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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Anna Maria, FL

    Showing 721-744 of 808 results
    Captained Tritoon Cruise in Anna Maria Island

    Captained Tritoon Cruise in Anna Maria Island

    Cruise Anna Maria Island by captained tritoon with room for up to 6

    5.0 • 169 reviews
    $396& up
    Single & Tandem Kayak Rental in Siesta Key

    Single & Tandem Kayak Rental in Siesta Key

    Explore a protected bay with chances to spot manatees and dolphins

    5.0 • 140 reviews
    $51/ kayak
    Cruise Tampa Bay on a 2-Hour Private Charter

    Cruise Tampa Bay on a 2-Hour Private Charter

    Private 2-hour Tampa Bay cruise for up to 6 guests, Monday–Thursday

    5.0 • 129 reviews
    $638
    2-Hour Evening Party Cruise in Indian Rocks Beach

    2-Hour Evening Party Cruise in Indian Rocks Beach

    Cruise the Intracoastal on a private evening party boat for up to 6

    5.0 • 107 reviews
    $249
    2-Hour Private Boat Handling Lesson in Belleair Bluffs

    2-Hour Private Boat Handling Lesson in Belleair Bluffs

    Learn boat handling with a private, hands-on lesson from Captain Chris

    5.0 • 107 reviews
    $249
    Private Sarasota Boat Charter to Egmont Key or Boca Grande

    Private Sarasota Boat Charter to Egmont Key or Boca Grande

    Explore island destinations beyond Sarasota

    5.0 • 104 reviews
    $735& up
    Private Sunset Boat Cruise in Sarasota

    Private Sunset Boat Cruise in Sarasota

    Pair Sarasota's sunset with a chance to spot native wildlife

    5.0 • 104 reviews
    $735
    Custom Private Boat Charter in Sarasota

    Custom Private Boat Charter in Sarasota

    Turn your next celebration into a day on the water

    5.0 • 104 reviews
    $735& up
    Siesta Key Private Catamaran Charter
    Up to 49

    Siesta Key Private Catamaran Charter

    Customize your day exploring sandbars, islands, and marine life on a private catamaran.

    4.9 • 9.3K reviews
    $1,248& up
    Surf Lesson in Sarasota

    Surf Lesson in Sarasota

    Learn to surf in Sarasota with a coach-led lesson

    4.9 • 3.3K reviews
    $123& up
    Kayak & Paddleboard Rental at Turtle Beach

    Kayak & Paddleboard Rental at Turtle Beach

    Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

    4.9 • 3.3K reviews
    $51/ kayak
    21' Tritoon Boat Rental in Sarasota
    Up to 10

    21' Tritoon Boat Rental in Sarasota

    Cruise Sarasota’s intracoastal waterways on a 21' Bennington tritoon for up to 10

    5.0 • 78 reviews
    $480& up
    23.5' Mako Center Console Boat Rental in Sarasota
    Up to ten

    23.5' Mako Center Console Boat Rental in Sarasota

    Rent a 23.5 ft Mako center console for cruising or fishing in Sarasota

    5.0 • 78 reviews
    $429& up
    2.5-Hour Sandbar Cruise in Holmes Beach

    2.5-Hour Sandbar Cruise in Holmes Beach

    Cruise to a local sandbar and swim or snorkel

    4.9 • 1.8K reviews
    $78/ person
    Dolphin Tour to Sand Dollar Island From St. Pete Beach

    Dolphin Tour to Sand Dollar Island From St. Pete Beach

    Shell, snorkel, and look for dolphins on a Sand Dollar Island cruise

    4.9 • 2.1K reviews
    $68/ person
    24' Pontoon Boat Rental in Holmes Beach
    Up to 10

    24' Pontoon Boat Rental in Holmes Beach

    Set your own course for sandbars, swims, and open-water exploring

    4.9 • 1.8K reviews
    $588/ boat
    Private Tiki Boat Cruise in Holmes Beach

    Private Tiki Boat Cruise in Holmes Beach

    Slide and explore sandbars aboard a private two-story tiki boat

    4.9 • 1.8K reviews
    $766& up
    Private Island Snorkeling Charter in Holmes Beach

    Private Island Snorkeling Charter in Holmes Beach

    Island hopping, snorkeling and shelling for your private group

    4.9 • 1.8K reviews
    $684& up
    Bachelorette Boat Charter Anna Maria Island

    Bachelorette Boat Charter Anna Maria Island

    Private island boat party for your bachelorette celebration

    4.9 • 1.8K reviews
    $766
    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
    Jet Ski Rental in Sarasota

    Jet Ski Rental in Sarasota

    Ride a jet ski on Sarasota's waters

    4.9 • 950 reviews
    $202/ jet ski
    Sarasota Sunset Charter

    Sarasota Sunset Charter

    Private Yellowfin cruise with sandbar swimming and sunset views

    4.9 • 517 reviews
    $1,547
    Offshore Fishing Charter on Kai Fin

    Offshore Fishing Charter on Kai Fin

    Fish offshore with a USCG-licensed captain, mate, bait, and standard fuel included

    4.9 • 517 reviews
    $5,102
    Sarasota 4-Hour Private Boat Charter

    Sarasota 4-Hour Private Boat Charter

    Cruise, swim, and unwind on a private Yellowfin center console

    4.9 • 517 reviews
    $2,065
    1…303132…34
    Anna Maria Things To Do
    Boat Tours213Fishing Charters127Kayaking Tours113Boat Rentals101Yacht Charters93
    More
    • Jet Skiing53
    • Dolphin Watching45
    • Bike Rentals39
    • Snorkeling28
    • Sunrise and Sunset Tours21
    • Car Rentals19
    • Paddleboarding19

    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.

    Sailing
    19
  • Stand Up Paddle Boarding17
  • Equipment Rental13
  • Train Tours12
  • Bike Tours10
  • Food Tours9
  • Ferries8
  • Parasailing8
  • Helicopter Tours7
  • Scooter Rentals7
  • Bar and Pub Crawl6
  • Trolley Tours6
  • Dinner Cruises5