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Best results for

Water Activities in Osprey, FL

Showing 217-240 of 395 results
Shark Tooth Snorkel & Huka Dive Boat Tour in Venice

Shark Tooth Snorkel & Huka Dive Boat Tour in Venice

Find prehistoric shark teeth while exploring Venice’s Boneyard

4.8 • 466 reviews
$112/ person
Venice 4-Hour Scuba Refresher Course

Venice 4-Hour Scuba Refresher Course

Rebuild scuba confidence with a skills refresher tailored to you

4.8 • 466 reviews
$338/ person
Guided Megalodon Fossil Shore Dive in Venice

Guided Megalodon Fossil Shore Dive in Venice

Guided beach dive to search for Megalodon fossils

4.8 • 466 reviews
$191/ person
Beginner 2-Tank Scuba Diving in Nokomis, FL

Beginner 2-Tank Scuba Diving in Nokomis, FL

Learn scuba fundamentals with guided land and water training

4.8 • 466 reviews
$338/ person
Venice Sunset Cruise

Venice Sunset Cruise

Sunset stories of Megalodon and Venice's fossil-rich waters

4.8 • 466 reviews
$112/ person
No-Certification Shark Tooth Reef Dive in Venice

No-Certification Shark Tooth Reef Dive in Venice

Dive the reef with a Divemaster—no scuba certification needed

4.8 • 466 reviews
$157/ person
Private Snorkeling Boat Trip on Anna Maria Island

Private Snorkeling Boat Trip on Anna Maria Island

Family-friendly snorkeling on Anna Maria Island with gear included

4.8 • 382 reviews
$578
Private Egmont Key Boat Tour to Fort Dade & Lighthouse

Private Egmont Key Boat Tour to Fort Dade & Lighthouse

Cruise to Egmont Key State Park to explore Fort Dade and beachcomb for shells

4.8 • 382 reviews
$555
Sunset Harbor Cruise in Holmes Beach

Sunset Harbor Cruise in Holmes Beach

Unwind on a private boat as the sky shifts into sunset colors

4.8 • 382 reviews
$422
Siesta Key Kayak & Paddleboard Rental

Siesta Key Kayak & Paddleboard Rental

Get kayaks or paddleboards delivered straight to your Siesta Key resort

4.8 • 229 reviews
$220& up
Private Fishing Charter in Sarasota

Private Fishing Charter in Sarasota

Learn the ropes with hands-on help from hook baiting to fish cleaning

4.8 • 142 reviews
$795& up
Private Inshore Fishing Charter in Tampa Bay

Private Inshore Fishing Charter in Tampa Bay

Private inshore fishing charter with short runs and all gear included

5.0 • 20 reviews
$689& up
Private Offshore Fishing Charter in Tampa Bay

Private Offshore Fishing Charter in Tampa Bay

Target Florida game fish with bait, gear, and fishing licenses included

5.0 • 20 reviews
$795& up
Anna Maria Island Sunset Cruise

Anna Maria Island Sunset Cruise

Explore Anna Maria Island and Tampa Bay with stops tailored to your group

5.0 • 20 reviews
$318
Palmetto Tarpon Fishing Charter

Palmetto Tarpon Fishing Charter

Target tarpon with Captain Rachel’s 10+ years of local experience

5.0 • 20 reviews
$795& up
Fishing-Ready Pontoon Boat Rental in Bradenton
Up to 12

Fishing-Ready Pontoon Boat Rental in Bradenton

Cruise with Bluetooth audio, a swim ladder, and fishing-ready features

5.0 • 19 reviews
$280/ boat
Bradenton 8-Person Fishing Boat Rental
Up to 8

Bradenton 8-Person Fishing Boat Rental

Take the helm of a fishing-ready center console with navigation and 10 rod holders

5.0 • 19 reviews
$280/ boat
Guided Beach & Pier Fishing Trip in Sarasota

Guided Beach & Pier Fishing Trip in Sarasota

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

4.9 • 30 reviews
$318& up
Guided Beach Snook Fishing Trip in Sarasota

Guided Beach Snook Fishing Trip in Sarasota

Target snook from Sarasota's shoreline with a guide

4.9 • 30 reviews
$424
16' Pontoon Boat Charter in Venice, FL
Up to 6

16' Pontoon Boat Charter in Venice, FL

Cruise open water for sightseeing, swimming, parties, and sunset views

4.9 • 23 reviews
$319& up
Sunset Cruise Anna Maria Island

Sunset Cruise Anna Maria Island

Tailored private cruises for sunsets, wildlife, and celebrations

5.0 • 15 reviews
$530
Private Fishing Charter in Holmes Beach

Private Fishing Charter in Holmes Beach

Fish Anna Maria waters with a fourth-generation local captain

5.0 • 15 reviews
$1,060& up
Englewood 90HP Pontoon Rental
Up to 11

Englewood 90HP Pontoon Rental

Cruise, fish, shell, or picnic aboard a 90HP pontoon

4.8 • 33 reviews
$367/ boat
Englewood 90HP Pontoon Boat Rental
Up to 9

Englewood 90HP Pontoon Boat Rental

Cruise Lemon Bay and stop at Stump Pass on a family-friendly pontoon

4.8 • 33 reviews
$367/ boat
1…91011…17
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