guides for Boat Rentals

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.