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Best results for

Water Activities in Osprey, FL

Showing 385-395 of 395 results
Sunset Cruise in Bradenton Beach

Sunset Cruise in Bradenton Beach

A private captain-led outing for sandbars, snorkeling, and sunset views

5.0 • 13 reviews
$266& up
Bradenton Beach Offshore Fishing Charter

Bradenton Beach Offshore Fishing Charter

Fish offshore with gear, bait, and a licensed captain included

5.0 • 13 reviews
$2,226/ boat
Venice 4-Hour Private Boat Cruise

Venice 4-Hour Private Boat Cruise

Chart your ideal day on Venice waterways with a licensed captain

4.7 • 153 reviews
$898
Palmetto Jimmy Buffett Sunset Tribute Cruise

Palmetto Jimmy Buffett Sunset Tribute Cruise

Set sail with live Jimmy Buffett tribute music aboard River Skipper II

4.6 • 85 reviews
$69/ person
Cruise to Jewfish Key Sandbars From Bradenton Beach

Cruise to Jewfish Key Sandbars From Bradenton Beach

Private sandbar cruise to Jewfish Key for swimming, snorkeling, and shelling

4.5 • 771 reviews
$577
Cruise to Egmont Key State Park on a 4-Hour Tour

Cruise to Egmont Key State Park on a 4-Hour Tour

Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop

4.5 • 771 reviews
$90/ person
Sandbar & Dolphin Cruise From Bradenton Beach

Sandbar & Dolphin Cruise From Bradenton Beach

Cruise local sandbars and look for dolphins from Bradenton Beach Marina

4.5 • 771 reviews
$68/ person
4-Hour Private Charter to Egmont Key State Park

4-Hour Private Charter to Egmont Key State Park

Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat

4.5 • 771 reviews
$682
Private Boat Tour to Egmont or Passage Key from Anna Maria Island
Up to 6

Private Boat Tour to Egmont or Passage Key from Anna Maria Island

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

$659& up
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
Sarasota 3-Hour Clear-Bottom Kayak Tour

Sarasota 3-Hour Clear-Bottom Kayak Tour

Cross Sarasota Bay and paddle secluded mangrove tunnels in a clear-bottom kayak

$108/ person
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Osprey Things To Do
Boat Tours82Boat Rentals70Yacht Charters62Kayaking Tours58Fishing Charters37
More
  • Jet Skiing29
  • Dolphin Watching27
  • Bike Rentals21
  • Sunrise and Sunset Tours17
  • Snorkeling14
  • Car Rentals12
  • Train Tours12

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

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.

Horseback Riding
9
  • Parasailing9
  • Equipment Rental8
  • Food Tours8
  • Helicopter Tours7
  • Outdoor Picnics7
  • Paddleboarding7
  • Stand Up Paddle Boarding6
  • Trolley Tours6
  • Sailing5
  • Scooter Rentals5
  • Private Boat Charters4
  • Scuba Diving4